
Sign up to save your podcasts
Or


💔 What happens when you have everything on paper but feel completely empty inside?
In this week's episode, I sit down with Anna Fishman, founder of Olegana Travel Boutique, who shares her powerful journey from postpartum depression and corporate burnout to building a thriving travel business. We talk about the moment she knew something had to change, the scary conversation with her husband about quitting her six-figure job, and why living on four hours of sleep while chasing your passion feels more alive than checking boxes in a cubicle. If you've ever wondered "is this all there is?" while drowning in responsibilities - this conversation is for you. 🫶🏻
🔑 WHAT WE COVER:
➡The reality of postpartum depression no one talks about and how it became Anna's wake-up call
➡Why having everything "right on paper" can still feel completely wrong in your heart
➡The terrifying moment she asked her husband if she could quit her corporate job
➡How to start a business when no one in your family is an entrepreneur
➡Why "innovate, don't invent" changes everything about starting something new
➡The power of having just ONE person in your corner who believes in you
👉 THIS WEEK'S ACTION STEP: Ask yourself: If the real world pressures didn't exist - no mortgage, no expectations, no "shoulds" - what would you do with your life? Write down the immediate answer that comes to you. That's your truth talking.
✨Want to explore this question with support and clarity? Join me January 31st for The Midlife Reset Workshop - an intimate, in-person morning where we'll create the space you need to figure out what YOU actually want and how to make 2026 the year you stop checking boxes and start living intentionally: https://alluring-fog-205.myflodesk.com/dmsm6zh9cm
Limited spots available.
✈️ Checkout the trip lineup on the Olegana Travel Boutique website: https://oleganatravelboutique.com/
*Remember to mention “Peace & Plenty” for $100 off your next travel booking with Anna!
🔔 SUBSCRIBE to get new episodes every Wednesday - your midweek reminder that it's never too late to follow what makes you feel alive✨
By Jeannine Deramo💔 What happens when you have everything on paper but feel completely empty inside?
In this week's episode, I sit down with Anna Fishman, founder of Olegana Travel Boutique, who shares her powerful journey from postpartum depression and corporate burnout to building a thriving travel business. We talk about the moment she knew something had to change, the scary conversation with her husband about quitting her six-figure job, and why living on four hours of sleep while chasing your passion feels more alive than checking boxes in a cubicle. If you've ever wondered "is this all there is?" while drowning in responsibilities - this conversation is for you. 🫶🏻
🔑 WHAT WE COVER:
➡The reality of postpartum depression no one talks about and how it became Anna's wake-up call
➡Why having everything "right on paper" can still feel completely wrong in your heart
➡The terrifying moment she asked her husband if she could quit her corporate job
➡How to start a business when no one in your family is an entrepreneur
➡Why "innovate, don't invent" changes everything about starting something new
➡The power of having just ONE person in your corner who believes in you
👉 THIS WEEK'S ACTION STEP: Ask yourself: If the real world pressures didn't exist - no mortgage, no expectations, no "shoulds" - what would you do with your life? Write down the immediate answer that comes to you. That's your truth talking.
✨Want to explore this question with support and clarity? Join me January 31st for The Midlife Reset Workshop - an intimate, in-person morning where we'll create the space you need to figure out what YOU actually want and how to make 2026 the year you stop checking boxes and start living intentionally: https://alluring-fog-205.myflodesk.com/dmsm6zh9cm
Limited spots available.
✈️ Checkout the trip lineup on the Olegana Travel Boutique website: https://oleganatravelboutique.com/
*Remember to mention “Peace & Plenty” for $100 off your next travel booking with Anna!
🔔 SUBSCRIBE to get new episodes every Wednesday - your midweek reminder that it's never too late to follow what makes you feel alive✨