Column founder and Plaid co-founder William Hockey critiques traditional venture backing, arguing rapid fundraising cycles force startups to chase hype cycles rather than building durable software.
“The hamster wheel of VC doesn't actually allow us to be long-term. Because if you are having to spend a lot of money for employees and you're burning a rate of you have to raise every, like, year, year and a half, you end up optimizing for that next fundraise.”
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More from William Hockey
Opinion
Emerging market bank executives are vastly superior to their Western counterparts
“I'd say you take your like emerging markets, bank executive team, they're hands down is way better than I think probably what you see in the Western world.”
William HockeyMar 17, 2026▶ 11:33How to bet on yourself (without venture capital) · Invest Like The Best
Opinion
Silicon Valley's safety net prevents the creation of truly great founders
“We've created this, like, incredible environment in Silicon Valley that it's really safe to start a company. And there's, like, a playbook, and you go through YC, and assuming you're, like, moderately competent and went to the right high school and college, yo…”
William HockeyMar 17, 2026▶ 32:40How to bet on yourself (without venture capital) · Invest Like The Best
Insight
Early-stage startup employees take significantly more personal risk than founders
“Cause the weird thing is an early stage employee takes way more risks than early stage founder.”
William HockeyMar 17, 2026▶ 34:09How to bet on yourself (without venture capital) · Invest Like The Best
Opinion
The startup ecosystem should make failure much more expensive for wealthy founders
“I just think we need to, I think we need to increase the risk for founders. I think we need to make failure much more expensive. I think we need to say, Hey, you're a second time founding of liquidity, like put all of your money into that.”
William HockeyMar 17, 2026▶ 35:30How to bet on yourself (without venture capital) · Invest Like The Best
AssertionPartly supported
The Federal Reserve moves money faster than crypto or stablecoins
“The Fed has a pretty good tech team. Like, their systems are actually pretty good. If you think about it, the U.S. Right now, through the Fed, has the capability to move money and to clear money through all these institutions, 24 seven. Faster than stablecoins…”
William HockeyMar 17, 2026▶ 1:03:53How to bet on yourself (without venture capital) · Invest Like The Best
PredictionNot checkable as stated
Inefficient legacy brands will be the primary beneficiaries of AI
“Like hot take here, I think like the biggest, fattest, most inefficient brands are even the best beneficiary of AI because brands have a massive moat and man, there's a lot of costs to cut there.”
William HockeyMar 17, 2026▶ 1:07:08How to bet on yourself (without venture capital) · Invest Like The Best
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