I Loved My Job, Hated My Life with Alex and Karla Booth episode artwork

EPISODE · Dec 1, 2025 · 35 MIN

I Loved My Job, Hated My Life with Alex and Karla Booth

from Remote and Rich: Outsourcing and Remote Work Made Smarter (The Proximity Outsourcing Knowledge Suite) · host Alex and Karla Booth

In this episode, Alex and Karla Booth open up about the side of success no one talks about: what it feels like to finally get the dream job, the dream income, the dream city, and still feel completely stuck. Alex shares his journey from Microsoft to Amazon, where he had everything he thought he wanted (a great salary, a beautiful Seattle life, a prestigious role, and a clear path upward), but inside he felt trapped. He talks about the exact moment he realized he loved his job but hated his life, and why staying on that path would have cost him more than it gave. Karla reflects on watching Alex’s inner shift happen in real time, why so many "high achievers" hit this invisible wall, and what it really takes to admit that something isn’t working, even when it looks perfect on paper. Together, they break down the emotional, psychological, and practical turning points that pushed them toward remote work, freedom, and a life designed intentionally. In this episode, you’ll learn: The illusion of the dream job. How achievement, promotions, and prestige can mask deep dissatisfaction and loneliness. Why so many people love their work but hate the life attached to it: The commute, the weather, the isolation, the burnout, and the cost of living that slowly wear you down. The pivotal moment that made Alex walk away from corporate life: What happened on that bus ride home and why it changed everything. How to recognize when it’s time to leave, even if everything looks "good enough": Signs your lifestyle is draining you even when your career is thriving. Why freedom isn’t about quitting your job, but about choosing your life: The mindset shift that helped Alex and Karla rebuild their careers on their own terms. The unexpected clarity that comes from stepping away from a path that no longer fits you: How Alex finally understood who he was outside of corporate identity and why that changed how he works today. Alex and Karla also share intimate, raw moments from this season of transition (from burnout weekends to long commutes to feeling like life only existed on Saturdays). Their stories offer an honest look at what it’s like to outgrow a life you worked so hard to build, and why choosing yourself isn’t selfish but necessary. If you’ve ever wondered what it really feels like to look successful on the outside while struggling internally, this episode will feel like a deep exhale. Listen now on Spotify: https://open.spotify.com/RichandRemote Follow Alex and Karla: Alex Booth: LinkedIn: Alexander Booth - Huckleberry Consulting | Facebook: GetCSM  Karla Singson: Instagram: @karlastefan | Facebook: Karla Singson | LinkedIn: Karla Singson Big thanks to our sponsors ​Proximity Outsourcing​, ​Huckleberry Consulting​, and ​GetCSM for making this episode possible! If you enjoyed this episode, leave us a review and share it with someone chasing f...

In this episode, Alex and Karla Booth open up about the side of success no one talks about: what it feels like to finally get the dream job, the dream income, the dream city, and still feel completely stuck. Alex shares his journey from Microsoft to Amazon, where he had everything he thought he wanted (a great salary, a beautiful Seattle life, a prestigious role, and a clear path upward), but inside he felt trapped. He talks about the exact moment he realized he loved his job but hated his life, and why staying on that path would have cost him more than it gave. Karla reflects on watching Alex’s inner shift happen in real time, why so many "high achievers" hit this invisible wall, and what it really takes to admit that something isn’t working, even when it looks perfect on paper. Together, they break down the emotional, psychological, and practical turning points that pushed them toward remote work, freedom, and a life designed intentionally. In this episode, you’ll learn: The illusion of the dream job. How achievement, promotions, and prestige can mask deep dissatisfaction and loneliness. Why so many people love their work but hate the life attached to it: The commute, the weather, the isolation, the burnout, and the cost of living that slowly wear you down. The pivotal moment that made Alex walk away from corporate life: What happened on that bus ride home and why it changed everything. How to recognize when it’s time to leave, even if everything looks "good enough": Signs your lifestyle is draining you even when your career is thriving. Why freedom isn’t about quitting your job, but about choosing your life: The mindset shift that helped Alex and Karla rebuild their careers on their own terms. The unexpected clarity that comes from stepping away from a path that no longer fits you: How Alex finally understood who he was outside of corporate identity and why that changed how he works today. Alex and Karla also share intimate, raw moments from this season of transition (from burnout weekends to long commutes to feeling like life only existed on Saturdays). Their stories offer an honest look at what it’s like to outgrow a life you worked so hard to build, and why choosing yourself isn’t selfish but necessary. If you’ve ever wondered what it really feels like to look successful on the outside while struggling internally, this episode will feel like a deep exhale. Listen now on Spotify: https://open.spotify.com/RichandRemote Follow Alex and Karla: Alex Booth: LinkedIn: Alexander Booth - Huckleberry Consulting | Facebook: GetCSM  Karla Singson: Instagram: @karlastefan | Facebook: Karla Singson | LinkedIn: Karla Singson Big thanks to our sponsors ​Proximity Outsourcing​, ​Huckleberry Consulting​, and ​GetCSM for making this episode possible! If you enjoyed this episode, leave us a review and share it with someone chasing f...

NOW PLAYING

I Loved My Job, Hated My Life with Alex and Karla Booth

0:00 35:35

No transcript for this episode yet

We transcribe on demand. Request one and we'll notify you when it's ready — usually under 10 minutes.

Frequently Asked Questions

How long is this episode of Remote and Rich: Outsourcing and Remote Work Made Smarter (The Proximity Outsourcing Knowledge Suite)?

This episode is 35 minutes long.

When was this Remote and Rich: Outsourcing and Remote Work Made Smarter (The Proximity Outsourcing Knowledge Suite) episode published?

This episode was published on December 1, 2025.

What is this episode about?

In this episode, Alex and Karla Booth open up about the side of success no one talks about: what it feels like to finally get the dream job, the dream income, the dream city, and still feel completely stuck. Alex shares his journey from Microsoft to...

Can I download this Remote and Rich: Outsourcing and Remote Work Made Smarter (The Proximity Outsourcing Knowledge Suite) episode?

Yes, you can download this episode by clicking the download button on the episode player, or subscribe to the podcast in your preferred podcast app for automatic downloads.
URL copied to clipboard!