The Ledger
Every statement that passed quotation and attribution checks. Mix any filter with any other: certainty 1/5, debate potential 5/5, or both at once.
why aren't all 7 resolved? a statement only gets an assessment when the public record can support or contradict it. opinions and what-ifs never can, and 0 checkable ones are still open, waiting for their date. predictions held up or didn't; assertions are supported or contradicted. on every card: ▮▮▮▮▮ certainty · ▮▮▮▮▮ debate potential. speakers are clickable
Shah: Primary angel investing goal is minimizing time, not maximizing returns
“Number one principle of my angel investing is solve for minimizing time, not maximizing return.”
Shah: Zero founder meetings or calls held for angel investments
“No founder calls or founder meetings at all. Even pre-investment, even during the decision process.”
Shah: Never makes follow-on investments to eliminate founder signaling risk
“I don't do follow-on investments, and here's why. Because if I was going to do a follow-on investment, then I have to kind of pick which of the companies am I going to do follow-on, and which ones am I going to not participate on the follow-on rounds. If I don…”
Shah: HubSpot grandfathered early customers at $250/month forever
“When we went from two 50 to 500 we made a very simple decision very early that says, okay, everyone that had purchased the product at two 50, we were not going to raise the price on them. So all new customers will pay the new price, all existing customers cont…”
Shah: Being non-confrontational makes me a bad manager with zero direct reports
“I'm pathologically non-confrontational, and that's why I'm a terrible manager, that's why I have no direct reports because I am just too, I'm too polite and too non-confrontational”
Shah: HubSpot operated on a 100% month-to-month pricing model for years
“Decision number two is that we were 100% on a month to month program. So if you bought the product in month two, you figured out the products. Yes, it did suck just like the founders told me, but the value wasn't high enough. You could cancel. So every month, …”
Dharmesh Shah missed early Dropbox investment due to mutual friendship hesitations
“Dropbox was one, and it was a weird story. And it was a miss because Drew and I were already friends. I knew him before he started Dropbox. Talked to him out of the prior startup he was going to do. We would meet regularly. He's another MIT guy. And it was a m…”