
Phoebe Pincus: Discipline, Confidence, and the Running Cult
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About this listen
Phoebe Pincus — COO of Startmate, co-founder of Cheeky Run Club, and marathon runner — joins Execs Who Run to share how running has transformed her approach to life and leadership. From ocean swims in Bronte to the cultural boom of run clubs post-COVID, Phoebe shows how running can be more than exercise — it can reshape identity, community, and confidence.
In this episode, we explore:
Why her Always Swim mantra is about more than just the ocean
The leap from Startmate Women Fellowship to COO
The founding story of Cheeky Run Club and the rise of running culture
Discipline, systems, and the myth of willpower
How running builds resilience and self-confidence in work and life
The lessons she’s learned from burnout, overtraining, and recovery
Her advice on balance, leadership, and doing hard things with joy
Quote from Phoebe:
“Discipline isn’t forcing yourself to do hard things — it’s building systems so the good things feel easy.” — Phoebe Pincus
Follow Phoebe Pincus:
Instagram: @cheekyrunclub
LinkedIn: Phoebe Pincus
Stay Connected with Jason & Execs Who Run:
Jason Hunt: LinkedIn | Instagram
Execs Who Run: LinkedIn | Instagram
Website: execswhorun.com
Join the community: Execs Who Run Strava Group