EXECS WHO RUN

Episode #16: Phoebe Pincus — Discipline, Confidence, and the Running Cult


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Today’s guest is Phoebe Pincus — COO of Startmate, co-founder of Cheeky Run Club, marathon runner.

In This Episode:

[00:03:00] Phoebe’s “Always Swim” mantra and what it means beyond Bronte.

[00:06:00] From Women Fellowship participant to COO at Startmate.

[00:09:00] The founding story of Cheeky Run Club and rebranding running.

[00:13:00] The cultural boom of running post-COVID.

[00:15:00] Is running really a cult?

[00:17:00] Phoebe’s running origin story — from casual loops to marathons.

[00:23:00] Discipline, systems, and the myth of willpower.

[00:32:00] How running builds self-confidence through daily practice.

[00:37:00] The overlap between resilience, stress management, and running.

[00:55:00] Lessons from burnout, overtraining, and learning to “earn the right” to do more.

[00:58:00] Phoebe’s top advice for life, leadership, and running.

Pull Quote:
“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

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