I'd like to hear more failure stories, which could mean startups that imploded spectacularly, but could also mean successes that weren't as big as expected (aquihires, shut downs after an aquisition, etc.) As mentioned elsewhere in the comments, most startup stories have heavy survivorship bias involved, and as a result end up with the same lessons.
It'd also be cool to see some more technology focused interviews, specifically focusing on how technical founders or CTOs built their original prototypes or MVPs and the technical decisions made on the path to get the startup where it is today, although I understand that being completely out of scope for a business focused podcast.
As a black man I'd like to hear from black founders, and other founders that might encounter bias (women, international founders, etc.) about unique challenges they've dealt with, especially when it comes to raising money.
The interviews on the podcast have been interesting and inspiring, but they tend to lack useful actionable information beyond the same generic advice you can get anywhere (talk to users, focus on growth, etc.) I'd like to see more actionable problem solving advice and less about how great a particular startup is or how lucky a particular group of founders was.