PayPal
7 statements across 4 episodes · 2 bullish · 1 bearish · 4 people on the record · first statement Feb 26, 2023 by Annie Pearl · said 18 times in 15 episodes since 2022 · across every show →
Mentions by year
brought up most by Lenny Rachitsky (4), Crystal Widjaja (2), Nabeel S. Qureshi (1), JM Nickels (1), Jessica Livingston (1), Jason Shah (1), Eric Ries (1), Bob Moesta (1)
tap a year for its mentions
2025 3 mentions in 2 episodes 2 per episode
2024 4 mentions in 4 episodes 1 per episode
- Simplify To Win | Lenny & Friends Summit 2024
- Conscious leadership: Unlocking vision, strategy and purpose | JM Nickels (Uber, Waymo, DoorDash)
- Succeeding as an introvert, building zero-to-one, and PM’ing your career like a product | Deb Liu
- The social radar: Y Combinator’s secret weapon | Jessica Livingston (co-founder of YC, author)
- every mention in 2024, scene by scene →
2023 6 mentions in 5 episodes 1 per episode
- How to drive word of mouth | Nilan Peiris (CPO of Wise)
- Reflections on a movement | Eric Ries (creator of the Lean Startup methodology)
- The ultimate guide to JTBD | Bob Moesta (co-creator of the framework)
- Frameworks for product differentiation, team building, and first principles thinking | Ayo Omojola
- Behind the scenes of Calendly’s rapid growth | Annie Pearl (CPO)
- every mention in 2023, scene by scene →
2022 5 mentions in 4 episodes 1 per episode
- How to scrappily hire for, measure, and unlock growth | Crystal Widjaja, Gojek and Kumu
- Using behavioral science to improve your product | Kristen Berman (Irrational Labs)
- Building a meaningful career | Jason Shah (Airbnb, Amazon, Microsoft, Alchemy)
- The art of building legendary brands | Arielle Jackson (Google, Square, First Round Capital)
- every mention in 2022, scene by scene →
Everything said about PayPal, oldest first
Feb 26, 2023 negative
Calendly deprioritized Venmo integration to focus on sales, recruiting, and CS
“There's lots of small businesses and solopreneurs who would love us to have a Venmo integration. We have a PayPal integration, but you know, our target market that we're really trying to go after as our primary, you know, persona are As I've mentioned, these s…”
May 14, 2023 positive
Omojola: Cash App was the fastest, cheapest US P2P transfer method
“Like, for, like, three or four years in the United States, the fastest and lowest cost way to move money in the country between any two people who had bank accounts was CashApp. And I think that kind of changed in 2017 when PayPal, Venmo, Apple Cash, et cetera…”
Oct 29, 2023
Ries: Retention requires synthetic notifications, organic notifications, or internal positioning
“And it's actually, there's not that many things it can be. Like, it might be because you gave them a synthetic notification, like, hey, please come back to my product, and they did. It could be because some kind of organic notification took place, like, that i…”
Oct 29, 2023 positive
Ries: PayPal's payment notification email click-through rate is second only to Facebook's
“One of the most successful customer emails of all time is PayPal's You've Got Money. Click here to take the money. It's like, it has a very high click-through rate, maybe second only to Facebook. Someone has tagged you in a photo.”
Apr 12, 2026
Rabois: Startups must hire undiscovered talent to compete with incumbents
“You know, my more important arc in this is I think you have to build a company on undiscovered talent. Like I don't think you really want to compete for the people that everybody else wants. Right. And, you know, I learned this at PayPal. Peter taught me this …”
Apr 12, 2026
Rabois: PayPal had only 12 to 17 'barrels' among 254 Mountain View employees
“At PayPal, we had about 254 people in Mountain View when we were acquired.
Of those people, depending on how strict you really want to be, it is considered one of the best talent-rich networks of all time in technology.
There is between 12 to 17 barrels in t…”
Apr 12, 2026
Rabois: PayPal early hiring required direct Stanford or engineering connections
“Max basically hired all the technical talent in the organization. Peter pretty much hired everybody else. They used their network primarily, so it was very difficult to get a job at PayPal unless you had a first degree or second degree connection to the engine…”