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:

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 freedom, too.

Got a topic you want us to unpack, business or not, send us a message and tell us why it matters to you.

See you next week, and remember, freedom is built one smart move at a time.

Well, the title says it all. Check out this episode for the Top 10 that Founders make when they Outsource on their Own. 

I’ve been in this industry for almost a decade and I’ve seen Founders make these mistakes over and over again when they choose to do DIY outsourcing. Of course, before they come to us.

There’s tons of nuances that go into it, and in this podcast, I share it all. This is a juicy behind-the-scenes episode, brought only by someone with our experience of hiring 500+ VAs, managers, and team members, and helping hundreds of clients over the years. 

I love talking about this topic because it helps me help Founders in our pursuit of living life and doing business on our own terms. That’s my vibe, always. And I’ll always root for you!

When you’re ready for some pros to get you out of this rut though, check out how you can grow your online business fast and easy with managed outsourcing here.

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