[PREVIEW] Why “Making It” Doesn’t Feel Like You Think It Will (with guest Rachel Frey) episode artwork

EPISODE · Mar 31, 2026 · 5 MIN

[PREVIEW] Why “Making It” Doesn’t Feel Like You Think It Will (with guest Rachel Frey)

from Circling Back

It’s episode three… so naturally we’re spiraling a little:have we actually made it yet?In this Café Club exclusive episode, I sit down with Rachel Frey to unpack a question that keeps coming up (on rides, in conversations, and honestly… in my own head):When do you actually feel like you’ve made it?And why do the people who “have” never talk like they have?We get into:the pressure of chasing outcomes in sport + lifewhy “making it” might be a feeling instead of a milestonehow performance-based identity can lead to burnoutwhat elite athletes actually focus on (and why it’s different than you think)how to shift toward a process-driven mindset without losing ambitionThere’s some research, some real talk, a little oversharing… and a conversation that honestly left me rethinking how I show up every day.If you’ve ever felt like you’re not there yet, this one’s for you.This episode is for Café Ride Club members onlyIf you want the full conversation (and the good stuff), come join us on Patreon.

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[PREVIEW] Why “Making It” Doesn’t Feel Like You Think It Will (with guest Rachel Frey)

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