For over a year, former colleagues have been sending Kelly and Pia the same questions. How did you actually start Cuore? How did you land your first client? How did you know it was time to leave a stable career and bet on yourself? In this Q&A episode, they turn the mic on themselves and answer all of it.
What comes out is an honest look at the leap most people only think about. Kelly shares the "stop being half in" conversation with Dave Clark that pushed her to commit, and Pia retells the breakfast-taco talk with her dad, who called corporate stability "a false sense of security" and warned that the right partnership comes once. They get specific about the parts nobody warns you about too: the comp and HR expertise you undervalue until it's yours to build, learning taxes across two states, setting boundaries when the work never technically ends, and doing every single task yourself, right down to the printer paper.
If you're a mid-career professional wondering "could I do this?", this is the episode that answers. You'll walk away with a clearer picture of what starting something actually looks like, why side quests matter more for achievers than they think, and what it means to raise the next generation to see more than one path. Listen now, and subscribe to Well Said so you don't miss what Kelly and Pia get into next.
Timestamps:
• 0:00 — Two years in: why old colleagues keep reaching out
• 2:17 — Landing the first clients before you had any proof points
• 5:22 — The "stop being half in" push from Dave Clark
• 7:08 — Pia's dad, breakfast tacos, and "a false sense of security"
• 9:33 — What nobody prepares you for: comp, equity, and HR
• 13:27 — Running your own business means you do all the tasks
• 16:11 — Learning to set boundaries when the work is yours
• 19:02 — What their kids are learning from watching them bet on themselves
• 21:26 — Side quests, and why drivers and achievers need them most
• 25:24 — The gift of being naïve: Pia's one-way ticket to New York