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“You want it to be overwhelmingly obvious that this person will succeed no matter what.”
What separates a founder who raises millions from one who hears 200 "no’s" in a row?
According to Andrew Endicott—entrepreneur turned investor—it’s not the pitch deck, or even the market. It’s conviction. Messianic-level conviction.
When we spoke to Andrew on the pod, he dropped hard-won truths from the trenches of fintech and fundraising. One that stuck with me: great investors don’t just bet on markets—they bet on momentum. Your momentum.
Andrew built Petal, a fintech firm serving responsible people overlooked by traditional credit systems. That vision took years—and hundreds of rejections—to fund. Today, he runs Gilgamesh Ventures, backing the next wave of fintech builders across the globe.
What he looks for now? Not hype. Not hustle theatre. But founders who are so focused, so possessed by their mission, that failure looks statistically unlikely.
Here are 3 insights for founders navigating the storm:
🔹 Don't confuse stubbornness with strategy. Being resilient doesn’t mean running headfirst into every wall. Learn to pivot your approach without abandoning your purpose.
🔹 Marry the problem, date the solution. Fall in love with solving something real. Stay flexible on how you solve it.
🔹 Conviction is contagious. Investors follow founders who radiate clarity, urgency, and an unwavering drive. If you're all-in, they might be too.
If you're building something bold, reply and tell me about it. Let’s make sure you’re not climbing the wrong mountain.
- David
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Whenever you're ready, here are 3 ways I can help you:
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