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Designed to GlideWell
Designed to GlideWell is a podcast about building a life—and business—by design.
Hosted by husband-and-wife duo Sarah and Ethan Glidewell, this show takes you behind the scenes of what it really looks like to build wealth and freedom through unconventional paths. From buying and building businesses to investing in and designing high-performing vacation rentals, they share the strategies, lessons, and mindset shifts that have shaped their journey.
But this isn’t just about business—it’s about intention.
Each episode explores how to create a life that feels as good as it looks, whether that’s through thoughtful design, smart investments, or redefining what success can be beyond the traditional 9–5. Along the way, they sit down with founders, investors, and creatives who are carving out their own paths through unique opportunities and alternative ways of living.
If you’ve ever felt like there’s more than the default path—this is your invitation to build it.
Episodes
97 episodes
She Quit Drinking at 22, Built $3M in Real Estate, and Now Says Airbnb Isn't the End Goal.
What does success look like after you've already achieved the dream?In this episode of Designed to GlideWell, Sarah sits down with real estate investor and entrepreneur Zoe Burgoff to talk about the journey from renting out a simple yurt...
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The Ugly Truth About Entrepreneurship Nobody Talks About
Everyone sees the beautiful photos, successful businesses, and dream lifestyle.What they don't see are the sleepless nights, late rent payments, maxed-out budgets, relationship stress, and constant fear of failure.In this episode,...
The Truth About Freedom, Burnout & Building a Life You Actually Want.
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, s...
From Survival Mode to Multiple Businesses in 3 Years
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 cleanin...
We thought 10 Airbnbs would make us rich… turns out, one business could do it faster.
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 pat...
Are We Going To Jail? (How We Got Here Pt. 2)
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...
Was Getting Robbed a Blessing? (How Did We Get Here)
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 outsid...
Is It Time to Say Goodbye to KarWells and Embrace a New Chapter?
After five incredible years, we're sitting down together for the FINAL episode of The KarWell Chronicles. From late-night hustle sessions to heartfelt retreats, we've weathered every up and down—and now, we're turning the page to new chapters i...
From Solopreneurs to Acquisition Entrepreneurs: A Game-Changing Journey
Welcome back to The KarWell Chronicles! In this episode, Sarah and Ethan dive deep into the mindset shifts that transformed their entrepreneurial journey—from building businesses from scratch to embracing the powerful strategy of buying establi...
How Can We Foster Respectful Dialogue in a Polarized World?
On this episode of The KarWell Chronicles, Emily and Sarah dive deep into the current state of the world, navigating tough conversations about politics, free speech, cancel culture, social media, and the importance of open, honest dialogue—espe...
The Best Strategies for Managing Contractors and Renovation Projects
Welcome back to the KarWell Chronicles! In this episode, Sarah and Emily reunite after a busy month apart and dive right into the drama (and hilarity) of life, renovations, Airbnb investing, and navigating the chaos of contractors. From infuria...
Juggling Renovations, Parenting, and Business Dreams: The Realities of Modern Life Projects
In this unfiltered, behind-the-scenes episode, Emily and Sarah catch up on all the chaos, wins, and wild moments from their latest renovation and business adventures. From nightmare contractor stories (including the $hittiest accident EVER) to ...
How Can a Financial Advisor Transform Your Wealth Journey?
Take Control of Your Wealth: Financial Planning, Real Estate, & Generational Wealth EXPLAINED!Struggling to find the right financial advisor? Not sure how to balance investments in real estate and the stock market? Wondering how and...
The Greatest Comeback: From Cardiac Arrest to Entrepreneurial Success
Welcome back to another heartfelt and hilarious episode of The KarWell Chronicles! This week, we’re joined by our beloved friend Dayle—whose story of survival, resilience, humor, and entrepreneurship will leave you both inspired and entertained...
Lessons Learned: How to Build Wealth and Happiness Beyond the Insurance Industry
Are you feeling burned out, stuck in your business, or questioning if this is really the path to freedom? In this raw and honest episode of the KarWell Chronicles, Sarah interviews her husband Ethan about his decision to sell a successful insur...
Turning Property Management Nightmares into Entrepreneurial Opportunities
Welcome back to another episode of The KarWell Chronicles! 🎙️ In this episode, we dive deep into the chaos of property management, the ups and downs of entrepreneurship, and the importance of effective communication in business. Join us as we s...
How Did Taylor Brown Transform Her Military Experience into a Thriving Business?
Welcome to another exciting episode of The KarWell Chronicles! 🎉 In this episode, we dive deep into the world of entrepreneurship with Taylor Brown, a licensed cosmetologist and the owner of Ikigai Head Spa. Join us as we explore her journey fr...
How Can Retreats Transform Personal and Professional Lives?
Welcome back to another exciting episode of KarWell Chronicles! 🎙️ In this solo episode, Emily dives deep into the recent retreat experience, sharing insights, highlights, and the planning process behind it all. With Sarah off cele...
Are Sara and Emily Ready to Redefine Their Business and Friendship?
Welcome back to another episode of The KarWell Chronicles! In this candid and heartfelt conversation, Sarah and Emily dive deep into a pivotal moment in their entrepreneurial journey. As they navigate the complexities of friendship and business...
How Can Short-Term Rental Association MiSTRA in Michigan Unite to Tackle Regulatory Challenges?
Welcome back to another exciting episode of KarWell Chronicles! 🎉 In this episode, we dive deep into the world of short-term rentals in Michigan with the incredible team from the Michigan Short Term Rental Association (MiSTRA). A h...
Renovations, Regulations, and Revenue: The Realities of Rental Property Management
Welcome back to another episode of the Karwell Chronicles! In this episode, we dive deep into the rollercoaster journey of real estate investing, navigating city regulations, and the emotional ups and downs of property ownership. Join us as we ...
How to Maintain a Positive Guest Experience Amidst Property Issues
Welcome back to another episode of The Karwell Chronicles! In this episode, we dive into the chaotic world of property management, unexpected repairs, and the challenges of running a business in a small town. Join us as we share ou...
From Networking to Sobriety and the “Level Up Your Listing” Summit
Welcome back to another episode of The Karwell Chronicles! Join your hosts, Emily and Sara, as they dive deep into the world of entrepreneurship, partnerships, and the transformative experiences from the recent Level Up Your Listing Summit.&nbs...
"The Wandering Michigander" Transform Her Passion for Michigan into a Thriving Social Media Brand?
Welcome back to another episode of KarWell Chronicles! 🎉 In this episode, we sit down with Taylor, the Wandering Michigander, to dive into her journey as a travel content creator and Michigan's biggest cheerleader! From navigating the ups and d...
The KarWells are back! Time to Catch Up!
In this episode of "Catch Up with the KarWells," Sarah and Emily return after a year-long hiatus, discussing the challenges they faced balancing personal and professional lives, especially after Emily became a mother. They reflect on the overwh...
