Both Sides of the Table

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Some Quick Things Every Founder Should Know

Both Sides of the Table

You get to have interesting conversations with founders and review business plans and then see how these businesses evolve over the years. 1/ From vantage point of being able to see hundreds of companies, good & bad I have some advice for founders - Get to know and love "gross margin."

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Praying to the God of Valuation

Both Sides of the Table

We had nascent revenues, ridiculous cost structures and unrealistic valuations. Within 5 years I was on the board of real businesses with meaningful revenue, strong balance sheets, no debt and on the path to a few interesting exits. Until we weren’t. 2001–2007: THE BUILDING YEARS The dot com bubble had burst. I am having fun again.

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The Perils of Founder Fighting

Both Sides of the Table

Nowhere is the politics more difficult than with co-founders, which is why for years I’ve spoken publicly about “ the co-founder mythology.” ” Of course we all go into businesses expecting to be aligned with our co-founders but over time life changes. Equity for the future? We discussed it as a group.

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When Should Technical Founders Become CEO?

Both Sides of the Table

Much has been written about when it is time to hire a “professional CEO” to run a startup company and of course that has long been a norm in Silicon Valley when founders find that their inexperience may be a limiting factor in company growth ( know as the Peter Principle ). I like technical founders so this wasn’t an issue.

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Introducing Trust, and the Importance of Product-Founder Fit

Both Sides of the Table

Digital advertising spend is projected to grow 25% this year to $191 billion, and Google (69%), Facebook (59%), Snapchat (116%) and Twitter (87%) all just reported rapid growth in their year over year advertising revenues. founders, marketers, investors?—?and Founders, marketers and growth leaders?—?join

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Should Founders Be Allowed to Take Money off the Table?

Both Sides of the Table

If a company has reached a level of success, has been around for a few years and you believe the company has potential to break out into a much bigger company then you should let the founders take money off of the table. Founders however are asked to take low salaries and never really get back the time they worked for free.

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What Does the Post Crash VC Market Look Like?

Both Sides of the Table

Should SaaS companies trade at a 24x Enterprise Value (EV) to Next Twelve Month (NTM) Revenue multiple as they did in November 2021? But it will be patiently deployed, waiting for a cohort of founders who aren’t artificially clinging to 2021 valuation metrics. What is a VC To Do? I can’t speak for every VC, obviously.