Randall and Chad get personal in this wide-ranging conversation about work — where it starts, what it means, and where it's headed. They kick things off with a heartfelt moment, as Randall thanks Chad for being a steady friend through a difficult divorce, touching on resilience, community, and the value of having people in your corner.

From there, the guys trade first-job stories — Chad's memorable stint at McDonald's (complete with a missing $100 bill mystery), and Randall's fruit market mentor Nino Salvaggio, who handed out ice-cold Cokes as rewards and taught him to show rather than tell. Along the way, Chad reveals his unlikely childhood hero: R2-D2, the ultimate loyal utility player and OG hacker.

The conversation turns to Randall helping his son build his first CV, and what today's job market looks like for the next generation — spoiler: those jobs haven't been invented yet. They also dig into how AI is reshaping creative work right now, and why the fundamentals of work ethic, good bosses, and trusting your instincts never really change.

Equal parts nostalgic and forward-looking, this one's for anyone who remembers their first paycheck — and anyone raising a kid who's about to earn theirs.