Which to Prioritize - Churn or Growth?

image

Which is the more important priority? Growth or churn? Churn or growth? Early-stage companies have limited resources to focus their efforts. On one hand, growth is important in order to raise a venture capital round. Growth shows demand for a product. On the other hand, churn is a huge source of friction and raises questions of product market fit.

Read more

How Much Money Should I Raise for My Startup?

How much should a founder raise for their startup? I imagine almost every founder contemplating a fundraising round ponders this question. There are many different paths to developing an answer. The right answer that every startup founder has told me is as much capital as possible at the highest possible price. But what strategies exist to justify increasing the round size and consequently price?

These are the three most common I’ve observed.

Read more

The Software Startup Sectors Raising the Most Capital in 2017

image

Over the last seven years, software startup investing has changed quite a bit. In 2010, classic SaaS was booming, the benefits of a subscription model were finally becoming clear to the public markets and the mass-market. Since then, many other types of software businesses have been created in new categories like agriculture technology and robotics. Which of these markets are growing the fastest for investment dollars?

Read more

The Biggest M&A Multiple in Software History

image

Cisco announced yesterday it would acquire AppDynamics for $3.7B. We’ve analyzed AppDynamic’s growth and key metrics, because the business had filed its S-1 to go public. However, the management team and board changed plans and made history. By my estimate, AppDynamics is the fifth largest software acquisition in modern times. More astounding, the AppDynamics acquisition does set the absolute high water mark in one regard: acquisition multiple. It’s a very promising predictor of the 2017 M&A environment.

Read more

Is Machine Learning Overhyped?

image

For the nine years I’ve been a venture capitalist, there’s always been a buzzword of the year. Solomo (social local mobile). Mobile-first. Realtime. Big data. 2016 was the year of machine learning. Is ML just another wave to crash and dissipate on the trough of disillusionment?

I don’t think so. In this rare case, I think hype is masking quite a bit of true technical innovation. During last quarter of 2016, machine learning research has made huge strides.

Read more

One of the Greatest Entrepreneurial Stories Ever Told

image

Over the last few days, I’ve been reading Shoe Dog, Phil Knight’s autobiographical tale describing the formation of Nike, and I think it might be one of the very best founding stories I’ve read. Easy to read, brimming with passion, full of harrowing business crises, the book is an inspiration to anyone who has a crazy idea and commits to persevering.

Read more

Using Chat in Content Marketing - Observations Several Months In

I’ve been struggling with the right way to enable commenting on this blog for a long time. In 2013, I wrote a post called Letter to the Editor about my challenges with comments.

Most notably, comments meaningfully changed readers’ perceptions of the content they read, even if the comments are not sound. In addition, I haven’t found a way to effectively moderate comments at scale.

Several months ago, I deployed a chat widget at the bottom off this page as an experiment. Here are my observations so far:

Read more

The $100M ARR Customer

Most SaaS companies dream of attaining the $100M ARR mark. The very fastest attain the goal in 6-7 years. Last week, Workday halted trading to announce it had signed Walmart as a customer. Brian White, research analyst at Drexel Hamilton investment bank, estimated this one customer could generate $100M-$200M per year for Workday in recurring revenue - a single customer.

I couldn’t validate that this is the largest contract ever signed by a SaaS company, but if it is not the largest, it is most certainly the top 5. Workday beat SAP for the business.

Read more

What I Learned from Complete Burnout at Work

image

During my first few weeks at Google, I read through the internal resumes of my new colleagues, which detailed their work and promotion paths. Google promoted people quickly. Some college graduates who had distinguished themselves had been promoted every quarter for more than a year, and were managers, senior managers, even directors. And I wanted the same type of trajectory.

Read more

How Does Your Startup's Management Spend its Time?

Calendars contain one of the under-studied data sets within companies. How we spend our days, is of course, how we spend our lives, wrote Anne Dillard. How we spend our days at work determines what we and the company ultimately achieve.

I remember meeting Ryan Fuller of Volometrix several years ago. He shared the story of the business he and his colleagues had built analyzing the way companies spend their days. For one company, they tallied the annual hourly contribution of employees to support the three-hour weekly executive team meeting: it was something on the order 300,000 hours or about 150 person years. Quite an investment!

Read more