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2024

The Intelligence Imperative: How AI Went From Feature to Foundation

December 13

Finding the Midnight Snacker : Agentic Marketing

December 10

I Use AI 100 Times Per Hour

December 9

Top 10 Posts of 2024

December 6

Why I Let AI Grade My Writing (Just Like My AP English Teacher)

December 4

The Year Algorithms Learn to Act

December 2

Theory Two

November 21

My Little Library

November 20

75 Cents per Month

November 18

Small but Mighty AI

November 15

The Post Election Surge is Unevenly Distributed

November 11

I Talk to Robots While Driving

November 8

The White Collar Revolution

November 6

Profit Dollars per GPU Dollar

November 5

Trends in the Post-Modern Data Stack

October 29

My AI Rube Goldberg Machine

October 29

Productivity One Year from Now

October 28

AI Prompts as PRDs : Why Prompts Will Become Important IP Assets

October 21

The Premise of a New S-Curve in AI

October 16

Why Lifetime Value is Relevant Again in Software

October 15

A Challenge to SaaS Orthodoxy

October 10

How M&A Fosters Innovation

October 8

Fulfilling Crypto's Original Promise

October 3

Where is the Budget for AI Coming From?

October 1

Would You Listen to AI Generated Podcasts?

September 30

Interwoven with Initia

September 25

AI Advantage for Startups : Changing the Workflow through Services

September 23

Will We See a Better Exit Market Next Year?

September 20

Writing Software for Robots

September 19

2024 Theory Ventures Go-to-Market Survey: Optimism Rises Amid Changing Market Dynamics

September 16

The New Software GTM Playbook

September 11

The Rarity Shibboleth

September 9

The Challenge of the AI Demo

September 5

Which Design Era Are We In?

September 3

The Dislocation Between Public & Private Web3 Markets

August 29

Higher Levels of Abstraction

August 26

What Has Your GPU Done For You Today?

August 23

AI Public & Private Premia for AI Companies

August 16

Things that Used to be Impossible, but are Now Really Hard

August 15

The PostModern Data Stack

August 12

Snowflake's 4 Areas of Investment in AI

August 9

The Ghost in the Machine : Invisible Ads in Generative Search

August 6

The 3 Attributes of an Attractive Market for AI

August 5

Rewriting the RFP for AI

July 29

The Battle for AI Gravity

July 25

Agentic Systems' Sales Cycles

July 22

The Future of Blockchain Data : Our Investment in Allium

July 17

Punctuated Equilibrium in AI : Is it Better to Be A First Mover or A Last Mover?

July 15

No SaaS! How AI Agents Will Change Software Pricing

July 12

AI Pricing Strategies for SaaS Companies Offering Copilots

July 11

Select avg(Moby Dick) limit 2 sentences

July 8

The First of Your Newsletters

July 1

The Four Barriers to AI Adoption

June 28

2024 Theory GTM Survey

June 25

How Much Revenue Must a Company Generate to IPO?

June 24

The Series A Crunch or the Seedpocalypse of 2024

June 21

What about Human Training?

June 17

Databricks' Accelerating Growth

June 13

Apple's AI Challenger Sale

June 11

One Line of Code Can Wipe a Billion Rows : Investing in Tobiko

June 3

Is the Software Market in Trouble?

June 2

The AI Trust Fall

May 27

NVIDIA

May 23

Chatting With Her - The ChatGPT App on Mac

May 19

AI Spending Patterns : It's Not What You Think

May 17

BI's Third Form : Office Hours with Benn Stancil

May 16

Are AI Companies Valued Differently Than Non-AI Companies?

May 13

The Fastest Growing Category of Venture Investment in 2024

May 9

A Series of Unfortunate Decisions

May 9

The Capex Conquest in the Cloud

May 1

Massive Acquisitions in Software Startups

April 29

When 1% Market Share Shifts Represent $5b of Market Cap

April 26

Partnering with Dropzone: Automating Security Operations with AI

April 25

A Shift in LLM Marketing : The Rise of the B2B Model

April 24

Modern Data Architectures : Jordan Tigani of MotherDuck on Office Hours

April 23

Are Software Companies Good Businesses?

April 22

The Most Profitable Software Company in Q1 2024

April 18

The Market Size Mistake

April 17

My Favorite Uses of AI

April 14

Extreme PMF : Sustaining Success with Scale

April 12

SUI Generis : Office Hours with Evan Cheng of Mysten Labs

April 9

The Art of Product Management in the Fog of AI

April 7

Micromanaging AI

April 5

This Message Will Self-Destruct in 33 Seconds

April 4

Rubrik S-1 - Burning the Boats in Data Security

April 2

AI in the Hands of Software Buyers

March 29

Selling AI : Category Creation of a Different Flavor

March 26

To Be or Not To Be an Agent

March 25

AI SaaS Companies Will Be More Profitable

March 21

Analyze All the Things : Data Omniscience with Omni

March 20

The Vector Computer Company

March 18

Why Databases Won't Charge for Storage in the Future

March 12

The Opposite of a Good Idea is a Good Idea

March 8

Looking into the Future of BI With Colin Zima

March 5

What Happens When AI Performance Asymptotes?

March 3

What If LLMs Change the Business Model of the Internet?

February 27

The Secrets to Building Vibrant Communities in Web3 Open-Source

February 25

The First $100m ARR AI Security Company

February 21

Nobody Knows : Steel & Blockchains

February 19

One of the Biggest Public Offerings in 20 Years

February 16

Building a $20b Behemoth : Office Hours with Steven Goldfeder of Offchain Labs

February 14

The Sudden Repricing of Startups in Early 2024

February 9

AI Design Patterns

February 5

Standard Issue AI

February 2

Experience as a Status Symbol

January 31

The Fastest Growing Software Sectors in 2024

January 29

AI Drove the Largest New Bookings of Any New Product

January 26

Dissecting Delegation: Diving Deep on The Missing B-School Class

January 24

5th Grade Outlining in Mrs. L's Class : Metawriting before the Age of AI

January 21

From Prompt to Paper in 60 Seconds

January 19

The Class Missing from Business School

January 18

Open Source Models : What Can We Determine from Download Patterns?

January 15

The 10x Salesperson

January 12

Gordian Knots in Software Engineering

January 9

Make Hay When the Sun Shines : Liquidity in Startup Exits

January 7

2024 Predictions

January 1

2023

Why Startup M&A in 2024 Will Rebound

December 20

Data Product Teams : Best Practices for a Modern Data Team

December 18

Synthesis as Brilliance : Worldly Wisdom from Charlie Munger

December 15

Step-Ups & Duration : The Shape of Things to Come to the Series A in 2024

December 14

How to Improve Your LLM : Combine Evaluations with Analytics

December 11

In Like a Lamb, Out Like a Lion

December 6

Top 10 Posts of 2023

December 4

Snow Angels Come Early to Data : Snowflake's Strength Spells Success for Startups

November 29

Managing Data as Product : Office Hours with Philip Zelitchenko

November 29

The New Threat to a Data Leader's Career

November 27

Who Took a Bet on You?

November 22

Sudden Disturbances in Rapidly Moving Objects : The Implications of the OpenAI Fiasco

November 20

How Much Does it Cost to Use an LLM?

November 16

The First Mac Predates Modern Central Banking

November 14

The Software Industry's Productivity Boom: Analyzing Revenue per Employee Trends

November 13

Purchasing Patterns in Software : Positivity Punctuating Q3

November 10

Top 10 Trends for Data in 2024

November 9

Only The Dogged Thrive : More Good News in Startupland

November 7

What's Measured is Managed : Earnings Surprise in Public Software in Q3 2023

November 6

How Much Should Quotas Increase Next Year?

November 1

The Impact of Anti-trust on M&A in Startupland

October 31

Gas Gas Revolution

October 27

AI Reaccelerating Cloud Growth

October 24

Top 10 Trends in Data & AI at the Impact Summit

October 23

The Convergence of Data & Software Engineering in the Age of AI

October 20

Outbound Marketing Fury : Office Hours with Raj Sarkar

October 19

What Loom & Klaviyo Indicate about Exit Valuations

October 15

The PLG Trap : Lessons Learned from Oliver Jay, former CRO at Asana

October 12

The Promise and Pitfalls of Chaining Large Language Models for Email

October 7

SaaS Competitive Advantage Through Elegant LLM Feedback Mechanisms

October 3

Centaurs & Cyborgs : The Jagged Frontier of AI

October 1

Artisanal Emails

September 26

Avoiding the PLG Trap : Office Hours with Oliver Jay

September 25

Cisco & Splunk Continue the Trend of SaaS Take Privates

September 21

Building Applications with AI - Lessons from LangChain, Hearth, & Context.ai

September 21

Building a Generational Business Databrick by Databrick

September 17

4 Key Takeaways from the AI Panel at Saastr 2023

September 15

A Little Yellow Book in the Corner Bookshelf of a Coffee Shop

September 10

Whispers of the Future

September 8

The Rise of Data Lakes in Software Architecture

September 7

The Evolution of Open Source Business Models

September 1

Context.ai - Unlocking Insight into LLM-Based Applications

August 30

A New Marketing Behemoth Klaviyo : How 7 Key Benchmarks Stack Up in the S-1

August 27

Around the World in 21 Days

August 25

The Dawn of AI : Pricing Power & Profits in NVidia's Business

August 23

Mean Reversion: When Will Startup Investing Return to Normal?

August 21

Seizing the Moment: Strategies for Startups to Outmaneuver Competition in a Turning Economy

August 17

Teaching a Computer to Ghoti

August 15

Surprising Data Points about the Venture Capital Market

August 8

How Will a Venture Capital Recovery Feel? Observations from 2008

August 7

Busting the Myth: Higher Funding Doesn't Mean Faster Hiring in Startups

August 3

What the New Relic Sale Means for SaaS

July 31

The Paradox of AI and Data Roles: How Automation Will Increase Demand for Data Professionals

July 28

Signs We've Touched the Bottom

July 26

The Pilgrims Raised 4 Rounds of Financing

July 23

Operating in the Dark

July 20

Producing Charts with AI

July 17

The Fracking of Information

July 11

There is No Such Thing as Series A Metrics

July 9

What 70m Thread Users Mean for B2B Marketers

July 7

How Markets Value Software Companies in 2023

July 5

Picking Teams in AI

June 26

MotherDuck - DuckDB in the Cloud

June 23

Marketing Teams as Hedge Funds

June 21

Does an AI Premium Exist in the Fundraising Market?

June 15

What if Every SaaS App Spoke English?

June 11

Web3 in SaaS Clothing

June 8

The AI API : The Twilio Moment for Machine Learning

June 6

How Much More Efficient Should a SaaS Startup Be When Using AI?

June 2

Observations Using LLMs Every Day for Two Months

May 30

The Publicly Traded Company Worth 250x More in 10 Years

May 25

High-Flying SaaS Startups' Surge Won't Change the Valuations in Ventureland

May 22

How Should You Staff Your Startup in 2023

May 17

Which AI Model Should You Pick for Your Startup?

May 16

Seeking a Distribution Advantage with AI

May 12

Tinkering with LLMs

May 8

The Greatest Profitability Turnaround in Software History

May 4

When 1 is Bigger than 4 for AI

May 3

Every Customer is a Design Partner - Leading Your Sales Motion with Sales Engineering

May 2

Microsoft's Billion Dollar AI Business

April 26

Software Spending Growth Will Accelerate by 40% in 2023, But it Doesn't Feel that Way

April 24

Why Every Startup Needs an AI Strategy

April 19

How Much will the US Early Stage Venture Market Contract in 2023?

April 17

ChatGPT & Taylor Swift

April 12

Economics in the Sometimes Strange World of Web3

April 9

The 4 Questions Startups Should Ask Themselves about Building with Generative AI

April 7

Theory

April 4

The Change in Burn Multiple for Startups in 2023

April 3

Usage as the Moat in AI

March 31

The Typical Startup Saw a 24% Increase in Sales Cycle in 2023

March 28

The Hardest Round to Raise in 2023

March 24

Which Increases Productivity More : The Advent of Personal Computer or a Large-Language Model?

March 21

How to Build Your Startup like Google & Stripe

March 20

When Will SaaS Budgets Increase Again?

March 17

Take a Breath

March 12

2023 Go-to-Market Survey - Understanding How Startups Have Shifted in 2023

March 9

How ChatGPT Will Restructure Engineering Teams & Create Opportunity for Startups

March 7

Pulp Nonfiction : What I Learned Writing a Blog Post with ChatGPT

March 2

Magical Metrics with Omni

February 28

The Implications of Increased Regulatory Scrutiny for Startup Acquisitions

February 26

Which Customer Segments are Healthiest During the Downturn?

February 21

A Flare Across the Clouds : Cloudflare's Earnings Report

February 14

Venture Capital, Withering & Dying

February 10

The Compounding Advantage of a Big Chip Stack in a Downturn

February 6

Predicting Cloud Growth Rates for 2023

February 3

When AI Favors the Incumbents

February 2

The Future of Startup Office

January 31

Microsoft as a Mirror - What We Can Expect for SaaS in 2023

January 24

How Layoffs in Startupland Differ Between B2B & B2C Companies

January 23

Is the Suite Strategy Right for Your SaaS Startup?

January 19

The Most Acquisitive Acquihirers in Software

January 16

Rabbits on Firetrucks : Generating Images for B2B Blog Posts Using AI

January 13

2023 is the Year of _________

January 11

The Startup M&A Market Fell 94% Year over Year - But One Segment Thrives

January 5

Sizing the Web3 B2B Software Market

January 1

2022

My Quest for Speed - Learning to Use My Computer the Fastest Way Possible

December 27

A $30B Software Company from a $15m Investment

December 27

From a $200k Annual Burn to Raising $80m+ : Notes from Office Hours with Fredrik Haga

December 23

Five Predictions for 2023

December 18

A Funny Thing Happened on the Way to Sand Hill Road

December 14

My Favorite 10 Books of 2022

December 13

What the $6B Coupa Acquisition Means for Software Startups

December 12

PLG & Profitability : More Product Doesn't Necessarily Mean Greater Profits

December 7

Top 10 Posts of 2022

December 4

Napoleon's Influence on the Modern Data Stack : hyperdimensional Analysis with Malloy

November 30

The Uniswap Token Launch : Tokens as CAC Part II

November 27

The Most Successful Web3 Launch in 2022

November 23

The Best Time of Year to Raise for Your Startup

November 21

A New Chapter

November 18

My Laptop is Faster than Your Cloud : Announcing MotherDuck

November 15

Office Hours with Fredrik Haga of Dune : What is the Future of Web3 post-FTX?

November 14

Soft in the Middle - Examining Your Startup's Org Chart

November 11

What the FTX Fiasco Means for Web3

November 9

Losing a Month of Runway to Inflation

November 6

Cutting R&D to Grow GTM Spend : Is it Happening Across Software Companies?

November 2

Sales Efficiency through Covid : Reading the Tea Leaves for Startups

October 30

Grey Skies in Cloud Earnings

October 28

9 Predictions for Data in 2023

October 26

Would You Leave the Cloud to Improve Sales Efficiency by 11%?

October 23

Five Pillars of PLG with Carilu Dietrich

October 19

Antifragility as a Competitive Advantage in 2022

October 16

How Low Could Valuations Go?

October 13

Office Hours with Carilu Dietrich - Marketing for Hypergrowth Companies

October 10

Just How Troubled is the Bay Area Startup Scene?

October 3

10 Predictions for Data at the Impact Summit

September 26

Pipeline Supply Shocks in SaaS Sales

September 23

The State of Web3 in 2022 through Data

September 17

Figma's 50x ARR Multiple & What it Means for Startup Fundraising

September 15

Your Customers' Profitability is Your Startup's Future Health

September 12

Systematizing Go-To-Market Hiring

September 8

Web3 Users Are Just Like Web2 Users

September 6

200% NDR: What Does it Take to Achieve this Stellar Milestone?

September 2

Why We'll See More New Types of Web3 Apps in the Next Year

August 30

Don't Look Now But Web3 Companies are Beginning to Trade Like their Web2 Counterparts

August 30

Fundraising in 2022: Where We Are & Where We're Going

August 19

Pipeline Analysis Playbook

August 18

Omni - A Big Step Forward in the Decade of Data

August 16

How to Structure a Startup Sales Team for Optimal Land & Expand

August 15

The Trillion Dollar Empire that Started with a Coupon

August 12

Growth is No Longer the Best Predictor of a Software Company's Value

August 10

Do PE Acquisitions of Public Startups Imply We've Hit a Pricing Bottom?

August 8

Messaging: the Bottleneck for Web3

August 4

The Math Behind Starting a Successful Software Startup

August 2

How Much Should You Expect Your Startup to Slow in 2022? About 21%.

July 29

Office Hours with Bill Binch: Structuring Sales Teams for Success

July 28

The Health of Cloud Spending in Mid-2022

July 26

How to Structure Your Sales Compensation Plan to Deliberately Undersell

July 25

How Important is Your Software to Your Customer? It's Time to Find Out.

July 22

Spot the Difference

July 20

PE in VC in 22

July 19

The Bid/Ask Spread in Venture Capital

July 18

A Masterclass in Sales Development from Lars Nilsson at Snowflake

July 14

The Missing Letter from the English Alphabet

July 13

Deliberately Underselling as Sales Strategy

July 11

The End of Web3

July 8

Office Hours with Lars Nilsson, VP of Global Sales Development at Snowflake

July 6

When AI Becomes Table Stakes

July 5

Asking Users to Complete Tough Mudders to Use Your Product

June 28

Coinbase & Uniswap: How 7 Key Benchmarks Stack Up

June 27

The Web3 Marketing Stack: The Next Big Wave in Crypto

June 23

Defending a Startups Greatest Asset through Recession & Recovery

June 22

How VCs Value Rainbow Foals in 2022

June 21

Bezos' Shareholder Letter in 2000

June 20

The Most Popular Financing Round in 2022

June 17

What's Better than a Cookie? A Wallet - How Crypto Will Revolutionize Marketing

June 16

Office Hours with Lee Kirkpatrick, former Twilio CFO on Managing through Turbulence

June 14

The New Key Competitive Advantage for Web3 Startups

June 13

Is a 10% Reduction in Staff a Layoff?

June 8

Top 10 Insights from the 2022 Startup Sentiment Survey

June 6

The Macroeconomic Signal to Watch for Software & Infrastructure Startups

June 1

Office Hours for 2022 Market Conditions Market Survey Results

May 31

The Largest Software Acquisition in History

May 26

2022 Startup Market Conditions Survey

May 25

Lessons from Watching a Great CEO Operate

May 24

So You Want to Improve Your Sales Efficiency

May 18

The 4 Startup States During a Recession

May 16

Five Mid-Year Predictions for Web3

May 11

How Much Further Can We Fall?

May 9

Cash Flow Shockwaves

May 5

5 Key Data Points about the Early Venture Market in Q1 2022

May 4

Product-Market Fit in Different Capital Environments

May 3

The Critical Question Facing Web3 Infrastructure Startups

April 29

The Three Eras of Startup Valuations

April 28

Imagine You're a Venture Capitalist...

April 25

The Rhyming Protocol Wars of 2022

April 20

Revenue, Revenue Everywhere. Not a Dollar to Count

April 19

Four Fundamental Innovations of Web3 that Will Upend Web2 Incumbents

April 7

$112m of Market Cap per Engineer

March 31

Inflation and Deflation in Web2 and Web3 Startups

March 27

Startup Self-Repricing as a Recruiting Tool

March 25

The Spicy Future for Data

March 22

The App Store Model Comes to Web3

March 21

Usage Based Pricing: 3 Questions to Ask Before Leaping

March 17

Guess the Startup Answers

March 14

Guess the Startup

March 11

The Three Types of Customer Success Teams

March 10

The People Roadmap for Startups

March 9

The Future of Money

March 3

1/9/90 in Crypto

February 28

The Next Key Innovation in the Shift-Left Movement

February 25

Why Early Valuations Might Surge in 2022

February 23

The Sales Sandwich

February 18

10 Lessons Learned after $5B of M&A

February 17

Will Your Startup Borrow More in 2022?

February 14

The New Discipline Web3 Software Companies Must Develop

February 9

If You Had $10k to Invest, Which Stock Would You Buy?

February 7

Intensity Oozes from these Pages

February 3

How Much Money is Flowing into Crypto?

February 1

Why You Should Expect Your VP Product to Sign Up for a Lead Quota

January 28

Dremio - A Foundational Component of the Modern Data Stack

January 25

How Will the 52% Correction in the Stock Market Impact the Startup Fundraising Market?

January 19

Is Compensation Stagnation to Blame for the Great Resignation?

January 18

How Correlated are the Web 2 and Web 3 Software Markets?

January 13

Do Data Startups Command a Premium in the Fundraising Market?

January 11

The Top Sectors of Web3 in 2022 by Revenue

January 4

2021

My Favorite Books of 2021

December 30

Five Predictions for 2022

December 29

Mark-to-Market Rounds - What Will Your Startup's Strategy Be?

December 28

Tokens as CAC - Are Crypto Companies More or Less Efficient in Acquiring Customers?

December 17

The Fifth SaaS Correction

December 13

Partnering with Mysten Labs to Build Foundational Infrastructure for Web3

December 7

How Stripe Scaled - Notes from Office Hours with Claire Hughes Johnson

December 1

Samsara S-1: How 7 Key Benchmarks Stack Up

November 19

Words Like Loaded Pistols

November 17

Justifying Token Equity Multiples using GDP Data

November 16

The Need for Two Types of Payback Period Calculations

November 7

The 100x ARR Multiple

November 4

Using the Reversal Mental Model to Invest Better

October 19

Hex - The Best Product for the Technical Analyst

October 19

Spot.ai - The Future of Video Intelligence

October 15

The Two Cap Tables of Crypto Companies: What They Are and How They Relate to Each Other

October 11

Passive Investing in Venture Capital and the Parallels to Public Equities

October 8

Redpoint Office Hours with Claire Hughes Johnson, former COO at Stripe

October 7

Why You Should Repeat Yourself, A Lot

October 5

Crypto Companies Insider Ownership is Approaching that of Classic Startups

October 3

Height - The Project Management Tool for the Modern Worker

September 29

The IMPACT Conference on the Modern Data Stack

September 27

GitLab S-1 Analysis: How 7 Key Metrics Stack Up

September 20

Scaling and Measuring an Effective Developer Relations Organization

September 15

What is the Product the Customer Buys Before They Buy Yours?

September 14

How Will We Value a Crypto Token?

September 6

Benchmarking Amplitude's S-1: How 7 Key Metrics Stack Up

September 2

Per Seat or Per Use Pricing: A Framework for Evaluating the Right Strategy for Your Startup

August 29

You'll Never Login the Same Way Again

August 23

Preset Cloud - The Visualization Layer for the Modern Data Stack

August 18

The Secret to Recruiting Quickly and Retaining Your People

August 16

The Optimal Pricing Strategy for Your Startup - Office Hours with Madhavan Ramanujam

August 9

The Velocity of Money in Startupland

July 30

Can You Guess This Business's Name?

July 27

The Decline of Venture Debt at the Early Stage

July 24

Data Meshes, Apache Iceberg & Project Nessie - Novel Ideas in the Data World

July 20

The Journey From Fortune 100 Executive to Startup Entrepreneur

July 15

The Next Step Forward for Conversational Intelligence - Chorus & ZoomInfo

July 13

My Mental Model for the World of Crypto

July 9

Innovation in the Financial Markets: Seventy Years of Hedge Funds

July 1

The Great Game of Risk Played in Category Creation, and Why the Winning Strategy is Aggression

June 16

The Productivity Implications of Working from Home Across 150,000 Employees

June 10

The Figures that Will Move the Venture Capital Market in the Next 3-5 Years

June 6

Executive Recruiting as Competitive Advantage - The 3 Knock-On Effects of Failed Executive Hires

June 1

The Inflationary Forces in Startupland

May 24

The One Force that Will Govern How We Return to Work

May 3

Never Raising, Always Raising

April 22

How to Cut a Path through the Jungle of Regulatory Compliance

April 19

Covid's Impact on Software Sales Efficiency

April 8

Would You Work for This Person?

April 4

The Identity Crisis Facing Open Source Companies in the Cloud

April 2

UIPath S-1 Analysis: How 7 Key Metrics Stack Up

March 29

The Importance of Building & Maintaining Great Developer Documentation

March 22

How Selling Has Changed Post-COVID, and How it Will Change Again Afterwards

March 14

This is the Most Ridiculous Use of Money Management I've Ever Heard. What is Wrong with You?

March 7

How Much is 20% More NDR Worth to Your SaaS Startup?

March 5

The Feedback Loops in Data that Will Change SaaS Architecture

March 2

The Four Types of Startup COOs

February 23

The Most Popular Startup Domain Suffixes - .com, .co, .gg - Which is Best for Your Business?

February 21

The Most Effective Tools and Techniques for Selling Today - Office Hours with Jim Benton

February 18

How Much Should You Bet To Maximize Your Investments, or Your Company's Odds of Success?

February 16

Eliminating Data Downtime with Data Observability - Why We Partnered with Monte Carlo Data

February 9

How to Be a Great COO: Lessons Learned Leading a Unicorn to Success

February 3

A Common and Critical Mistake When Forecasting Next Year's Bookings

February 1

The Five Flavors of ARR - New Definition, Same Great Multiple

January 27

The Secret to Keeping Your Software Running and Keeping Customers Happy

January 26

Information as Surprise - Harness Claude Shannon's Key Idea

January 25

Internal Communication - Why it Matters More than Ever & How to Succeed

January 21

Cloud Data Lakes - The Keystone to the Decade of Data

January 20

The Fastest Growing Sectors of Startup Fundraising in 2020

January 18

The Art of Doing Science & Engineering

January 12

The Missing Insight Around Software Multiples for Valuing Companies

January 11

Information Cascades - How Many Rational People Can Make Logical Decisions and Yet Still Create a Bubble

January 8

The Next Chapter for StackRox

January 7

Why Remote Work Changes the Nature of Leadership, and the Kinds of Leaders to Recruit in Startups

January 4

2020

Why Fast Learning Curves are So Important to Startups

December 21

5 Predictions for 2021

December 17

Do You Lose Sales Opportunities Because of Sales Execution or Product Insufficiency?

December 16

The Three Questions to Ask When Hiring Your Startup's Head of Sales

December 15

Where to Start if You're Curious about Macroeconomics Today

December 14

Top 10 Learnings from Startups to a $100M+ ARR General Manager, Linda Tong

December 10

Rediscovering the Power of the Command Line

December 9

Building a Product-Led Growth Machine: Office Hours with GC Lionetti

December 7

It's Supposed to Be Hard. You're Changing the World.

November 30

Voodoo, Obsidian & Zettlekasten - A Modern Way of Taking Notes

November 27

How a Merger of Salesforce and Slack Would Change the SaaS Landscape

November 26

The Supercharger Boosting Startupland Fundraising and Exits

November 20

From Hyper Growth to Hyperscale: What I Learned Managing Small and Massive Teams

November 17

More Activity Means More Business. Don't Overthink It.

November 16

How Developer Marketing Parallels Consumer Marketing

November 9

The Parallels in the Culture Between the Two Category Defining Companies

November 1

How Many Technologies Can a Company Adopt at Once?

October 29

Your Startup is a Series of Cycles

October 26

Why IPOs, Direct Listings, and SPACs Will Flourish in Startupland

October 19

Just How Inaccurate are Quarterly Venture Capital Activity Reports?

October 11

The Mispricing of Software Companies

October 5

The 4 States of an Engineering Team

October 1

Notes from Office Hours with Kimbre Lancaster on How to Run Successful Virtual Events

September 29

Redpoint Office Hours with Medha Agarwal & Shopify’s Kaz Nejatian

September 24

How to Predict the Forward Multiple of a Software Company

September 22

Why Burnout Should be a Topic at Your Next Board Meeting, and What to Do About It

September 21

How to Maximize the Impact of Your Website When Targeting Two Personas

September 14

Can You Still Make Money Starting a SaaS Company?

September 13

Your Responsibility as a Manager is to Hire 7 People

September 8

Redpoint Office Hours with Kimbre Lancaster on Hosting Successful Virtual Events

September 1

A Quick Diagnostic to Determine if Your Sales & Marketing Teams are Aligned

August 31

Asana S-1 Analysis - Comparing One Productivity Powerhouse to Another

August 27

Why Startups Should Establish Qualifying Signals for Sales Teams Early On

August 24

Month Zero Cash-on-Cash Payback - A Metric for Judging Sales Team Growth

August 21

Redpoint Office Hours with Tyler McNally from Gainsight

August 17

Conflicting Data on the State of the US Early Stage Market

August 10

The Secret to Productive Group Meetings over Video

August 6

Inside Rounds Have Become a Sign of Strength at the Series B

August 2

The Five Important Trends in Data, and the One Megatrend Powering Them All

July 31

How to Recruit a Marketing Team with Great Product Marketing and Demand Generation Abilities

July 26

The Best Economic History Books According to Readers

July 21

The Unforeseen Benefits of Online Events

July 19

An Economic History of the US in Five Stock Market Crashes

July 17

What I've Learned about Modern Monetary Theory

July 13

Cloud Data Lakes - The Future of Large Scale Data Analysis

July 9

The Fundraising Market Two Quarters into COVID

July 5

Office Hours with Adam FitzGerald, Hashicorp, on Developer Evangelism

July 1

Two Charts that I've Been Wondering About

June 30

Top 10 Learnings from the Redpoint 2020 GTM Survey

June 25

What is the Structure of the Typical SaaS Company as it Scales?

June 21

How Should You Structure Sales Teams for Optimal Performance?

June 18

How Predictive is SDR/BDR Quota Attainment of AE Quota Attainment?

June 17

SaaS Office Hours Go to Market Survey Edition & Which Metric Should Your SDR/BDR Team Use?

June 16

How to Transform Your Board Meeting with Written Narratives

June 15

Notes from Office Hours with Hollie Wegman

June 12

Where are Most Unicorns Headquartered?

May 28

California Dreaming - Is Silicon Valley Still the Best Place to Start a Company?

May 25

Office Hours with Hollie Wegman

May 19

Three Little Puzzles about Infinity

May 18

How Would You Manage Your Business Differently if Shelter-in-Place Lasted 18 Months or More?

May 13

Why is the Stock Market Only Down 15%?

May 11

The Fundraising Market Has Changed, But Not in the Way I Thought

May 6

Redpoint 8 - Our Eighth Early Stage Fund

May 5

Benchmarking Sales Prospecting Volumes, Deal Terms, and Meetings in the Coronavirus Era

April 29

Bullwhip and Base Rates - The Two Major Forces Impacting Startups in Q2

April 26

Narrative Economics and the Power of Stories

April 22

What Customer Demand and Your Startup Balance Sheets Imply about Your Startup's Strategy

April 17

Surveying Sales Leaders - How Coronavirus is Impacting Quotas, Bookings, and Budgets

April 15

Why Margin Matters Now in Startupland

April 12

Questions about Returning to Work

April 7

The Startup Sectors Most Impacted by the Coronavirus

April 6

The Next 30 Years of Geopolitics - What Could They Look Like

April 3

Observations about Silicon Valley Two Weeks into Quarantine

April 2

What do Google Search Query Trends Reveal about the Changes in How We Work?

March 29

Data Lake Engines - The Essential Layer of the Next Generation Data Architecture

March 26

What Will this Crisis Accelerate in Your Ecosystem?

March 25

Six Startup Disciplines for Challenging Times

March 20

Estimating the Impact of the Coronavirus on Growth

March 16

What Could the Venture Market Look Like in the Coronavirus Era

March 12

Notes from Office Hours with Lisa Lawson

March 9

What I Expect in the Next Few Months in Startupland

March 6

The SaaS Marketing Scorecard - How Does Your Marketing Operation Rank?

March 4

The Impact of the Coronavirus on Software Valuation Multiples

March 2

The Great CEO Within

February 27

Why Your Startup's Org Chart is Limiting Your Growth

February 25

The Strategic Importance of Competition

February 23

One of the Most Frequent Errors in Sales Planning and Forecasting

February 17

When You Have an Advantage, Speed Up the Game

February 13

Office Hours with Lisa Lawson

February 12

How Our Journey with Snowflake Began

February 10

Mental Models for Hiring Salespeople at Startups

February 4

Simpson's Paradox in Measuring Net Dollar Retention Rate

February 3

Cloud Prem Architecture - The New Way of Serving the Enterprise with a Hub and Spoke Data Model

January 29

Has VC Become So Big It Must Be Disrupted?

January 27

Trust is at the Core of Software Marketing

January 24

What is a Best in Class Payback Period for a Software Company in 2020?

January 20

Growing Product and Engineering Orgs from Zero to IPO

January 16

The Redpoint 2020 Go To Market Survey

January 13

The Health of the US Venture Market in 2020

January 7

B2B vs B2C: How Should Your Sales Team Be Allocated to Maximize Success?

January 5

2019

5 Predictions for 2020

December 19

The Top 10 Posts of 2019

December 15

How Much Turnover in Your Sales Team Should Your Startup Expect?

December 12

Product Launches Become the Operating Cadence of a Startup

December 2

Benchmarking Your Sales and Customer Success Teams

November 21

The 13 Critical Questions to Answer about Your Startup's Product Marketing

November 18

The Most Frequent Mishire in Startups

November 10

Notes from Office Hours with Nick Mehta

November 7

Office Hours with Anthony Kennada on Category Creation on Nov 14

November 4

The Rise of the Founder-CEO

October 28

A Decade Long Mac User Tries Out Windows for the First Time in 15 Years

October 28

Welcoming Travis Bryant, Again!

October 22

What I've learned about IPOs and Direct Listings

October 21

On Humility and Making Better Decisions

October 17

Design and Open Source: A Potentially Powerful Combination

October 14

The Radically Different Early Stage Fundraising Market

October 7

The Early Discipline of Remote Startups

October 4

The State of the Startup IPO Market

September 30

Office Hours with Nick Mehta of Gainsight Oct 9

September 23

Little Known Facts about the VC Industry

September 19

That Will Never Work

September 17

The SaaS Correction of Late 2019

September 16

The Siren Song of ROI Based Pricing

September 11

A Mental Model for Prioritizing Your Startup's Energies

September 5

If You Have Great NDR Retention, Should You Increase Your Marketing Spend?

September 2

Benchmarking DataDog's S-1: How 7 Key Metrics Stack up

August 26

Which Categories of Seed Startups are Thriving? Which Aren't?

August 8

The 37% Rule: How to Decide When to Stop Wondering and Start Deciding

August 5

One Call to Make Before Picking Your Startup's Headquarters

August 2

A Clever Hack to Reading More Books

July 29

Notes from Office Hours with Guillaume Cabane

July 22

The Strategic Question at Seed Today

July 19

Observations from the Enterprise Tech 30 List

July 15

Why Churn Rates Can Spike When Your SaaS Startup Experiences Hypergrowth

July 12

Adding Engineering Metrics to the Redpoint SaaS Metrics Template

July 8

100k+ ACV SaaS Companies: Do Their Metrics Differ from Other SaaS Companies?

June 24

The SaaS Valuation Environment in Mid-2019

June 20

Mattermost's $50M Series B

June 19

Theory SaaS Startup Key Metrics Template

June 18

Office Hours with Guillaume Cabane on June 27

June 17

Setting the Salesforce/Tableau Acquisition in Context

June 11

Why Product Innovation Slows After the Series A

June 10

Looker Joins Google Cloud

June 6

As Your Sales Team Scales, Focus on Your Middle

May 30

The Benefits of and Questions Facing Remote and Distributed Startups

May 28

Before You Raise a Round of Funding, Ask Yourself This Question

May 24

Define the What But Delegate the How

May 20

The Fundraising Environment in 2019 - Three Major Shifts

May 13

How to Develop Best in Class Sales Efficiency

May 10

What a Valuation Implies About a Business

May 6

Benchmarking Slack's S-1: How 7 Key Metrics Stack Up

April 29

A Random Walk Down Sand Hill Road

April 25

Office Hours with Travis Bryant

April 22

The Four Strategic Questions Facing AI Agencies

April 14

Hustle As Strategy

April 8

Viewing Valuation as a Discount of Future Value

April 4

Do SaaS Startups Still Require Less Capital than 10 Years Ago?

April 2

Five Reasons to Sell End-to-End Products in Early Markets

March 26

Benchmarking Zoom's S-1: How 7 Key Metrics Stack Up

March 24

Puzzles, Not Problems

March 21

Benchmarking PagerDuty's S-1: How 7 Key Metrics Stack Up

March 18

Where Have All the Angels Gone?

March 11

Should Your Startup Employ Both Assisted and Unassisted Trials to Acquire Customers?

February 28

The Free Trial Survey on the Saastr Podcast and Hitting a Blogging Milestone

February 26

AI Superpowers - A History of Chinese Startups and the Implications for the Future of Startupland

February 25

A Lasting and Enduring Gift

February 25

Should Your Startup Differentiate On Pricing?

February 19

In Defense of Troublemakers

February 12

Answering Readers' Questions about the Free Trial Survey

February 11

A Common Mistake in Hiring Plans

February 8

1.01^365 = 37.7

February 7

Top 10 Learnings from the Redpoint Free Trial Survey

February 6

A New Architecture for Next-Generation Software Companies: Announcing Mattermost

February 5

The Two Things You Need From Early Customers that Matter More than Cash

February 4

Sharing the Learnings from the Redpoint Free Trial Survey

February 1

What Makes a Great Leader?

January 31

Infinity Wells and Deep Work

January 30

How Many Managers Will You Need This Year?

January 28

How Much ARR Can a CSM Manage?

January 25

Serving the People First Enterprise

January 24

Eugene Wei's Novel Mental Models for Technology

January 23

Welcome, Travis Bryant!

January 21

The AI Agency - A Novel GTM for Machine Learning SaaS Startups

January 17

Your Company is a Product Used By Your Employees

January 9

Why Share Repurchases Create Large Opportunity Costs for Early Stage Startups

January 7

Series A SaaS Startup Benchmarks for 2018

January 4

2018

Just Where Are SaaS Companies Priced After the 2018 Correction?

December 26

Predictions for 2019

December 18

5 Most Popular Posts of 2018

December 17

My 10 Favorite Books of 2018

December 14

Reducing Page Load Times by 90%

December 12

Which is More Important: New Account Growth or Account Expansion?

December 11

Creative Selection - An Inside Look at Some Key Moments at Apple

December 4

Selling Your Product While You Build It

December 3

A New Way to Calculate a SaaS Company's Efficiency

December 1

The Four Stages of Sales Compensation Structures in Early Stage Startups

November 25

SAP Buys Qualtrics; 2018 Catapulted to $65B in $1B+ M&A Volume

November 11

Red Hat's Acquisition - A Triumph of Open Source

October 28

SaaS Freemium/Free Trial Survey is Here

October 14

Normalization of Valuations in the Public and Private Software Markets

October 9

What Does AirBnB's 'Shares for Hosts' Idea Imply for Blockchain?

October 4

In Early Markets, Services Can Be a Competitive Advantage

October 1

Our Investment in Gremlin - Leveraging Chaos to Create Resilient Systems

September 26

Three Observations About the Adobe/Marketo Acquisition

September 24

How the Economics of Professional Services Have Changed in Software

September 16

Elastic S-1 Analysis - Another Open Source Monster

September 10

Access is the Scarcest Commodity in Startupland

September 3

How SaaS Companies are Valued

August 30

1% of Salesforce's Revenue Makes a Unicorn

August 26

How Long Should Your SaaS Software Trial Period Be?

August 12

Jacob's Ladder in the Startup Fundraising Market - How Startups Today Skip a Round of Fundraising

July 23

Why Your Startup Doesn't Invest Sufficiently in its Differentiators

July 20

The Startup Founder's Almanac

July 19

Timing Cashflows of Your Sales Commissions and Your Customers

July 15

Lessons Learned from 20 Years at the Leading Edge of SaaS

July 10

Does Winner Take Most in SaaS?

July 8

A Deeper Dive into the Dynamics of the Seed Market

June 27

Why Series As are Much Easier to Raise in 2018 than the Past 5 Years

June 24

What I'm Grateful For

June 21

The Three Layers of Management

June 18

Our Investment in Kustomer

June 14

The Blockbuster Software M&A Market of 2018

June 12

Seven Strategic Rationales for the Microsoft/Github Acquisition

June 10

When You Hire an Executive, You're Hiring a Network

June 7

The 5 Forces Driving Startup Valuations Today

June 3

The Most Important Book You'll Read All Year

May 29

When Will the Next Wave of UI Advances Happen?

May 20

An Ode to the OKR - How to Motivate Greater Ambition in Teams

May 9

A Crypto-Trading Uber Driver and a Billionaire's Spat over Candy - On The Importance of Sticking to Your Strategy

May 6

The Challenge of Uncertainty

May 4

Separating The Quality of the Outcome and the Quality of the Decision

May 2

The Effect of Flush Private Markets on Software IPOs

April 30

Why I Overestimate My Contribution to My Team

April 22

The Disappearance of the Fundraising Demo

April 14

How to Reach More People with Content Marketing by Changing How You Write

April 8

The Importance of Time Value of Money for Startups

April 1

An Often Forgotten Characteristic About Your Startup's Ideal Customer Profile The Ideal Customer Profile. The perfect customer. Can you describe it for your startup? The more precisely you can describe it, the better. That will simplify disqualification. But articulating the ICP well isn't enough.

March 25

The Salesforce/Mulesoft Acquisition is a Bellwether for the 2018 M&A Market

March 20

Where are We in the SaaS Valuation Cycle?

March 18

Is Geographic Dispersion of Seed Dollars Really Happening?

March 8

Why Does Your Sales Team Lose Deals?

March 4

The Clearest Articulation of a Marketing Roadmap

March 2

Private Equity as an Exit Option for SaaS Startups

February 27

Dropbox S-1 Analysis - The King of Freemium

February 24

The ROI of Cash Burn for SaaS Startups

February 20

Startup Best Practices 27 - How to Use Options to Retain Key Employees in Your Startup

February 16

Things to Consider When Designing Your Startup's Logo

February 15

The Impact of Blockchain on SaaS

February 11

Clarity of Purpose - The Competitive Advantage of Focus

February 11

Expanding Your Time Horizon To Scale Your Startup

February 8

The Best Bit of Advice on Writing I've Received

February 2

Reorganizing Your SaaS Startup’s Organizational Structure to Optimize the Customer Lifecycle

January 31

How to Identify a SaaS Market that Machine Learning Will Disrupt

January 26

Yearning for the Vast and Endless Sea

January 19

Ten Year's Worth of Learnings About Pricing

January 17

An Era of Fundamental and Massive Change - The Capital Markets Innovation of the ICO

January 11

7 Predictions for SaaS in 2018

January 4

Jettisoning the Assumptions of Last Year

January 1

2017

Premoney vs Postmoney - Which is a Better Technique for Negotiating?

December 10

Meetings Shouldn't Be Boring

December 3

Managers Must be Insane to Brainstorm in Groups

November 30

How Quickly Does Headcount Scale in the Fastest Growing Software Businesses?

November 29

The Parallel Between Cryptocurrency and Continentals

November 26

An Antifragile Thanksgiving

November 22

False Competition - Why Defining Axes of Competition Matters

November 19

Disagree and Commit - A Management Principle for Highly Functioning Teams

November 11

The False Confidence of the LTV/CAC Ratio for Early Stage SaaS Startups

November 9

The Latent Purchasing Power in the SaaS Acquisition Market

November 8

Just How Disruptive Are ICOs to the Classic VC Model?

November 5

The Implication of Secular Increases in SaaS CAC

November 1

Important Changes in Revenue and Profitability Definitions for SaaS Companies

October 29

The Rising Stakes in SaaS

October 22

How to Decide With Speed and Conviction

October 15

Monte Carlo Simulations of Inside and Outside Sales Teams in a SaaS Startup

October 9

Shopify S-1 Analysis - Smiling All the Way to $10B

October 1

Decision-Making Auditing

September 24

How Much Should A SaaS Startup Invest in Sales & Marketing?

September 17

Ownership - A Defining Trait of a Leader

September 13

Should You Consider Emotional Intelligence When Hiring Your Startup's Team?

September 10

The Challenges of the Platform Go To Market

September 6

The Theory and Data Underpinning Sales Commission Plans

September 4

Hiring for a Discipline You Know Little About

August 31

Maximizing Productivity on My Commute

August 27

Has SaaS Become Commodified?

August 23

The Volatility of Multiples in the Public SaaS Market

August 21

The Limiting Factor of Voice and Dictation Adoption

August 18

Why Cash Conversion Cycle Matters for Your Startup

August 15

When, If Ever, Should Profitable Bootstrapped Startups Raise Capital?

August 13

Three Big Ideas on Technology Innovation Cycles

August 11

How to Decide When To Move Upmarket

August 8

Labor Arbitrage Comes to Silicon Valley

July 25

How Developed is Global Venture Capital Market?

July 23

The Quickest Way to Estimate How Much Your Startup Needs to Raise

July 20

Self Service Data

July 19

The Decline of Investment in San Francisco Startups

July 16

The Best Book on the Fundamentals of Selling

July 9

Patterns in Startup M&A Processes

July 7

The Five Questions You Need to Answer About Your Startup's Strategy

July 4

Gratitude

June 30

Prioritizing Your Startup's Roadmap

June 29

Adoption Chain Risk - The Importance of Selling to Everyone in Your Startup's Supply Chain

June 26

What the Online Advertising World Can Teach Us about the Evolution of Machine Learning in SaaS

June 20

Why Amazon's Acquisition of Whole Foods Matters for Startupland

June 19

How to Tell If You're a Great Manager

June 16

The Intense Power of a Strong Company Culture

June 14

SaaS Fundraising in 2017

June 12

Apprenticeship

June 7

Plant Trees You'll Never See

June 4

The "Hiring The Buyer's Role to Sell" Fallacy

June 1

Ethics in Machine Learning - An Opportunity for Startups to Lead

May 30

Startup Best Practices 26 - Choosing Your Startup's Competitive Strategy

May 26

The Unbundling of Excel

May 24

Bias Against Creativity

May 22

Data Middleware - The SaaS Ecosystem's Response to Fragmentation

May 19

Hiring for Bookings Capacity in Sales

May 16

The Challenges of Raising Your Series B

May 14

The Price Anchoring Effect of Distribution Platforms

May 11

The Challenge of Performance Pricing for SaaS Companies

May 9

The Bustling IPO Market of 2017

May 5

When Statistics Will Mislead You

May 3

A Spike of Venture Debt in Startups

April 30

My Algorithm is Better than Yours

April 26

A Tale of Two Go To Market Strategies

April 24

Is There a No Man's Land in SaaS ACVs?

April 21

When Machine Learning Just Isn't Enough

April 19

The Four Dimensions of a Demand Generation Portfolio

April 17

SMB or Enterprise - Which is the Better Go To Market in SaaS?

April 13

The Asset Allocator in Chief

April 9

Startup Best Practices 25 - Bounding the Unknown Unknowns

April 7

Managing a User's Trust with Machine Learning SaaS Software

April 5

Benchmarking Cloudera's S-1 - How 7 Key SaaS Metrics Stack Up

April 3

The Most Important Thing I've Learned about Writing

March 31

Customer Operations - An Idea for Maximizing Efficient Growth in SaaS Companies

March 29

Creating Tension in Your Startup's Marketing Positioning

March 27

When Should You Sell Your Startup?

March 23

Lies Managers Tell Themselves to Avoid Firing Someone

March 22

5 Charts on the State of the Seed Market in 2017

March 20

The Three Types of SaaS Value Propositions

March 17

The Best Content Marketers in the World

March 15

When to Innovate With Your Sales Process

March 12

A Product Manager's Guide to Moving Up Market

March 7

Startup Best Practices 24 - Marketing Your Product with Novel Framing to Maximize Sales Success

March 6

We are Lent into Each Other's Keeping

March 3

The Narrowing of SaaS Valuations

March 1

Psychology for SaaS Startups

February 28

Startup Best Practices 23 - Leveraging The Illusion of Explanatory Depth in Interviews

February 26

Three Strategies for Engendering Negative Net Churn in Your SaaS Startup

February 23

Benchmarking Mulesoft S-1 - How 7 Key SaaS Metrics Stack Up

February 21

How to Improve Your Decision Making by Learning from Computers

February 15

How Machine Learning Can Benefit Your SaaS Startup

February 13

One of the Hardest Things to Do in Sales

February 10

Announcing our Investment in Chorus

February 7

Against All Odds in Startupland

February 5

Modesty, First Principles and Opportunities for Startups

February 3

Which to Prioritize - Churn or Growth?

February 1

How Much Money Should I Raise for My Startup?

January 29

The Software Startup Sectors Raising the Most Capital in 2017

January 27

The Biggest M&A Multiple in Software History

January 24

Is Machine Learning Overhyped?

January 22

One of the Greatest Entrepreneurial Stories Ever Told

January 20

Using Chat in Content Marketing - Observations Several Months In

January 18

The $100M ARR Customer

January 17

What I Learned from Complete Burnout at Work

January 11

How Does Your Startup's Management Spend its Time?

January 9

Which Round Will Be the Hardest to Raise in 2017?

January 5

Benchmarking AppDynamics S-1 - How 7 Key SaaS Metrics Stack Up

January 2

2016

The Top 6 Posts of 2016

December 21

Just How Global is the SaaS Startup Phenomenon?

December 18

When to Increase Your SaaS Startup's Burn

December 16

When is the Right Time for Your SaaS Startup to Train its Sales People?

December 12

What is Your SaaS Startup Worth in an Acquisition?

December 7

Implications of Monoclouds for as-a-Service Startups - Why Differentiation Matters More than Ever

December 5

Winning with Data Available on Audible

December 1

The Important SaaS Accounting Changes Coming in 2017

November 30

How Much to Compensate SaaS Sales Teams for New Sales, Renewals and Expansions

November 28

How Should You Allocate Your Startup's OpEx between Sales and Engineering?

November 17

How to Create Competitive Advantage for Your Startup with Proxy Metrics

November 16

What Percentage of Revenue Should SaaS Startups Spend on Payroll?

November 14

The Customer Support Experience of the Future

November 10

How to Build Auction Pressure in Acquisitions and Financings

November 9

Trends in Early Stage SaaS Fundraising Market of 2016

November 7

The Limitations of Data and Benchmarks

November 5

Task List Zero - When Inbox Zero Isn't Enough

November 2

Are We Seeing the Beginning of SaaS Consolidation?

October 31

Why Demand Generation Can Be So Challenging For Startups

October 26

Your Startup's Competitive Advantage

October 23

What is the Optimal Contract Length for Your SaaS Startup?

October 20

The Challenge Facing Deep-Learning Powered Startups

October 19

How Big is a Typical Software Company Acquisition?

October 17

What Can You Remove from Your Product?

October 12

The Characteristics of the Most Attractive SMB SaaS Companies

October 10

Are SMB SaaS Companies Valued Differently than Mid-Market SaaS Businesses?

September 21

What's the Maximum Rate of Growth for Your SaaS Startup with Paid Customer Acquisition?

September 19

The Pressure to Move Up Market Facing SMB SaaS Startups

September 14

Startups as a Second Language

September 12

How Should I Think About My SaaS Startup's Burn Rate

September 9

Startup Best Practices 22 - Explicit Risk Bundles and Mitigations

September 7

Designing a Sales Quota Structure at the Earliest Stages of a SaaS Startup

September 2

How Much is Your SaaS Startup Worth?

August 31

3 Marketing Insights from a World Class SaaS Marketer

August 29

A Breakthrough in Human Computer Interaction

August 25

Success Has 1000 Fathers and Failure is an Orphan

August 24

Why Understanding Startup History is a Competitive Advantage

August 22

The Resurgence in Public Market SaaS Valuations

August 19

Event Driven SaaS - The Workflow of the Future

August 17

The Biggest Areas of Underinvestment in SaaS Sales Teams

August 15

The Clandestine Statisticians Who Changed the Course of the War

August 10

Median Startup Valuations and Down Rounds in 2016

August 8

Fighting and Leveraging Inertia in Sales

August 4

The Most Successful SMB SaaS Acquisition Channel Ever Built

August 3

A Structural Pricing Competitive Advantage in SaaS - The Three Part Tariff

August 1

The Quirky M&A Environment for SaaS Companies in 2016

July 29

How Fast Does a SaaS Startup Have to Grow to Survive?

July 27

Which of the Three Software Budgets Does Your SaaS Startup Target?

July 24

The Smallest ACV to Justify an Inside Sales Team at a SaaS Startup

July 21

Flux in the Fundraising Market

July 19

Learning to Code in a Whole New Way

July 15

Dream Teams: The Characteristics of Billion-Dollar Startup Founders

July 14

The Increasing Costs of Real Estate for Startups in San Francisco

July 13

The Next Big Shift in SaaS

July 11

How Healthy is the SaaS IPO Market?

July 1

You're in the Business of Selling Promotions

June 28

The Two Ingredients of Mastery

June 27

How Many Inboxes Do You Have?

June 23

The Decline of New SaaS Company Formation

June 21

The Four Factors to Consider When Developing Your Startup's Pricing Strategy

June 20

Mitigating Myopia in SaaS Marketing

June 16

The Impact to Startups of the LinkedIn Acquisition

June 13

The Key Ingredient to Disrupting with Machine Learning

June 10

Subverting Systems of Record with Chat Bots

June 8

When to Scale Sales for Your SaaS Startup

June 7

The Beginning of Consolidation in SaaS

June 2

Comparing Two Ways to Build a SaaS Sales Team

June 2

Start with the Premise that Everything is Noise

May 31

The 3 Types of Channel Strategies for SaaS Startups

May 26

What Average Contract Value is Best for a SaaS Company

May 24

The Decentralization of Venture Capital

May 23

Is A/B Testing A Good Idea for SaaS Startups?

May 16

The Leading Predictor of Series A Valuation for SaaS Companies

May 12

Are You Spending Enough Time on Your Startup's Go To Market?

May 10

SaaS Companies Are Changing their Growth Strategies

May 9

The Rising Importance of Reseller Channels in SaaS

May 5

A Key Moment in Time for Vertical SaaS Startups

May 4

Is the 2016 Economy a Risk to SaaS Companies?

May 2

Land, Expand, Retain

April 29

Five Charts on the State of the Early Stage SaaS Market in 2016

April 26

The Secret of Exceptional Teams

April 25

There are Only 3 Pricing Strategies for Your Startup

April 22

Just How Far Along Are We In SaaS?

April 21

Have VCs Changed Their Seed Investment Strategies?

April 19

Party Rounds in Seeds - Just Getting Started or Has the Clock Struck Midnight?

April 18

Five Questions About The Future of Chatbots

April 14

All New Ideas are Combinations of Old Ideas

April 10

Inside-Outside-Bias in Startups

April 8

The Optimal Seed Round Strategy - Timing and Size

April 7

The Future of Machine Intelligence

April 5

Inflation and Deflation in the Startup Fundraising Market

April 4

Q1 2016 Startup Investment Trends

April 1

Winning with Data

March 31

The Craft of Management

March 29

The Equation that Governs Your Sales Team's Effectiveness

March 27

Seizing the User's Point of Maximum Intent

March 24

Startup Best Practices 22 - Using Scenario Planning for Strategic Decisions

March 22

Your Customer's Top 3 Priorities

March 21

Disruptive Innovation in SaaS by Competing with Non-Consumption

March 18

The Future of Collaboration - Instant Data

March 17

In Every Great Product There's a Bit of Magic

March 15

From Modest Roots to $10.7T in Market Cap

March 13

A Technology Innovation Leading to a Go-To-Market Advantage

March 11

Authenticity in Leadership

March 10

The Strategic Shift in Revenue for SaaS Startups as They Scale

March 9

What's Really Happening in the US Venture Fundraising Market in Early 2016

March 7

Resilience and Telos in Entrepreneurs

March 4

The Startup Office of the Future

March 2

What Pricing Implies About Product Market Fit for Startups

March 1

Not All Revenue Dollars Are Created Equal

February 28

Benchmarking Exceptional Series A SaaS Companies

February 25

Hacking Your To Do List with Your Calendar

February 23

The Impact of a Changing Venture Environment on Startup Fundraising Terms

February 22

SaaS Office Hours in New York - A Q&A on the State of the SaaS Market

February 18

The Power of Open Source to Solve the Data Fragmentation Challenge

February 17

Venture Debt for SaaS Startups

February 15

The Other Payback Period that Matters in SaaS

February 12

How to Become Profitable Faster in SaaS

February 11

Mr. Market and the SaaS World

February 9

The 57% Drop in SaaS Valuations

February 7

The Nature of Leverage in Fundraising Conversations Has Changed

February 5

With Smart Software, Sell Ironman Not Robocop

February 3

The 12 Things I Know About You

February 1

Chained Probabilities in Startup Business Models

January 29

The Question to Ask Before Starting a Company in 2016

January 26

The New UI for SaaS - The Question

January 24

3 Questions for Startups to Answer for Themselves in a Volatile Fundraising Environment

January 21

When Data Confounds Our Intuition

January 19

The Metric that Matters for Startups in 2016

January 15

The Downward Pressure of Public Markets on Startup Valuations

January 13

The State of the Startup Fundraising Market in 2016

January 11

How Your Startup's Org Chart Changes Your Product

January 8

How Many Funnels Does Your Startup's Product Have?

January 7

When Startup Compensation Isn't About the Money

January 5

The Hottest Startup Sectors in 2016

January 3

2015

A Rich Library of User Onboarding Analysis

December 16

Is Now a Good Time to Start a Company?

December 14

Building the Machine - Organizational Design in Startups

December 10

Are You Present?

December 10

Steady and Persistent Growth to $5.5B in Market Cap - The Ultimate Software Company

December 8

Pricing for SaaS Enabled Marketplaces - When to Go Free

December 7

A Framework to Maximize Your Startup's Hiring Success

December 4

Startup Best Practices 21 - Your Startup's Recruiting Scorecard

December 3

The Tech Press Cycle and Unicorns

December 1

The Biggest Buyers of Software Companies in 2016

November 30

Startup Best Practices 20 - Managing Oneself

November 24

SaaS Office Hours with Maia Josebachvilli on Strategic and Tactical Recruiting Metrics

November 23

4 Lessons For SaaS Startups From Optimizely's Early Days

November 19

The Right Kind of Mania

November 15

How Much Cash Should Your SaaS Startup Burn?

November 12

Benchmarking Atlassian's S-1 - How 7 Key SaaS Metrics Stack Up

November 10

2015 Software Startup IPOs and M&A - What Does the Data Imply for 2016?

November 9

SaaS Office Hours at Redpoint with Pete Koomen

November 6

3 Go-to-Market Insights from Kenny van Zant at SaaS Office Hours

November 5

What is the Optimal Quick Ratio for Your SaaS Startup?

November 3

The Next Major Technology to Shape SaaS

November 2

What Quota Attainment Reveals About Your SaaS Startup's Go to Market

October 28

The Most Transformational Force in US Society

October 27

Startup Best Practices 19 - Recognizing the Breaking Points of Your Startup's Management Structure

October 25

SaaS Office Hours with Kenny van Zant

October 23

Five Words of Wisdom from SaaS Office Hours with Bill Macaitis

October 22

How Much Should You Pay Your SaaS Startup's Sales People?

October 21

Using Vaporware to Validate a Product Idea and Generate Demand for Your Startup

October 19

5 Mistakes SaaS Startups Often Make with Pricing

October 15

The Turbulence in Startupland

October 13

Startup Best Practices 18 - Collaborating with Your Customer During Your Sales Process

October 11

8 Customer Discovery Questions to Validate Product Market Fit for Your Startup

October 8

SaaS Office Hours at Redpoint with Bill Macaitis

October 7

The Essential Go To Market Math for Beating Your SaaS Startup's Growth Targets

October 5

The Indicators of True, Strong Customer Demand for a SaaS Product

October 2

Startup Best Practices 17 - Strategic Planning Using Your Startup's Fundamental Equation

October 1

What 10x More Seed Capital Means for Founders

September 27

Data Network Effects in SaaS Enabled Marketplaces

September 24

Data Design Patterns - The Building Blocks of a Data Driven Culture

September 22

The Importance of Payback Period for SaaS Startups

September 21

Do Vertical SaaS Companies Benefit from Higher Sales Efficiency?

September 17

Vertical SaaS Startups Require Different Go To Market than Horizontal SaaS Companies

September 14

Why Skillful Fundraising is a Huge Competitive Advantage

August 30

Why Bottoms Up Selling is a Fundamental Shift in SaaS

August 28

Four Important Data Points about Purchasing Behavior in SaaS

August 26

What SaaS Startups Miss in User Onboarding

August 25

The Impact of the Stock Market on SaaS Valuations in 2015

August 24

Startup Trends from YCombinator's Demo Day

August 20

The Number One Objection in the Sales Funnel

August 18

The 3 Ways Culture Enables Startups to Scale

August 17

Lessons from the 8 Great CEOs

August 14

Startup Best Practices 16 - Option Pool Planning

August 13

The Magic of Email Snooze

August 11

The Implications of Raising a High-Priced Round

August 9

Why Startups Are Growing Faster Today than Ever Before

August 7

How the Changes in UX Assumptions Create Opportunities for Startups

August 6

When Do SaaS Startups Hire Their First VP of Sales

August 5

Benchmarking Netsuite's S-1 - How 7 Key SaaS Metrics Stack Up

July 30

What's Really Happening in the World of Bitcoin Investment

July 29

If You Chase Two Rabbits...

July 28

Why Consumer Startups Dominate the Megaround Market

July 26

We Must Strive to be Ourselves

July 23

The Best Goal Setting Frameworks

July 21

Take Your Startup to the Limit

July 20

How Similar is the Fundraising Environment Today to 2000?

July 16

At Some Point, You Have to Move Out of Your Parent's Basement

July 15

The Fastest Growing Areas of Startup Investment in 2015

July 14

Startup Best Practices 15 - Start With the Why

July 12

Startup Investment Trends in 2015

July 9

The Most Successful SaaS Sectors

July 8

The Increasing Fragmentation of SaaS

July 7

Five Charts on the Second Seed Market

July 6

Trends In Startup Acquisition Market in 2015

June 30

Three Data Points on Email List Unsubscribe Patterns

June 29

Startup Best Practices 14 - Slash and Burn Your Calendar

June 24

The Beauty of Bottoms Up SaaS Businesses

June 23

The Impact of Interest Rates on Startup Fundraising

June 22

Which Open Source License Should Your Project Use if You Want to Raise Venture Capital?

June 19

The Early Winners in the Consumer Hardware Wave

June 18

The Disruptive Effect of Open Source Startups

June 16

Startup Best Practices 13 - Patience with Unit Economics

June 14

Startup Best Practices 12 - Customer Success Compensation

June 11

How an $11B SaaS Company Measures Churn

June 10

Benchmarking ServiceNow's S-1 - How 7 Key SaaS Metrics Stack Up

June 9

The Expanding Role of Marketing in SaaS Companies

June 8

Why We're Only Just at the Beginning of SaaS

June 5

Welcome, Mina!

June 4

Unpacking the Deep Diagnostic Value of LTV/CAC for SaaS Startups

June 3

Startup Best Practices 11 - The 9 Box Matrix Talent Model

June 2

When Should Your SaaS Startup Offer Professional Services

May 31

The Health of the SaaS IPO Market

May 28

Should You Take Cash or Stock to Sell Your Startup?

May 27

The Risk Sales Discounts Impose to Startup Burn Rates

May 26

Free SaaS Enabled Marketplaces - A Novel Go-To-Market for Software Startups

May 21

A Very Unusual Book about Startup Culture

May 20

The First Generation of the Talent Software Wars

May 19

The 4 Teams Within Customer Success Organizations

May 15

From $800k to $274M in 4 Years - The Story of Ariba

May 14

The Decreasing Follow On Financing Success of Startups

May 11

The First Mobile-Only SaaS Company

May 8

How Great Unit Economics Enables Startups to Weather the Storm - The Story of WebEx

May 7

Startup Best Practices 11 - Practice Negotiations Before the Meeting

May 5

Which is a More Efficient Way to Build a SaaS Startup - Bottoms Up or Top Down?

May 3

What an Acquisition of Salesforce Means for Startups

April 30

How to Make Pretty Charts

April 30

A SaaS History Lesson – The First SaaS Company's Exceptional Journey

April 28

How Important Is It For a SaaS Startup to be Profitable?

April 27

Measuring Bookings, MRR, Revenue and Cash for Your SaaS Startup

April 23

Why the Bubble Question Doesn't Matter

April 21

The Innovator's Solution for SaaS Startups - The Flywheel SaaS Company

April 19

How Faster Sales Cycles Become a Competitive Advantage

April 16

How Many Unicorns Sell Each Year?

April 14

Hacking the Performance Evaluation

April 13

The Gamble of the Private IPO

April 10

The Innovator's Dilemma for SaaS Startups

April 9

Are SaaS Startups Today Worth More than Ten Years Ago?

April 5

Startup Best Practices 10 - Building Your Startup's Institutional Memory

April 2

The Runaway Train of Late Stage Fundraising

April 1

3 Key Ingredients of a Sales Compensation Plan

March 30

The 5 Key People in a SaaS Sales Process

March 26

The Best Book on Building a SaaS Sales Team

March 24

The SaaS Company that Grew from 0 to 4M Subscribers in 2.5 Years

March 22

The Forces in Tension in the SaaS Fundraising Market

March 18

The 5 Marketing Channels of Great SaaS Companies

March 18

Why Your Startup's Churn Rate Affects Your Company's Ability to Plan Its Future

March 16

The State of the SaaS Fundraising Market

March 13

The Most Important Thing Has Never Been the Numbers

March 11

Sales Funnel Optimization for SaaS Startups

March 10

The Sudden Growth in Series A Round Sizes

March 6

Trends in the Startup Acquihire Market

March 5

The Compounding Returns of Content Marketing

March 3

The Seed Investment Market in 2015

March 2

Modeling Your SaaS Startup's Revenue Growth Effectively

February 25

Creating the Strangely Familiar

February 24

The Three Dimensions of Content Marketing Strategy for Startups

February 17

Challenging Your Customers During Your SaaS Startup's Sales Process

February 13

The Data Behind the Rule of 40%

February 11

The Rising Costs of Scaling a Startup

February 10

A Single Report to Measure the Health of Your Startup's Sales Team

February 9

Why Managing For Progress is So Important

February 6

The Employee Productivity Patterns of Billion Dollar SaaS Companies

February 5

The 4 Types of Customer Success Organizations

February 4

A Simple Tool to Organize, Remember and Deliver Your Important Presentations

February 3

Benchmarks for Employee Stock Based Compensation in SaaS Startups

February 2

Five Things I've Learned about Content Marketing Strategy

January 30

Five Bits of Management Wisdom from Pixar

January 29

Benchmarking Salesforce's S-1 - How 7 Key SaaS Metrics Stack Up

January 27

The Compression in SaaS Valuations

January 23

The Fundraising Patterns of Unicorn SaaS Companies

January 22

The Characteristics of the Most Successful Teams

January 20

The Increasing Growth Rates of SaaS Companies

January 19

Are SaaS Startups Less Profitable than they Used to Be?

January 16

Benchmarking Xero's S-1 - How 7 Key SaaS Metrics Stack Up

January 15

The Rising Table Stakes in SaaS

January 14

My 2 Favorite Gadgets from 2014

January 13

The Sales Motions of B2C2B Companies

January 12

Benchmarking LinkedIn's S-1 - How 7 Key SaaS Metrics Stack Up

January 8

B2C2B Startups - Why Selling with Internal Influencers is so Powerful

January 7

3 Questions about Founders as CEOs in SaaS Companies

January 6

The Sudden Shift in SaaS Product Pricing

January 5

2014

A Surprising Source of Traffic for Breakout Content Marketing

December 19

How Customer Success Meaningfully Reduces Cost of Customer Acquisition

December 18

Why the Time to $1B in Valuation for Startups is Decreasing

December 16

The Importance of Segmentation for Your SaaS Startup

December 15

The Concur Acquisition in Context: A SaaS MegaExit

December 14

The Importance of Mindfulness When Managing a Startup

December 12

Benchmarking Box's Updated S-1 - How 7 Key SaaS Metrics Stack Up

December 11

The Acquisition Environment for Startups in 2015

December 10

The Technology Sectors that Create the Most Value

December 8

When Will the Tech Bull Market End?

December 5

The 2014 Class of SaaS IPOs

December 4

Brutal Intellectual Honesty

December 2

Nailing Your Startup's Value Proposition

December 1

The Fundamental Unit of SaaS Growth

November 25

How Much Should Your Startup Spend on Customer Account Expansion?

November 24

Why 2015 Will be a Great Year for Startups

November 21

How Important are Professional Services to Your Startup?

November 20

Why Negative Churn is Such a Powerful Growth Mechanism

November 18

Benchmarking New Relic's S-1 - How 7 Key SaaS Metrics Stack Up

November 17

A Unique Chronicle Of A Billion Dollar Company

November 14

Why Your SaaS Startup Needs a VP of Customer Success Sooner Than You Might Think

November 12

The Most Effective Questions to Use When Interviewing Candidates

November 10

Why It's a Great Time to Raise a Seed Round

November 6

The 7 Factors to Consider When Pricing Your Startup's Product

November 5

Why Series A Startup Founder CEO Equity Stakes Have Grown 40% in Five Years

November 4

The Meteoric Acceleration in Series A Valuations

November 3

The Stability of the Current Tech Market

October 31

One of the Best Business Opportunities in the Next Decade

October 30

Four Important Data Points on Measuring Your Startup's Customer Happiness

October 29

The Impact of Investor Geography on Your Seed, Series A and B Check Size

October 26

Using Statements of Work to Accelerate Sales Cycle and Align Sales, Customer Success and Marketing

October 24

The Obscure Economic Idea Behind SaaS Pricing Challenges

October 23

The 9 Marketing Disciplines of Great SaaS Companies

October 22

Why Revenue Isn't the Most Important Financial Metric for Startups

October 20

The Fastest User Interface

October 17

Benchmarking SaaS Startup Efficiency with Revenue per Employee Metrics

October 16

The Four Key Trends of the Startup Acquisition Market

October 14

Benchmarking WorkDay's S-1 - How 7 Key SaaS Metrics Stack Up

October 13

The Key Financing Attributes of Startups in the Billion Dollar Club

October 10

Why Personas Are Critical Product Development and Go To Market Tools for Startups

October 9

The Unexpected and Uneven Evolution of the Startup Fundraising Market

October 8

Second Seed Rounds: How They Impact a Startup's Ability to Raise a Series A

October 6

Come Work on the Redpoint Software Team!

October 2

The Valuable Startup Equity That's Not Captured in Your Cap Table

October 1

Benchmarking MobileIron's S-1 - How 7 Key SaaS Metrics Stack Up

September 30

How Much Cash Should Your Startup Burn?

September 29

Startup Best Practices 9 - Structuring One on Ones to Maximize Your Team's Success

September 26

The Three Frameworks You Need to Create Powerful Presentations and Tell Compelling Stories

September 24

Benchmarking Tableau's S-1 - How 7 Key SaaS Metrics Stack Up

September 22

What You’re Making Is In A Perpetual State Of Almost Right Up Until The End

September 18

Startup Best Practices 8 -Getting the Most from Your Team By Preventing Burnout

September 17

Benchmarking Veeva's S-1 - How 7 Key SaaS Metrics Stack Up

September 15

The Innovations Free Compute and Storage Unleash

September 12

A Collection of Uncommon Points of View on Startups

September 11

The Optimal Price to Maximize Sales Efficiency for a SaaS Startup

September 9

Benchmarking Zendesk's S-1 - How 7 Key SaaS Metrics Stack Up

September 3

The Best Way to Benchmark a SaaS Startup

August 28

Benchmarking Hubspot's S-1 - How 7 Key SaaS Metrics Stack Up

August 27

The Impact of a Startup's Location on its Acquisition Potential

August 25

Not A Conventional Company

August 21

The Four Kinds of Social Capital that Matter When Building Products

August 20

Benchmarking Consumer and SaaS Companies' Path to IPO

August 19

The Three Most Important Trends in the Seed Fund Raising Market

August 18

Are Tech IPOs Dying?

August 15

The Most Important Investment a Startup Can Make

August 14

Why Customer Success? Why Now?

August 12

4 Major Competitive Trends in Mobile App Stores

August 11

The B Corporation - A Novel Structure for Mission Driven Startups

August 7

The Challenge Facing Mobile-First SaaS Companies

August 5

What the Public Markets Trends Say About the Fundraising and M&A Environment Startups

August 4

The Secret Ingredient to the Best Startup Fundraising Pitches

August 1

Building a Performant Customer Success Organization

July 31

How to Retain Your Startup's Best Employees

July 29

What Q2 Tech Earnings Reports Say About the State of the Technology Market

July 28

The Best Advice I've Ever Received

July 25

How Much is Your Business Worth?

July 24

The Coming Wave of Venture Capital and What It Means for Your Startup

July 23

Lessons from Interviews of Pre-Eminent VCs in 2000

July 21

How to Maximize Your Organic Twitter Content Marketing Efforts

July 15

The Next Era in SaaS

July 14

One of the Greatest Opportunities to Learn

July 11

Trends in the Startup Acquisition Market

July 10

How Vibrant is the Hardware Startup World?

July 8

An Exceptional Story with Exceptional Data

July 2

The Importance of Hometown Investors for Startups

July 1

The Marketing Math Behind Scaling a SaaS Salesforce

June 30

The Insularity of Silicon Valley

June 27

Why Smart Watches Could be a Huge Trend in Mobile

June 26

The Five Forces Shaping the Fundraising Market

June 25

The Hottest Startup Sectors

June 24

The Disruption Debate is Focused on the Wrong Ideas

June 23

The 3 Minute Technique for Brainstorming Your Startup's Product Roadmap

June 17

The Great Unbundling of Email

June 16

How Much Should Your Startup Spend to Grow?

June 13

The Optimal Seed Round Construction to Maximize Series A Success

June 12

The Impact of VCs in Seed Rounds in Seven Charts

June 9

The Riskiest Investment a Startup Can Make

June 6

The Hidden Costs of the Switching Products in the Consumer Web

June 4

Salesforce's Marketing Secret - The Fourth Marketing P

June 2

The Common Characteristics of Successful Freemium Companies

May 30

The Impact of Varying Sales Hiring Strategies on SaaS Startups

May 28

The Common Language of Great Teams

May 27

The Five Letters that Will Change the Data World: BYOBI

May 23

Confessions of a Perpetual Freeloader: When to Jettison the Freemium Tier

May 22

A Surprisingly Powerful Mechanism for Growing a SaaS Startup

May 21

What's Wrong with the Internet of Things

May 20

How the Fund Raising Market Will Evolve in 2014

May 19

The Workplace of the Future

May 16

The 4 Challenges Facing Customer Success Teams in SaaS Startups

May 15

Ruthlessness and Grit in Startups

May 13

Startup Best Practices 7 - How to Use Andy Grove's Stagger Chart to Build Predictability into a Startup

May 12

The Worst Time of Year to Raise A Seed Round

May 9

9 Books Every Entrepreneur Should Read

May 8

The Current State of the Consumer Internet Market

May 6

A Framework for Maximizing Startup Marketing Effectiveness

May 5

Surprising Trends in Startup Founder Equity Stakes

May 2

What's Happening to the SaaS Market?

May 1

The Surprising Compensation Trends of Startup Executives

April 29

Quantifying the Cost of a Bad Hire

April 28

Quantifying a SaaS Startup's Revenue at Risk

April 23

How to Determine Which Price is Best for Your SaaS Startup's Product

April 21

The Challenges SaaS Businesses Face Communicating their Financial Health

April 17

The Power of a Coach

April 16

The Investment Patterns of SaaS Companies in Sales and Engineering Over Time

April 15

The Correction in SaaS Company Valuations

April 9

The Great Keyboard Layout Debate

April 8

Do Startups Require Less Capital to Succeed than 10 Years Ago?

April 4

The Financing Trends of Billion Dollar SaaS Companies

April 3

Subscriber Cannibalization and Other Mysteries in Content Marketing

April 1

My Surreal UberX Experience

March 31

Reflections on YCombinator Demo Day: How the Seed Market Has Changed

March 27

Startup Best Practices 6 - Avoiding the Bike Rack Effect

March 24

Benchmarking Box's S-1 - How 7 Key SaaS Metrics Stack Up

March 24

The Hardest Round to Raise for Startups

March 21

The Machinery of Blogging

March 20

Are VC Mega-Rounds the New Normal?

March 19

How Fast Must a SaaS Startup Grow to Raise a Series A?

March 17

SaaS Startup Balance Sheets: How Much Cash & How Much Debt to Raise

March 14

How Quickly Does a SaaS Startup Have to Grow to Go Public?

March 13

Why There's Never Been a Better Time to Found a SaaS Startup

March 11

The New Market Places

March 10

A Moore's Law for Data

March 6

Great SaaS Companies Focus on Behavior Change

March 5

Do More Competitors in a Sector Decrease Fundraising Success?

March 3

The Four Key Steps in Startup Fund Raising Processes

February 28

The Things You Do Often Create the Things You Believe

February 27

Which Acquirer Pays the Most for Startups?

February 26

Why the WhatsApp Acquisition Changes Everything

February 23

What to Look for When Hiring a Head of Marketing for Your Startup

February 20

The Impact of a Startup's Location on Its Ability to Raise Capital

February 18

How to Combat Inaccurate Data and Faulty Statistics When Making Decisions

February 13

Why Startups Face Increasing Competition in Raising Series As and Bs

February 12

How Your Startup's Sector Affects Your Ability to Raise a Series A

February 9

Using Data to Pick the Optimal Name for Your Startup

February 7

The Minimum Size Seed Round to Maximize Series A Follow On Investment

February 6

Do Larger Seed Rounds Lead to Bigger Series As?

February 4

The Optimal Average Customer Value for SaaS Startups

February 3

Military Strategy Applied to Startups

January 31

The Technology that's Taking Data Science by Storm

January 30

The Maximum Viable Churn Rate for a Startup

January 29

The Best Times of Year to Raise Capital for Your Startup

January 28

The Go-To-Market Challenges of B2D Companies

January 27

Using Data to Demystify Data Science

January 22

How One Startup's Engineering Team Cut their Engineering Release Times in Half

January 22

What the Nest Acquisition Means for the Internet of Things

January 21

Three Important Trends in the Startup Exit Market

January 20

The Average Value of a Tech Company is Decreasing

January 16

Why Everything I Thought I Knew About Churn Is Wrong

January 15

The Two Key Skill Sets Startups Must Develop To Grow

January 14

Why Quotas Aren't the Most Important Number for Startup Sales Teams

January 13

The Importance of Seasonality in SaaS Startups

January 9

My Thoughts on CES - The Six Trends on the Show Floor

January 8

The Three Doors to SaaS Success

January 7

How Healthy is the Public Technology Market?

January 6

Should Your Startup Adopt a New Management Style?

January 3

Startup Best Practices 5 - Effectiveness, not Productivity

January 2

Frequently Asked Questions

January 1

2013

Startup Best Practices 4 - Managing Monkeys

December 20

Revenue per Employee Benchmarks of Billion Dollar Companies

December 17

The 10 Most Important Metrics in a Startup's Financial Statements

December 16

A 47 Year Old Prediction Comes True

December 13

Using Price & Demand Curves to Inform Startup Product Roadmaps

December 11

How Much Does It Cost to Take Your Startup Public?

December 10

The Typical Billion Dollar Startup Acquisition

December 9

What Bitcoin and Internet of Things Startups Have in Common

December 6

The 10 Most Important Metrics in a Startup’s Financial Statements

December 6

How to Hire a Head of Customer Success for Your Startup

December 5

How to Grow Huge: Proprietary Distribution Channels

December 4

Startup Best Practices 3 - How to Structure a Sales and Marketing Team

December 3

The Tablet-First Retail Startup

December 2

The Most Effective Way of Visualizing Funnels

November 22

The Next Big Opportunity in Mobile Advertising

November 21

Startup Best Practices 2 - Startup Team Sizes

November 20

The Language of the Web

November 19

How Much Cash Does Your Startup Need To Go Public?

November 18

This Message Will Self-Destruct in 48 Seconds

November 17

Startup Best Practices 1 - Situational Management

November 15

The Missing Startup Design Pattern Is Management

November 14

The Missing Startup Design Pattern

November 14

The Secrets Behind Content Sharing Widgets

November 13

Why the Petal Diagram Isn't the Best Competition Diagram for Startup's Pitch

November 12

The Ratio of Engineers to Sales People in Billion Dollar SaaS Startups

November 11

How I Built a Performant and Measurable Content Marketing Engine

November 8

The First Form of Communication that Changes Depending on Who is Using It

November 7

The Future of Journalism in the Touch Era

November 6

The Single Biggest Determinant of Startup Valuations at IPO

November 5

How Mobile is Disrupting Even the Most Successful Internet Products

November 4

The Most Important Feature In KitKat No One is Talking About

November 1

The Three Churn Mitigation Strategies of SaaS Startups

October 31

Quick and Dirty Product/Market Fit Validation: Can You Hit Your Quota?

October 30

The Unexpected Compensation Trends of Post-Series A Startup Founder/CEOs

October 29

Dream Teams: The Characteristics Of Billion-Dollar Startup Founders

October 29

The Internet Subscription Startup is Winning

October 25

Anticipatory Commerce: the Evolution of Intent on the Web

October 24

A Startup's Rosetta Stone - How to Succinctly Communicate the Details of a Business

October 23

The SaaS Valuation Bubble

October 22

What a Dog and a Monkey Taught Me About Management at Google

October 21

Silicon Valley's Library

October 18

Using Gaming Product Hacks to Maximize Freemium SaaS Growth

October 17

How Much Should Your Startup Spend on Managing Churn?

October 16

The Two Characteristics of Seamless Mobile Payment Experiences

October 15

The Optimal Blog Post Length to Maximize Viewership

October 14

Why Customer Success Is An Essential Part of Every SaaS Startup

October 11

Sales Efficiency Benchmarks for SaaS Startups

October 10

The Simplest Brand Health Question For Your Startup

October 9

How APIs Will Evolve

October 8

Using Twitter Recirculation to Maximize Content Marketing Effectiveness

October 7

Deserve is a Toxic Word

October 3

Which of the Five Types of Data Science Does Your Startup Need?

October 2

The 3 Competitive Defenses of Enduring SaaS Companies

October 1

The Single Best Content Marketing Channel for Your Startup

September 30

What Your Startup’s MRR Figure Is Hiding

September 27

The Developer Economy: Power to the Coders

September 26

A Five Year Android User Switches To iOS

September 25

Using The Friend Paradox to Maximize Your Effectiveness at Startup Networking Events

September 24

Sexism, Statistics and Space s How Disruptive Startup Ideas Are Discovered

September 23

Which Half of Your Startup’s Emails Are Wasted?

September 20

How To Take Exceptional Notes and Be Productive with Paper

September 18

Interpreting Cohort Data - The 3 Key Analyses for Measuring Your Startup’s Product Performance

September 17

How Wordpress Used VideoConferencing and IRC to Change the World

September 16

Google F1 and The Cascade of Innovation New Databases Create

September 13

Crossing the People Management Chasm - A Necessity of Startup Growth

September 12

Six Key Benchmarks for Your SaaS Startup

September 11

The VC Firm of the Future

September 10

The One Best Metric for Your Startup to Maximize

September 9

The Best Content Marketing Campaign in the Last Year - Do VC Blogs Actually Lead to Investments?

September 7

You’re Not Finished Selling Until You Change Your Customers Habits

September 6

Not Sharing the Opportunity to Learn is a Cardinal Sin

September 5

How Web Development Techniques Are Infiltrating Mobile Apps

September 4

The Part They Don’t Tell You About Startup Team Building

August 30

Mobile Social Networks: The New Customer Acquisition Powerhouse

August 30

The Series A Is Overloaded

August 29

The Sales and Marketing Spend Strategies of Billion Dollar SaaS Companies

August 26

Analyzing Twitter Ad Performance for the Last 9 Months

August 26

Marketing’s Technical Liberation

August 22

The Fundamental Challenge of Your Startup’s First Hire: Leading and Learning at the Same Time

August 21

A team of founders who had just made their first their first hire asked me about culture and on boarding. How do they go about managing people? How do they maintain the values of the business?

August 21

Choosing a Content Marketing Strategy for Your Startup

August 19

Your Startup’s Three Horizons

August 16

The Seed Investment Patterns of Billion Dollar Startups,w

August 15

The Seed Investment Patterns of Billion Dollar Startups

August 15

The Founder’s Null Hypothesis

August 14

Announcing Redpoint’s $16M Series A Investment in Looker

August 13

Cohort Analysis for Startups - Six Summary Reports to Understand Your Customer Base (With Code)

August 12

Anticipatory Computing - The Next Big Thing Is Enabling Laziness

August 7

Great Startup Product Design Is Telepathic

August 5

The 3 Different Strategies of Venture Funds

August 2

Community Marketing: Starting A Movement For Your Product

July 31

Maximizing the Value of Investor Referrals

July 29

How CrowdFunding Embodies Amazon’s Product Management Process

July 29

Why Support Software Is the Future of Work Email

July 26

Framing Your Startup’s Sales Pitch: Focus on Value, Not on Cost

July 25

Framing Your Startup’s Sales Pitch: Focus on Value, Not on Cost

July 24

Product Market Engagement: The Missing Step in Lean Startup Methodology

July 23

Product Market Engagement: The Missing Step in Lean Startup Methodology

July 22

Your Startup’s Office Is Missing a Room

July 18

The Three Phases of Startup Sales

July 17

The Five Characteristics of An Ideal SaaS Company

July 15

Your Startup’s Office Is Missing a Room

July 13

Data, Data Everywhere, Not a Second to Think

July 12

Why Starting a Company Is Completely Irrational

July 11

Peak Smart Phone - What Happens to the App Economy When Smartphone Penetration Reaches 100%?

July 6

A Formula for Innovation

July 6

The Compounding Returns of Content Marketing - The Data Behind Why Persistence Pays Off in Blogging

July 2

Throwing in the Towel on Google’s Go: What Programming Taught Me About Sales

June 28

The Startup Sector That’s Quietly Booming

June 27

The First Rails App I Built at Google

June 26

How to Analyze Your Startup Like A VC in 15 Minutes Or Less

June 24

Debunking the Myths of Social, Viral and Community

June 21

Debunking the Myths of Social, Viral and Community

June 21

It’s Time to Start Worrying About the Next Round for Your Startup

June 19

A Formula For Innovation

June 17

Piecing Together A Quilted Social Network: Does M&A Work for Social Nets?

June 14

The Return of Venture Backed Hardware

June 13

The Library in Building 42

June 12

Why Starting a Company Is Completely Irrational

June 11

The Most Effective Price Discovery Question for Your Startup

June 11

Why PRISM May Herald a New Golden Age for P2P

June 10

The Bewildered User at the Center of the Legal Firestorm

June 7

The Most Under-Appreciated Startup Team Member

June 6

The Dawn of the Voice-to-Text Era

June 5

Why You Should Be Measuring Time To Utility For Your Product

June 4

The Data Behind Why Google’s Play Is So Much Harder For Startups To Crack Than the iOS App Store

June 1

Elon Musk’s Genius: Understanding the Cost of a Screw and the Value of a Photo

May 30

Block and Tackle Product Marketing

May 29

Startup Pricing - How to Manage Channel Conflict

May 28

A Startup’s Guide to Maximizing Last Mover Advantage

May 24

Antagonism is the Heart of the Consumerization of IT Movement

May 23

Investing in the Consumer Web is Dead

May 22

You Shouldn’t Start an Ad Tech Company, But If You Do…

May 20

The Future of Human Data Interaction

May 17

Coding and Cooking: The Connection between Jacques Pepin and Database Migrations

May 16

Social Network Alchemy: The Five Ways of Turning Users Into Gold

May 15

Your Startup’s API Could be Its Disruptor

May 14

Redpoint is Hiring a Consumer Analyst

May 13

How Will I Enable Greatness Today?

May 10

The Greatest Challenge to Facebook, LinkedIn and Twitter is Unbundling

May 9

Reverse Engineering Your Startup’s Success

May 7

Three Counterintuitive Points about SMB SaaS

May 6

Hiring Your Startup’s First Salesperson

May 3

The Secret to Growth Hacking

May 2

What Today’s Revolution in Publishing is Missing

May 1

The Antidote to Burnout is Progress

April 30

Building Content Strategy by Segmenting and Analyzing Twitter Followers

April 29

Design’s New Frontier: The IRL Era

April 26

Out of My Depth

April 25

The Twitter Game, Google’s Bin and Other Force Multipliers

April 24

Activity Based Pricing - When Is It The Right Choice for Your Startup?

April 23

The Android-First Social Network

April 22

Mastering Feedback Loops in Startups

April 18

The Defining Characteristics of Successful SMB SaaS Startups

April 17

The Two Key Ingredients in Great Connected Consumer Products

April 16

Founders, Equip Your Champions

April 15

Here’s to the Grinders

April 12

How To Price and Sell Your Startup’s Product

April 11

Startup Judo - The Secret You Should Know Before Starting a Company

April 10

A Startup’s Three Visions

April 9

The Power of Team Work in Startups

April 7

Anatomy of a Reference Check

April 4

What I’ve Learned about Blogging in 3 Years

April 3

Breaking Down a Typical VC/Startup Diligence Process

April 2

Your Startup’s Top 3 Priorities

April 1

The 7 Questions A Startup Should Answer in their Fund Raising Pitch

March 29

The 11 Risks VCs Evaluate

March 28

How to Align Founder and VC Incentives - Why Fund Size Matters

March 27

Your Startup’s 10 Most Important Metrics

March 26

Why Freemium Negates The Leaky Bucket Myth

March 25

Mobile Productivity for Normal People

March 22

Why the File System Wars Will Trigger a Wave of Consumer M&A

March 21

The Future Is Here, It’s Just Not Evenly Distributed

March 20

Which Data Biases Challenge Your Startup?

March 19

Measuring Dark Social Using Google Analytics

March 18

A Startup’s Guide to Outsourcing

March 15

Social Proof - The Most Formidable Force Driving Content

March 14

Why Branding Is the Next Essential Startup Competency

March 13

Machine Learning in Consumer Products

March 12

Strikes and Gutters

March 11

How To Measure the Success of a Blog

March 8

Crafting a Pricing Plan to Maximize Freemium Growth

March 6

Crawling - The Most Underrated Hack

March 5

Searching for Eric Schmidt

March 4

A Letter to the Editor

February 28

Boiling a Billion Frogs

February 27

The Relationship Between Margins and Acquisition Prices

February 26

Every Damn Day

February 25

Matching Marketing Tactics to The Sales Funnel

February 22

The Five Key Dynamics of the Seed Market in 2013

February 21

What SaaS Businesses Can Learn from the News Industry

February 20

How Competition Strengthens Startups

February 19

Building A Money Machine

February 15

Salesforce’s Disruptor Won’t Be A CRM Company

February 14

Incremental Innovation is Just As Powerful as Disruption

February 13

There’s A 10x Hidden In That Tweet

February 12

The Voice of the People is Data

February 11

Why Humility is Essential for Every New Startup Hire

February 8

Freemium Businesses Switch the Hunter and Farmer Sales Roles

February 7

The Religious Debate About Data

February 6

Valuations in the Series A and Series B Market are Booming

February 5

How to Optimize Every Decision in Your Life and Accomplish Nothing

February 3

The Most Important Principle of Start Up Fund Raising

February 1

The Power of Market Places

January 31

What I Learned From a Two-Year Fund Raising Process

January 30

The Cost of Bad Data is the Illusion of Knowledge

January 29

The Failure Fetish Fallacy: Learning is at the Core of Startup Land

January 28

A Startup’s Step-by-Step Guide to Working with Recruiters

January 25

Data is Useless Unless You Can Act on It

January 24

Discovering, Honing and Exploiting Your Startup’s Strengths

January 23

The biggest professional challenge of my career: communication

January 22

How to nail your product market fit and sales pitch with a value proposition diagram

January 17

Why To Do Lists Are Failing Us

January 16

The product qualified lead (PQL)

January 15

What my high school chemistry class taught me about startups

January 14

How to succeed despite your every effort to fail

January 11

The startup hardware M&A market will be vibrant in 2013

January 10

A CEO’s epitaph

January 9

Observations of the LinkedIn Influencer program

January 8

The new marketers

January 7

To Sell is Human

January 4

We should be living in the future already

January 3

Fundamentals of communication

January 2

2012

Year in review: Best of 2012

December 21

Tablets: the third platform

December 20

The myth of the generalist

December 19

Changes in the rules of the [startup] game

December 18

Email and meetings aren’t work

December 17

End of the year startup checklist

December 14

Great startup management teams are built with interlocking parts

December 13

The software customers don’t see

December 12

Performance marketing for startups with R

December 11

It all starts as a hobby

December 10

The one ideal characteristic of your startup’s first customers

December 7

Willing to be misunderstood

December 6

The dumbest guy in the room

December 5

Education sales vs execution sales

December 4

Startup playbook - Reverse-engineering Clay Christens’s market disruptions

December 3

Data on the “seedpocalypse”

November 30

VC consumer investment trends by sector and stage

November 28

VC investment trends in the consumer web

November 27

The cognitive burden of unbundling

November 27

A Startup’s Two Financial Plans - the Board Plan and the Stretch Plan

November 26

Financial planning for startups

November 21

Segmenting customer pipelines

November 20

Great products are like ducks

November 19

The stewards of vision and culture

November 15

Partnerships for startups - Key deal terms

November 14

Distribution partnerships for startups

November 13

Honest cultures in startups

November 12

The trinity of product design

November 9

The culture of data science

November 8

Radio Ga Ga

November 7

The idea factory

November 6

Mobile OS trends in five charts

November 5

A great entrepreneur can come from anywhere

November 2

The challenges facing startups serving K-12 education

November 1

Systems Thinking for Startups

October 31

The future of search

October 30

What to look for when hiring a data scientist

October 29

You want to start a company. Now what?

October 26

Gigabytes under management

October 25

Demo to term sheet in 3 hours

October 24

Great products turn motivation into capability

October 23

No startup is an island - The three ecosystems startups should develop

October 22

Culture is the biggest growth driver for social services

October 18

The consumer forces shaping enterprise innovation

October 17

Data science in freemium businesses

October 16

The value of a patent to a startup

October 11

Faking it + grit + inspiration = ?

October 10

Learning from Amazon’s Startup Judo

October 9

Four lessons for optimizing Twitter

October 8

Entrepreneurship growth: perception vs reality

October 5

Founders, teach your employees statistics

October 4

My approach to building a hiring pipeline

October 3

Sushi, passion, and entrepreneurship

October 2

A six-step framework to make strategic decisions

September 30

Should founders join incubators?

September 26

The startup love affair

September 24

The Heyday of SaaS - quick observations from Dreamforce

September 21

A startup’s transition from product development to growth

September 20

Data isn’t a business model - it’s much more important

September 19

The Secret to SMB SaaS Distribution

September 18

Must startup founders be charismatic?

September 17

Mechanizing business development with social media

September 14

Choosing market segments on customer profitability

September 13

Social network design and urban design

September 11

Profitability and the IPO Market

September 10

Using metrics to build communities

September 7

How the NYTimes avoided disruption

September 4

Building auction pressure in financings

September 3

Death by a thousand small features

August 31

The tension between predictability and creativity

August 30

Consumer investment fatigue

August 29

Simplicity. Quality. Inspiration.

August 27

Radio Ga Ga

August 26

On negotiation

August 24

How much is a social media click worth?

August 23

The most important question a startup can ask

August 22

The Freemium Game Plan

August 21

Segmenting the SaaS Market for Sales

August 20

Segmenting the SaaS Market for Sales

August 20

All Great Managers are Alike

August 19

The Path to Exponential Growth

August 14

Loyalty with a tinge of betrayal

July 14

The 3 Kinds of Startup Metrics

June 20

Facebook’s new feature: your top 7 friends

June 19

Why did Apple’s unwillingness to compromise finally succeed?

June 11

Stories, not sentences

June 2

Are We Investing Enough in Our Managers?

May 30

Defining a Personal API

May 27

Successful SMB SaaS Companies Have a 2 Step Value Proposition

April 26

2010

How Do VCs Analyze Companies?

February 26

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