Alex Weber- Marketing & DesignVery interesting (and close to heart) stories about how people start their startups, what makes them go on and how they make it work.
John Amadeo- CS Major at YaleHearing about Justin Kan and co.'s crazy startup story from selling their first company on eBay to selling Twitch to Amazon for ~$1B was incredible!
Ish Baid- I build thingsI don't know another podcast that conveys how hard building a company really is than StartUp. The amazing thing about StartUp is that you get a deep insight into the founder's personal lives and what they're thinking through every step of the journey. All the episodes are flawlessly edited and the stories never cease to amaze me.