Asking the uncomfortable questions, w/ Michael Seibel, Y Combinator
Masters of Scale
WaitWhat
4.6 β’ 4.4K Ratings
ποΈ 29 June 2021
β±οΈ 38 minutes
ποΈ Recording | iTunes | RSS
π§ΎοΈ Download transcript
Summary
Barreling full-speed ahead isn't always the key to scale. For Michael Seibel, managing director at Y Combinator and co-founder of Justin.tv and Socialcam, action sometimes needs to take a back seat to asking: "Is this working?" Michael learned early on that by stopping to ask the counterintuitive question, he gained the wisdom β and avoided time lost to big mistakes β that ultimately propelled him forward. At Y Combinator, he's helping other founders ask themselves uncomfortable questions. The answers aren't always obvious, and sometimes they seem downright irrational. But following where they lead, he says, feeds efficiency, confidence, and ambition. That's why the ability to ask the right questions at the right times of the right people is an essential skill for every entrepreneur.
Read a transcript of this interview at: mastersofscale.com
Subscribe to the Masters of Scale weekly newsletter: https://mastersofscale.com/subscribe
See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.
Transcript
Click on a timestamp to play from that location
| 0:00.0 | Hi, it's Bob Safian. You've been hearing me as the host of rapid response in this feed for a few years now, |
| 0:07.8 | with short newsy interviews alongside the deeper dives of Masters of Scale. Well, I'm excited to share that rapid response is expanding into its own feed. |
| 0:17.0 | We'll be putting out shows twice a week, focusing on the urgent issues that business leaders are dealing with in real time. |
| 0:24.7 | So search for rapid response in your podcast player and subscribe to make sure you get all our episodes. |
| 0:31.2 | I'll see you on the other side. |
| 0:34.0 | Shogun is so interesting because there are all these situations that confront the two main |
| 0:39.9 | characters. |
| 0:49.9 | Where... characters where they're given two bad options. It's like here are your two two options. There are two items on the menu and they both kind of round to death. |
| 0:57.0 | That's Michael Seibel, managing director of Y-Cominator. |
| 1:02.0 | You know, the storied Strut of Accelerator that counts AirB&B, Dropbox, |
| 1:06.4 | Reddit, and Stripe among its many successful alumni companies. He's talking about one of |
| 1:11.5 | his and my favorite novels, |
| 1:13.4 | the classic samurai adventure, Shogun. |
| 1:17.0 | And the smarter of the two characters, Tornaga, |
| 1:21.2 | he always finds a way to introduce the third option, which is like, let's wait. |
| 1:29.2 | Let's wait. |
| 1:32.2 | How about we wait a day? |
| 1:35.0 | Even in the most pressing of circumstances, |
| 1:38.0 | Tornaaga takes the time to ask himself this question. |
| 1:42.0 | There was some order given for Tornaago to show up and see the |
| 1:45.6 | Emperor and then he's going to be killed. And his brother is dispatched I believe to |
| 1:51.2 | deliver this order, which I love. That's kind of a shm-y thing. But they're on this |
... |
Please login to see the full transcript.
Disclaimer: The podcast and artwork embedded on this page are from WaitWhat, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of WaitWhat and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright Β© Tapesearch 2026.

