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Sam Lessin: belief

15 Jan 2026 Lenny's Podcast How to show up in any room with a low heart rate: Silicon Valley’s missing etiquette playbook | Sam Lessin

“If you're out in a situation, I think you kind of want to tip in my mind to the level of no one you're effectively paying for would bat an eye that you're being stingy is the way I would think about it.”

— Sam Lessin

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Speaker
Sam Lessin
Attribution
Verified speaker
Claim type
belief
Recorded
15 Jan 2026
Publisher
Lenny's Podcast

Transcript context

…Tip a lot. Okay. Just tip a lot. I think 10, 20% is the minimum. If you're out in a situation, I think you kind of want to tip in my mind to the level of no one you're effectively paying for would bat an eye that you're being stingy is the way I would think about it. 20% feels like the minimum. 30% sometimes, more seems a little bit silly, but it is a squirrely topic. And again, let me put it this way. I don't think you want your tip to be memorable is almost way to put it. This is not a thing to focus on. When the person that go out to dinner with thinks back on the dinner a month later, they want to think about the content of the conversation or what the ideas were or the business opportunity, they want to think about, "Oh my God, that guy tipped an incredible amount. What was that?" And by the way, I have stories in my own life where I've been out with people and they've tipped so much that a decade later I remember it. And I'm like, "It's fine. They can afford it." It's cool that they did that for the server, but honestly, the only thing I remember from the night is how much the person tips. Okay. But I think if you're extremely rich, you do it. Don't even tell anyone basically, but feel free to do it, obviously.…

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