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About This Podcast
Have you ever felt stuck, trapped, and unhappy, wishing for a way out?
Did you check all the boxes, climb the ladder, and realize you weren't happy?
101 Ways Out exists for that moment.
In this series, I interview people from all walks of life who got to that exact point and realized they could take action to build the life of their dreams.
My goal is to share their stories to inspire you to do the same.
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Recent Episodes
Way Out #17: From Pastor to Serial Entrepreneur with Keith Davenport
If you wanted to script the ultimate story of a radical life pivot, you would be hard-pressed to write something more dramatic than Keith Davenport’s journey. From a conservative evangelical pastor…
Way Out #16: From Corporate Publishing to Soul Blueprints with Alisa Messeroff
When Alisa Messeroff was three years old, she had her first spirit visitation—a presence at the foot of her bed that she found magical, but which terrified her overprotective mother, who told her she…
S1E15 Way Out #15: From Startup Toxicity to Building a Balanced Life with Anna Duin
Anna Duin spent 11 years doing marketing at startups — always doing the work of multiple people for the price of one. She navigated layoffs, negotiated flexible hours, and went through two terrifying…
S1E14 Way Out #14: Leaving a $200K Salary to Build an Indoor Dog Park with Devon Brown
“I did the math on how many years until retirement and said f*** that.”Devon Brown spent a decade climbing the corporate ladder — leading massive projects, earning six figures, and waking up every…
S1E13 Way Out #13: From 25 Years in Corporate PR to Building an Agency on His Terms with John McCartney
After dedicating 25 years to the fast-paced public relations industry across New York and San Francisco, John McCartney realized his career had plateaued and he was no longer feeling challenged. When…
S1E12 Way Out #12: She Left Corporate Innovation to Build a Human-Centered Business with Ari DeGrote
We are often told that if you work hard, follow the rules, and land a great corporate job, you will ultimately feel fulfilled. But what happens when you reach that milestone and realize you feel…
S1E11 Way out #11: She Left Corporate and Her Marriage to Build the Impossible With Sarah Hartenberger
What do you do when you're frustrated by a broken system? If you're Sarah Hartenberger, you spend five years becoming the expert who fixes it. Sarah came from the world of corporate market research —…
S1E10 Way Out #10: From High Control Religion to Freedom Abroad With Andie Eggimann
"Every time I left America, I felt like I was coming up for air."Andie Eggiman spent over a decade in a high-control religious environment — one that slowly dismantled her confidence, buried her…
S1E9 Way Out #9: From $400 in the Bank to Retired at 40 with Aaron McHone
"Ultimately, I want peace." After 13 years at USAA, Aaron reached a point most people only dream of: he retired at 40. He didn't win the lottery or inherit a fortune; he and his wife spent years…
S1E8 Way Out #8: From High-Tech Success to Micro-School Magic: How Lauren Tarpley Found Her "Ikigai"
"I am elated with 97% of my life."Lauren Tarpley says this without hesitation.After a 20-year career in tech strategy and customer success, a breast cancer diagnosis at 34, six rounds of chemo,…
S1E7 Way Out #7: From Emmy-Winning Producer to Entrepreneur and Puppeteer with Lisa Weiss
She was an Emmy-winning producer at the pinnacle of her industry. Then, she lost it all and found something better.Lisa Weiss spent nearly two decades mastering the art of storytelling on some of…
S1E6 Way Out #6: From Rising Star in Logistics Management to Nomad with Taylor Surdyke
On paper, Taylor Surdyke had it all: the husband, the suburban house, and a rising career in logistics management. But deep down, she knew something was wrong. In this episode, Taylor shares the…
S1E5 Way Out #5: From Corporate Art Director to Watercolor Artist with Ken Stanek
Interested in learning how to manifest a layoff and start a creative career? You're in the right place.Ken Stanek spent 20 years in corporate design jobs that sucked the soul out of him. From DIRECTV…
S1E4 Way Out #4: From “Strong at All Costs” to Truly Alive with Dr. Risa Stein
Most of us are taught that strength means pushing through, never complaining, and achieving at all costs. But what happens when that definition of "success" nearly kills you?In this episode, we sit…
S1E3 Way Out #3: From a 6,000 Sq Ft House to Worldschooling in Spain with Jane Hermstedt
Do you think you need a massive passive income stream or a trust fund to quit your corporate job and move abroad? Jane Hermstedt is here to prove you wrong.Jane didn't leave her Director role at AMC…
S1E2 Way Out #2: From Praying to Get Fired to Quadrupling Her Income with Christine Bridger
Have you ever sat at your desk and secretly prayed to get laid off?For 20 years, Christine Bridger did everything right. She climbed the executive ladder at massive agencies like Digitas and…
S1E1 Way Out #1: Corporate Ladder to Costa Rican Freedom with Mike Messeroff
From corporate career to Caribbean clarity—why Mike Messeroff walked away from “having it all.”What happens when you follow the rules, hit every milestone, and still feel empty?In this first episode…
Frequently Asked Questions
101 Ways Out has published 17 episodes since January 2026, covering topics in Business, Careers.
101 Ways Out is currently highly active with new episodes weekly. Average episode length is 1h 11m.
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