My favorite interview questions from 100+ guests

**Lenny Rachitsky** (0:02)
Welcome to a very special episode of the podcast. Ever since I started this podcast, one of people's favorite segments continues to be the lighting round, and in particular, a question I ask guests around their favorite interview question that they like to ask candidates, and what they look for in a good answer. What we've done is we've picked my favorite interview questions that guests have shared. Out of over a hundred guests on the podcast, we've got 17 of my favorite interview questions, all combined in this one episode. You can use this episode anytime you are preparing to interview candidates, if you want to improve your existing interview questions, or if you're about to get interviewed and you want to prepare for the kinds of questions that you might get in the interview process.
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First up, we've got Eeke De Miliano. Eeke was head of product at Retool. She was also a PM at Stripe. Currently, she's actually starting her own company. And so here's Eeke sharing her favorite interview question.

**Eeke De Miliano** (3:36)
To what do you attribute your success and you can't say luck? Because I think humble people will always say luck in some way.
And I always kind of wanted to know, did you, like, how self-aware are you basically? And I think, and how curious are you? And I think people have really sort of gone back and reflected on why are they where they are today? Really, really says a lot about how they think about the world.

**Lenny Rachitsky** (3:58)
Next up, we've got Geoff Charles, head of product at Ramp and also just happens to be one of the most popular episodes of the podcast.

**Geoff Charles** (4:05)
Yeah, I asked, what's the hardest thing you've ever done?
And I asked that because working at Ramp is hard. I want to understand what hard means for them. I want to understand why it was hard. I want to understand how they overcame that difficulty, how they worked with other people to overcome that difficulty and how much agency they had in overcoming that. So it's a really good sign around what is difficulty to them and how much work they put into overcoming that.

**Lenny Rachitsky** (4:31)
Next up, we've got Shishir Mehrotra, CEO and co-founder of Koda.
Funny enough, we posted this exact clip to TikTok and Instagram Reels and it blew up. It's one of the most popular clips we've ever put on our channels. By the way, did you know I have a TikTok and an Instagram channel? Just look up Lenny's podcast on TikTok or Instagram. Anyway, with that, here's Shishir Mehrotra sharing his favorite interview question.