First, Jason plays "Guess the Fake Startup" (1:30). Then, Jason interviews four founders he invested in (12:50): David Park from Jenni.ai about computer copywriting assistants (18:08), Samuel Spitz from Wearloom on aggregating the resale marketplace shopping experience (28:11), Sudhama Bhatia from Track about his premium calendar client (40:35) and Marie Ng from Llama Life on building a time-based productivity tool (51:05). To wrap up the show, we have an "OK Boomer" segment where Producer Rachel talks with Gen Z marketer Erifili Gounari (01:13:25)