In this candid conversation, Jack Altman (Alt Capital) drops his guard and shares what it's really like being a VC - and Sam Altman's brother. From comparing investor-founder relationships to dating ("board members outlast executives") to revealing who the family IT guy was growing up, Jack brings refreshing honesty to startup investing. He breaks down why he started his podcast simply because "it would be fun," admits he's "lower disciplined," and explains his people-first investment philosophy: "I'm not waiting for the pitch, I'm waiting for people." Jack also tackles the big AI questions everyone's asking. He predicts agents will be everywhere but argues the space won't be winner-take-all, using a brilliant payroll industry analogy to explain why multiple AI companies can thrive simultaneously. Plus his brutally honest take on market sizing ("we all suck at trying to guess how big a market's gonna actually be") and why he's deliberately keeping his fund small while others chase billions. Whether you're building a startup or just curious about Silicon Valley family dynamics, this episode delivers insights you won't hear anywhere else.