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EXECS WHO RUN

Phoebe Pincus: Discipline, Confidence, and the Running Cult

14 Sep 2025

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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 oceanThe leap from Startmate Women Fellowship to COOThe founding story of Cheeky Run Club and the rise of running cultureDiscipline, systems, and the myth of willpowerHow running builds resilience and self-confidence in work and lifeThe lessons she’s learned from burnout, overtraining, and recoveryHer advice on balance, leadership, and doing hard things with joyQuote from Phoebe:“Discipline isn’t forcing yourself to do hard things — it’s building systems so the good things feel easy.” — Phoebe PincusFollow Phoebe Pincus: Instagram: @cheekyrunclubLinkedIn: Phoebe Pincus Stay Connected with Jason & Execs Who Run: Jason Hunt: LinkedIn | InstagramExecs Who Run: LinkedIn | InstagramWebsite: execswhorun.comJoin the community: Execs Who Run Strava Group

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