Aakash Gupta @aakashgupta

57m ago

Open on X

On Sunday, Adam Robinson got on a private jet in Austin with his wife, their 4-year-old, their 2-year-old and their nanny for a trip to the Bahamas. None of them made it home. He left Wall Street to start a company and got stuck at the same revenue for four years before he finally cracked it. What came after was a $22M-a-year business, built without a dime from investors. The idea behind it sounds like a magic trick. You visit an online store, poke around, never type in your email, and leave. His software could still figure out who you were, so the store could email you anyway. I interviewed Adam for my podcast in January 2025. He gave me two and a half hours, the longest interview he'd done up to that point, and he answered every single thing I asked. He told me how much he paid himself and what he spent buying the Retention.com domain, then walked me through his churn problem and how he planned to fix it. He talked about his own money the way most people talk about what they had…