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Playing the Long Game in Venture Capital

Both Sides of the Table

Of the first four investments I made as a VC in 2009, two have exited and two (Invoca & GumGum) still are independent and likely to produce $billion++ outcomes . The abundance of late-stage capital is good for us all. My first ever investment as a VC was Invoca. The abundance of late-stage capital is good for us all.

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What I Would Look for When Choosing a VC – Knowing What I Know Now?

Both Sides of the Table

Picking a VC is hard. So I thought I’d write about out with what I would look for in a VC knowing what I know now and why. Most VCs are book smart. VCs should be more of a coach than proscriptively telling you what to do. You want a VC who will spar with you but then STFU and let you get on with things.

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What Does the Post Crash VC Market Look Like?

Both Sides of the Table

At our mid-year offsite our partnership at Upfront Ventures was discussing what the future of venture capital and the startup ecosystem looked like. Should SaaS companies trade at a 24x Enterprise Value (EV) to Next Twelve Month (NTM) Revenue multiple as they did in November 2021? What is a VC To Do? super size or super focus.

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The Changing Venture Landscape

Both Sides of the Table

how on Earth could the venture capital market stand still? One of the most common questions I’m asked by people intrigued by but also scared by venture capital and technology markets is some variant of, “Aren’t technology markets way overvalued? How our VC Firms Like Ours Organizing to Meet the Challenges? Of course we can’t.

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A Great Discussion with @skupor @davemcclure @msuster on Changes in the VC Industry

Both Sides of the Table

Scott and I agree on nearly everything: The VC structure is changing and there appears to be a bifurcation into small & large VCs with an impact on “traditionally sized” VCs. The only point we didn’t seem totally aligned on was what we happening to the “middle of the VC market.”

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What I’ve Learned About Venture Funding

Both Sides of the Table

VC funding. We love capital efficiency until we love land grabs until we abhor over funding until we get huge payouts and ring the bell for more funding until we attract every non-VC on the planet to invest in startups until it crashes and we start the cycle all over again none the wiser. It forces innovation.

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Is Going for Rapid Growth Always Good? Aren’t Startups So Much More?

Both Sides of the Table

He also nails the reason why venture capital is still necessary to grow large businesses quickly in a world where the costs of running startups have fallen dramatically. “Why do founders want to take the VCs’ money? .” ” This is a frequent theme of mine when asked to speak to audience about the VC industry.

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