In this episode of convos.dev, Jess and Chris dive into the world of hiring and interviewing for tech roles. Chris shares what he's learning from screening 300+ applicants for a technical writer role at Resend — from red flags in applications to the culture-fit questions he's found most revealing. Jess brings the skeptic's take, drawing on her experience with mock interviews and candidates who game the system. They also discuss AI in interviews, the difficulty of predicting long-term fit, and why hiring is one of the most expensive decisions a startup makes. Plus: a rant about the lack of good AI slide tools, Claude Island, and some fun show & tell.