Execs Who Run
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Episode 161 hr 4 min

Phoebe PincusDiscipline, Confidence, and the Running Cult

0:001:04:15

Show notes

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

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