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I’ve been following many public market investors on Twitter over the past few weeks to understand how they view the vacillation of the public markets. One of the tweets linked to a speech Stanley Druckenmiller gave in 2015 about Black Wednesday.

At the time, Druckenmiller worked for George Soros at a hedge fund.

“George, I’m going to sell $5.5 billion worth of British pounds tonight and buy deutsche marks. Here’s why I’m going to do it, that means we’ll have 100% of the fund in this one trade”.

A 20% delta in net dollar retention (NDR) may not seem like much, just a trifle, but make no mistake, it’s massive. In preparing for a presentation at next week’s Saastr Build conference, I reviewed this S-1 analysis for DataDog that I had published a few years ago.

It shows the difference in the net dollar retention across three competitors in the same space, Application Performance Monitoring: DataDog, New Relic, and AppDynamics.

About a year ago, I wrote a post on the hub and spoke data model. The idea is that in the future SaaS applications would be built on a single database, instead of each SaaS application writing to its own proprietary database.

I was wrong about the catalyst for this hub-and-spoke model. I thought it would be cloud-prem and customers driving SaaS products to use a single database. Instead, the SaaS ecosystem and the data ecosystem are moving in this direction on their own.

If you asked 5 people in Startupland to define the role of a COO, you would receive 10 different explanations. I have three myself. What does a modern COO do?

The role of a COO has evolved over the past decade or so because of broader changes within the ecosystem which has created some confusion what what precisely should a COO do. Recently, Redpoint Office Hours welcomed Allison Pickens to clarify the COO role and when startups should consider recruiting one.

So you’re looking to start a company. What do you call it? Once you’ve figured that out, which domain suffix do you choose? .com, .net, .biz, .monster, .duck, .theworldisyouroyster? Given the explosion in domain suffix permutations I wondered if startups’ behavior had changed over the last decade.

In fact, it has changed significantly as the chart above shows. Click to enlarge the image.

On Wednesday, March 3rd at 10:00 AM PT, Redpoint Office Hours will host Jim Benton, CEO of Chorus.ai, a leader in conversational intelligence. As Co-Founder of ClearSlide and later as CEO of Apollo, Jim helped create the Sales Engagement category. From Evite to AdBrite to ClearSlide, Jim has expanded new categories and scaled revenue teams from zero to tens of millions in SaaS revenue.

If I gave you $1000 to invest, and five investment options how would you decide? What if you were the CEO of a startup, and a VC invested $10m, and each of your five VPs had different project ideas?

This is the question John Kelly, researcher at Bell Labs, sought to answer.

A contemporary of Claude Shannon, Kelly intertwined Shannon’s information theory with probability to develop an idea of his own: the Kelly criterion. His theory would translate into tremendous investing prowess and lead him to one of the best long term track records of all time at Princeton-Newport, a hedge fund he managed to 15% net IRR compared to the S&P at 8%.

At Redpoint, we believe 2020 is the decade of data. We’ve partnered in the leaders of the next generation of data from the earliest stages; companies like Snowflake, Looker, and Dremio.

Leaders rely more on data every day to inform our decisions, to power our products, and to communicate. In short, the data pipelines that move data from one place to another have become the nervous system of the modern organization.

On Wednesday, February 17th at 9:30 AM PT, Redpoint Office Hours will host Allison Pickens, the former COO of Gainsight and one of Fortune’s Most Powerful Women. Throughout her time there, she scaled the SaaS company from $1M ARR to pre- IPO, along the way, creating the category of customer success software, and paving the way for Gainsight’s $1.1B sale. Today, she advises and invests in companies on these topics and others.

It’s February 1st and many software startups herald the new fiscal year with Sales Kick Off (SKO). During SKO, leaders discuss the strategy of the company, discuss product advances, and share the financial plan highlights including changes to quota and accelerators for sales commissions.

During the past few weeks, finance and management teams will have been busy developing the financial plan for this year. The key number is the new bookings which implies the growth rate for next year.