Notes from Office Hours with Hollie Wegman

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Recently, we welcomed Hollie Wegman to SaaS Office Hours to talk about marketing to developers. It was our first virtual event, and we had hundreds of people attend. Given the success of the format, we are going to continue it.

During our chat, Hollie shared some valuable wisdom from her experience as a marketing leader at Segment, Envoy, Mulesoft, and Salesforce. Here are some of the highlights from the session. The full transcript is here

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Where are Most Unicorns Headquartered?

Earlier this week, I wrote Californian Dreaming - Is Silicon Valley Still the Best Place to Start a Company, where I analyzed the IPO and M&A trends of venture-backed companies by state. Those metrics are lagging indicators of startup distribution. How will the distribution change with time?

While we can’t know the future M&A and IPO of any company in particular, we can try to divine the future by looking at current unicorn distributions.

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

So much has happened in the last decade. We’ve seen the rise of massive startups in Europe, South America, China, Israel. Technology entrepreneurship is a global phenomenon. Within the US, there’s much talk of a diaspora out of California and Silicon Valley, particularly with the sudden move to remote work catalyzed by the coronavirus. Has the shine rubbed off the Golden State to reveal pyrite?

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Office Hours with Hollie Wegman

On June 3rd at 10 am, SaaS Office Hours will welcome Hollie Wegman, former CMO at Segment. Hollie has a wealth of experience as a marketer. She’s marketed many iconic companies including Salesforce, Mulesoft, and Envoy.

During our conversation, we’ll talk about how to market technical products to developers, how to scale marketing teams, and how to develop the right portfolio of marketing approaches at every stage of the business. We’ll also answer questions from the audience.

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Three Little Puzzles about Infinity

Here are three little puzzles about infinity.

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Here’s a short blue line and a red line that is 3x longer than the blue line. Let me show you how there are just as many points in the blue line as there are in the red line.

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

If the shelter-in-place order were to remain in place for another 12 months, how would you change the way you run your business? Over the past two months, CEOs and founders have managed the turbulence imposed by the coronavirus onto their companies. Most of the time, we’ve implemented short-term plans.

This week, the first companies announced longer-term plans. Twitter empowered employees to work from home forever. Google and Facebook announced work-from-home plans through the end of 2020. I’m sure there will be more announcements of this ilk.

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Why is the Stock Market Only Down 15%?

Why is the S&P index “only” down about 15%? Given all the economic turmoil, shouldn’t the index collapse? I was wondering this so I went to the source of all truth on the internet, Reddit. As I read the investing subreddit, I stumbled onto an explanation written by VPride1995 using a simple mental model that illuminated one potential answer.

The discount dividend model states that the value of a stock is the discounted cash flow of all future dividends. Companies pay a dividend to shareholders from profits. Public companies dividend out 30-40% of earnings on average.

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

In March, I published analysis of the fundraising market in 2008. It showed that the later rounds, the series B and series C were the most impacted. The early data from March 2020 shows a different pattern. Seed and Series A rounds are first to bear the compression in the market. Later rounds are unblemished.

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Round volumes in seed have been declining since summer 2018. The same is true for Series A and Series B. Meanwhile, Series Cs are flat to up.

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Redpoint 8 - Our Eighth Early Stage Fund

Much has changed in the world since we announced our last early stage fund in 2018, especially in the last several months, as so much of our day-to-day lives have been reshaped by the coronavirus pandemic. We believe it’s more important than ever to back visionary founders, like the many we’ve had the privilege of working with as a firm so far.

We’re both excited and grateful to have the opportunity to continue to partner with early stage entrepreneurs. To that end, we wanted to share that we’ve raised a new $500M early stage fund.

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

How do you benchmark a sales organization in a time like this? This is one of the questions that Jim Benton, CEO of Chorus.ai, answers every day in his Daily Briefings. Using data across 10m telephone calls, Jim highlights how the coronavirus is changing sales team performance. Here are some of the highlights from my reading.

Cold calls are down 67%, while connect rates have fallen by about 10% since January. Discovery calls are down 24%. It’s curious that volumes have fallen, given the connect rates have seen such a modest decline.

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