1. EachPod

The Loneliness of Entrepreneurship (And How We Survive It)

Author
Alexis Guttridge
Published
Sun 07 Sep 2025
Episode Link
https://shows.acast.com/dtermined-af/episodes/the-loneliness-of-entrepreneurship-and-how-we-survive-it

In this season finale of Dtermined AF, Alexis closes out Season 2 with someone who knows her best, her lifelong friend and fellow entrepreneur, Jocelyn Vassos.

Jocelyn isn’t just Alexis’s BFF; she’s a powerhouse running two thriving businesses: a sought-after wedding photography studio in the Berkshires  and a catering company that booked out in less than two years . But more than her résumé, Jocelyn represents the lifeline every entrepreneur needs, the voice on the other end of the phone who gets it when the weight of building something on your own feels like too much.


In this raw and unfiltered conversation, Alexis and Jocelyn pull back the curtain on:

  • The invisible loneliness of entrepreneurship (and why no one talks about it) 
  • The lifelines, friends, routines, and rituals that keep us sane 
  • Freedom vs. structure, and what it really takes to build a business that lasts 
  • How community, even when it feels terrifying, changes everything 


This isn’t an interview. It’s the kind of conversation usually kept behind closed doors, two women navigating ambition, burnout, growth, and what it really means to keep showing up when you feel like tapping out.


As we wrap Season 2, this episode is both a love letter and a reminder: you don’t have to do this alone ❤️

Special thanks to Jocelyn Vassos. Follow her work and her journey to see what determination looks like in action.


Dtermined AF is your weekly permission slip to get real, get raw, and rewrite your story. Hosted by Alexis, multi-6-figure mentor, truth-teller, and hype woman for your next chapter, this podcast lights a fire under your fear and fuels your f*ck yes 🔥


Catch up on all of Season 2 and stay tuned for what’s next.

Follow us on Instagram: @dtermined.af


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