Segment 15 of 16 · 1:00:03–1:05:50

Punk Rock Entrepreneurship and Student Debt

Jason Calacanis advises a student on punk rock entrepreneurship and managing student debt.

From Open source is going to win it all: Harvey proves it | E2328 · Aug 21, 2026

Key points

  • Ethan, a student, discusses his self-driving golf cart project.
  • Jason Calacanis shares punk rock philosophy as a metaphor for entrepreneurship.
  • Ethan is advised to use AI to 'speedrun' uninteresting courses.
  • Jason suggests a strategy for managing student debt through equity.
  • Ethan considers the impact of AI on education and work.

What they discussed

In this chapter, Jason Calacanis engages in a conversation with a student named Ethan about his self-driving golf cart project and the entrepreneurial spirit. Jason uses the analogy of punk rock to describe a no-fear approach to entrepreneurship, where one is willing to break the rules and take risks.,Jason also discusses the changing landscape of education and work, where AI is being used to 'speedrun' through uninteresting or less important tasks, allowing individuals to focus on what they truly care about. He suggests that this approach is not just limited to students but is also prevalent in the adult workforce.,The conversation touches on the issue of student debt, with Jason offering a practical tip on how Ethan might manage his debt by selling a portion of his common shares in a startup to reduce his anxiety and allow him to focus fully on his entrepreneurial endeavors.,Ethan reflects on the role of AI in education, noting that it provides access to a superhuman level of expertise across various fields, which should be an exciting prospect for young people.

Mentioned in this segment

PeopleJason CalacanisEthan
TopicsEntrepreneurshipPunk RockStudent DebtArtificial IntelligenceEducation

Links

Transcript of this segment

>> flight. And then if you're in the Stanford area, >> okay, >> you can come check it out. >> How did you uh how did you get uh Jensen to take a ride? How did you uh finagle that one of your props? >> Uh >> or your Well, he kind of he was speaking on campus and so we basically uh waited outside the lecture and said, "Hey, we built a self-driving golf cart. That's my guy. That's my guy. Ethan is learning the startup lesson. >> All these guys like >> punk rock. Ethan, punk rock was a style of music >> in [laughter] the 70s. And what punk rock people did is they didn't give an F >> and they would just go do stuff. The Clash. Have you heard of this band, The Clash? Be honest, Ethan. >> I haven't. No. >> It's killing me. >> I'm going to blow your mind, Ethan, right now. >> You probably heard London calling and just doesn't know that's the Clash. You and this is going to score you a lot of points. When you throw a party and you meet girls at some point, this is going to happen for you at Stanford. You're going to throw a party, meet some girls or guys, whatever you into. They, them, no judgments. I know it's a whole thing. They they don't want it. >> But you're going to get an album and vinyl and you're going to get the clash London calling >> and just you just do a Google search or you do your LLM search, go down the rabbit hole, >> the kids, they want pink panthrists or something and then I want you to DJ >> and I want you to just play Rock the Casbar London Calling and then when you meet a chick or a guy, whatever you're into, no again, no judgments here. I know it's like 2026. whatever you're into. Um, I want you to just say like, "Yeah, just I'm in kind of in my Clash area. I'm reading that. I want you to get the London Calling." Put up London Calling and I want you to get the original vinyl. Spend like 30 bucks on it. I want you to get a t-shirt. Don't play it. I want you to get me the cover of London. >> We're not We're going to get uh >> Well, we can show a little bit, but >> it's going to get us in trouble. Yeah. >> Uh, and I'm telling you, Ethan, you're going to listen to this while you're coding. It's going to break your brain. You're going to be able to code 40% better listening to the class. Show the album cover. London Calling. >> Does Jacob not know? Jacob might not know what you're talking about. >> Jacob's like tining the >> I might I might There's the >> You see this San Francisco? >> Yes. You see the You see the art direction of this and he's smashing it? >> That's you in your startup. That is you intercepting Jensen. You're punk rock. Okay. You You're willing to break the rules. You don't give an F. You're willing to smash your guitar on stage and just let out all your emotions. The Clash London calling coming at you on a two for Tuesday. Yeah. All right, Ethan, get back to work. And yeah, is everybody cheating on their with uh AI? >> Tell me about the cheating. Not not you, but other people. >> I think there needs to be a real working of the educational system. I think it's evolved to the point where people kind of do the work that they want to do and they kind of pick and choose what parts of >> education they want to get out of it. >> Um, so I think it's a lot different than how it was before. >> So if they if they're not into this course, they just AI speedrun it. >> If they love the topic, they're like, I'm going to go acoustic and I'm going to really learn it. Is that what you're telling me? >> Yeah, I think for the most part that's >> Can I be honest, Jason? I I was already old. Like by college I was sort of like that too. Like it was pretty easy. Some of these courses you could sort of like microbiology I wasn't super into it. You could just kind of figure out what was going to be. >> But you didn't have the tools to get an A in it. You you would kind of cruise to a B. >> Like a B a B+. Yeah. I could a B. These kids can just you know speedrun it either way. >> It wasn't like having claw. It was still like I had to do some of it myself. >> Yeah. >> You know what I take from that, Ethan? The kids will be all right. I think the kids will be okay because here's the thing. >> Yeah. That's what adults are doing. They're like, "This job is completely effing boring. My boss wants me to do a TPS report." That's an Office Space, a really good movie that you should see. Um, and they're just like, "I'll just speedrun this, give it to my boss, have write some sickopantic answer, you know, ask my boss three questions, tell him it's brilliant, and then I'll actually do the work at work I actually like." Well, just everybody does that. You route around the stuff you don't like. You don't do your chores. And uh, you pay somebody to do your chores. In this case, AI. I like it. The kids will be all right. Ethan, thanks for the honesty. >> I think Yeah, I think we live in a world where every young person has access to a superhuman software engineer, mathematician, expert in medicine, physics, all at the same time. So, if that doesn't fire you up as a young person, I don't know what will. >> Yeah, it should fire. What are you going to do with this $300,000 in debt you're going into? What's your plan there to pay it back? Well, you got some scholarships. You look smart enough to get a scholarship. How much in debt do you think you'll be when you get out of this ballpark? >> Uh, it depends on how many uh how many self-driving golf carts are built. Yes, >> I'm going to give you a secret. When you go raise your round, here's what I want you to say. I'm going to give you the script, okay? Don't tell your uncle Jason said this. Unk is going to give you some advice. You're closing that $3 million seat around. Here's what I want you to say. Listen, I want to give it all my energy. I got a little anxiety. This is like thing over here. My my my tuition, it's 140k. When we do the 3 million, would it be okay if I just sold 100k in secondary of my common shares to take it from 140 down to 40 so I'm not anxious about that? I can put my whole effort in. Boom. That becomes the ticket price to get in to your, you know, >> there you go, >> to your new company. >> That's a tactical and practical tip, right? >> There's a tactical and practical. >> That's very tactical. >> Here's how to manipulate your seed investors. All right, brother. Good luck with everything and uh yeah, when I'm next on campus. I'll be on campus in January possibly. >> Apparently, this is where you have to hang out now, Jason. If you want >> that's not a that's not now. That's always been >> if you want flow, you got to just be hanging out. If you go to GSB, >> if you if you wind up going GSB route,