9 min · September 10, 2026
S-Corp vs C-Corp: The Election That Wrecks Your Cap Table
Jason and Maya go a few rounds on why the S-Corp election feels like free money until the day you try to raise, sell, or add a partner — and when a C-Corp actually earns its double taxation.
Jason: Okay, so I want to do this one because I get asked about it constantly, and almost everybody gets it backwards. People treat S-Corp versus C-Corp like it's a tax checkbox. It's not. It's a decision about who's allowed to own you.
Co-Host: Wait, hold on, before we go philosophical — can we just establish the basic thing? Because I think half the audience doesn't even know an S-Corp isn't a type of company.…
Full episode — transcript and audio — is a membership perk.
Startup Membership and above unlock this episode and the complete archive.
Join to Listen