Both Sides of the Table

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Praying to the God of Valuation

Both Sides of the Table

Something happened in the past 7 years in the startup and venture capital world that I hadn’t experienced since the late 90’s — we all began praying to the God of Valuation. It wasn’t always like this and frankly it took a lot of joy out of the industry for me personally. What happened? How might our next phase of the journey seem brighter, even with more uncertain days for startups and capital markets?

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The Changing Venture Landscape

Both Sides of the Table

The world around us is being disrupted by the acceleration of technology into more industries and more consumer applications. Society is reorienting to a new post-pandemic norm?—?even before the pandemic itself has been fully tamed. And the loosening of federal monetary policies, particularly in the US, has pushed more dollars into the venture ecosystems at every stage of financing.

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On Funding?—?The Denominator Effect

Both Sides of the Table

On Funding?—?The Denominator Effect I recently wrote a post about funding for investors to think about having a diversified portfolio , which I called “shots on goal.” The thesis is that before investing in an early-stage startup it is close to impossible to know which of the deals you did will break out to the upside. It’s therefore important to have enough deals in your program to allow for the 15–20% of amazing deals to emerge.

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Playing the Long Game in Venture Capital

Both Sides of the Table

Silicon Valley and the media industry that surrounds it values youth. The culture is driven by the 20-something irreverent founder with huge technical chops who in a “David vs. Goliath” mythology take on the titans of industry and wins. It has historically been the case that VCs would rather fund the promise of 100x in a company with almost no revenue than the reality of a company growing at 50% but doing $20+ million in sales.

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How You Can Achieve a Step Change in Your Fitness Before Summer

Both Sides of the Table

Just 21 months ago I couldn’t have jogged 2 miles in under 20 minutes and now I can run 3 miles in 21 minutes or more to the point I can pretty easily run 7.5 miles in an hour. I’m not super human and while I’m a decent athlete I wasn’t born with super genetics, extra doses of motivation or an unusual ability to tolerate suffering. I was in pretty good athletic shape until 35 but after kids, starting my own companies, travel and age I slowly lost the habit of working out enough to consider mysel

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How I Lost 65 Pounds In 18 Months Without Any Fad Diets or Gimmicks

Both Sides of the Table

June 2019 (left) and November 2020 (right) I’ve been reluctant to write this blog post because historically I don’t like talking about weight. But I’ve been promising to publish how I lost 65 pounds in the past 18 months without any fad diets or gimmicks to try and be helpful to others. I have a plan, I know it works and for the friends and family who have followed what I’ve done they’ve equally lost a lot of weight.

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Funding in the Time of Coronavirus

Both Sides of the Table

I am due to speak at the SaaStr conference next week: Wednesday, March 11th at 10:45 AM. I had originally signed up to talk about the “VC Market Trends” overall but it seemed inauthentic to speak about VC funding without addressing the virus in the room. So I wrote a brand new deck outlining some Upfront views on what we may see in the funding markets ahead.

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