Designed to GlideWell

The Truth About Freedom, Burnout & Building a Life You Actually Want.

1 h 22 min · Eilen
jakson The Truth About Freedom, Burnout & Building a Life You Actually Want. kansikuva

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Have feedback or a topic you want to hear about, let us know by sending us a direct message! [https://www.buzzsprout.com/1941961/fan_mail/new] What does freedom actually look like after you leave the 9–5? In this episode, we sit down with Cassidy & Aaron for one of the most honest conversations we’ve had yet about entrepreneurship, burnout, relationships, identity, health, social media, Airbnb investing, and building a life that actually feels good to live. From quitting corporate jobs and living in a van, to building a real estate portfolio and navigating the pressure of constantly chasing “more,” this conversation dives deep into the reality behind the dream life people see online. We talk about:  — Leaving corporate burnout behind  — Building a business with your partner  — Codependency in entrepreneurship  — Fitness, sobriety & identity shifts  — Why social media changed their lives  — Feeling guilty after achieving freedom  — Airbnb investing in today’s market  — AI, creativity & the future of business  — Learning how to slow down and enjoy the life you worked for This episode is for anyone who feels stuck between ambition and peace… and is trying to figure out how to build both.  Hosted by Ethan Glidewell [https://www.instagram.com/r.e.glidewell23/] & Sarah Glidewell [https://www.instagram.com/sarahkarwell/]  You can view the video & audio version on our Youtube Channel [https://www.youtube.com/@thekarwells]  Thanks for listening!

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jakson The Truth About Freedom, Burnout & Building a Life You Actually Want. kansikuva

The Truth About Freedom, Burnout & Building a Life You Actually Want.

Have feedback or a topic you want to hear about, let us know by sending us a direct message! [https://www.buzzsprout.com/1941961/fan_mail/new] What does freedom actually look like after you leave the 9–5? In this episode, we sit down with Cassidy & Aaron for one of the most honest conversations we’ve had yet about entrepreneurship, burnout, relationships, identity, health, social media, Airbnb investing, and building a life that actually feels good to live. From quitting corporate jobs and living in a van, to building a real estate portfolio and navigating the pressure of constantly chasing “more,” this conversation dives deep into the reality behind the dream life people see online. We talk about:  — Leaving corporate burnout behind  — Building a business with your partner  — Codependency in entrepreneurship  — Fitness, sobriety & identity shifts  — Why social media changed their lives  — Feeling guilty after achieving freedom  — Airbnb investing in today’s market  — AI, creativity & the future of business  — Learning how to slow down and enjoy the life you worked for This episode is for anyone who feels stuck between ambition and peace… and is trying to figure out how to build both.  Hosted by Ethan Glidewell [https://www.instagram.com/r.e.glidewell23/] & Sarah Glidewell [https://www.instagram.com/sarahkarwell/]  You can view the video & audio version on our Youtube Channel [https://www.youtube.com/@thekarwells]  Thanks for listening!

Eilen1 h 22 min
jakson From Survival Mode to Multiple Businesses in 3 Years kansikuva

From Survival Mode to Multiple Businesses in 3 Years

Have feedback or a topic you want to hear about, let us know by sending us a direct message! [https://www.buzzsprout.com/1941961/fan_mail/new] What happens when you leave everything behind, move to a new country with almost nothing, and bet on yourself anyway? In this episode, Fede and Caro share their raw journey from Argentina to America — from making $3.50 an hour and cleaning apartments for cash, to building multiple businesses in just a few years. They open up about entrepreneurship, ADHD, AI, creativity, risk-taking, scarcity mindset, and why they still believe the American Dream is alive. This conversation dives deep into: *  Building businesses from the ground up  *  The reality behind hustle culture  *  Neurodivergence as a superpower  *  Why creativity may survive AI  *  The mindset shift that changed everything  *  Immigrant perspective on opportunity in America  *  Mental health, fear, ambition & resilience  A real, honest conversation about what it actually takes to create a life you once only imagined.  Hosted by Ethan Glidewell [https://www.instagram.com/r.e.glidewell23/] & Sarah Glidewell [https://www.instagram.com/sarahkarwell/]  You can view the video & audio version on our Youtube Channel [https://www.youtube.com/@thekarwells]  Thanks for listening!

11. touko 202655 min
jakson We thought 10 Airbnbs would make us rich… turns out, one business could do it faster. kansikuva

We thought 10 Airbnbs would make us rich… turns out, one business could do it faster.

Have feedback or a topic you want to hear about, let us know by sending us a direct message! [https://www.buzzsprout.com/1941961/fan_mail/new] This episode dives into a major mindset and strategy shift—from building wealth through Airbnb and real estate to focusing on acquiring cash-flowing businesses. The hosts reflect on their journey: starting with short-term rentals as a path to financial freedom, only to realize that real estate—while valuable—is slower, capital-intensive, and heavily reliant on equity rather than immediate income. After conversations with mentors and analyzing real numbers, they uncover a key insight: buying established businesses can generate significantly higher and faster cash flow than building or scaling real estate portfolios. They break down: *  Why many investors are pivoting from real estate to business acquisition  *  The difference between being “equity-rich” vs. “cash-flow rich”  *  How buying an existing business removes the grind of starting from zero  *  The surprising opportunities in “boring” service-based businesses (like plumbing, street sweeping, etc.)  *  The impact of AI on jobs—and why owning businesses may be the safest long-term move  The episode also highlights the power of social media in creating unexpected opportunities and emphasizes a key mindset shift:  👉 You don’t need to know everything—you just need to be willing to lead and figure it out. Overall, it’s a raw, honest conversation about evolving financial strategies, risk, and building wealth in a rapidly changing economy. Hosted by Ethan Glidewell [https://www.instagram.com/r.e.glidewell23/] & Sarah Glidewell [https://www.instagram.com/sarahkarwell/]  You can view the video & audio version on our Youtube Channel [https://www.youtube.com/@thekarwells]  Thanks for listening!

29. huhti 20261 h 2 min
jakson Are We Going To Jail? (How We Got Here Pt. 2) kansikuva

Are We Going To Jail? (How We Got Here Pt. 2)

Have feedback or a topic you want to hear about, let us know by sending us a direct message! [https://www.buzzsprout.com/1941961/fan_mail/new] In Episode 2 of Designed to Glidewell, we’re continuing the story—and this is where things get even more real. Just as we started to find our footing in the Airbnb world, everything shifted. Regulations tightened. Neighbors started paying attention. And what once felt like momentum quickly turned into legal battles we never saw coming. We’re sharing what it actually looked like to navigate lawsuits, deal with the pressure of community pushback, and make the difficult decision to sell some of our properties. This episode is about more than just real estate—it’s about risk, resilience, and the parts of entrepreneurship that no one talks about. The moments where you’re forced to pivot, protect what you’ve built, and decide what’s worth fighting for. If you’ve ever wondered what happens when things don’t go according to plan—or how to move forward when they really fall apart—this one is for you. Hosted by Ethan Glidewell [https://www.instagram.com/r.e.glidewell23/] & Sarah Glidewell [https://www.instagram.com/sarahkarwell/]  You can view the video & audio version on our Youtube Channel [https://www.youtube.com/@thekarwells]  Thanks for listening!

13. huhti 20261 h 25 min
jakson Was Getting Robbed a Blessing? (How Did We Get Here) kansikuva

Was Getting Robbed a Blessing? (How Did We Get Here)

Have feedback or a topic you want to hear about, let us know by sending us a direct message! [https://www.buzzsprout.com/1941961/fan_mail/new] In this episode of Designed to Glidewell, we’re taking it back to the beginning. We’re introducing ourselves—who we are, what we’ve built, and why this podcast is evolving into something deeper and more intentional. From the outside, our journey into business ownership and vacation rental investing might look smooth… but the reality was anything but. We’re sharing what it looked like to invest our first $20K into Airbnb properties that launched right before the world shut down—when everything we thought would work… didn’t. From struggling bookings to one of our units being completely robbed, this episode is a raw look at the moments that could have taken us out. But they didn’t. We talk about how we navigated those setbacks, rebuilt from the ground up, and ultimately created a portfolio and business model that performs at a completely different level today. If you’re in the messy middle, questioning if it’s worth it, or wondering how people actually recover when things go wrong—this episode is for you. Hosted by Ethan Glidewell [https://www.instagram.com/r.e.glidewell23/] & Sarah Glidewell [https://www.instagram.com/sarahkarwell/]  You can view the video & audio version on our Youtube Channel [https://www.youtube.com/@thekarwells]  Thanks for listening!

13. huhti 202657 min