56. How the Karwells Raised $5.5M in 2 Years and Built a Top Airbnb Brand from Scratch

JOIN MY PRIVATE COMMUNITY FOR DAILY WEALTH-BUILDING INSIGHTS & STRATEGIES 🔥 -https://www.strlikethebest.com/insider   

In this episode, I sit down with Sarah and Emily — better known as the Karwells — two best friends turned powerhouse STR investors who’ve raised over $5.5 million from everyday investors, built a thriving portfolio of uniquely designed Airbnbs, and launched a brand that spans education, e-commerce, retreats, and more.  

We talk about how they evolved from scrappy designers working for free to learn the game… to running a full-fledged STR operation that prioritizes community, creativity, and transparency.  Whether you're an aspiring host, capital raiser, or someone building a brand in this space — this episode will show you what’s possible when you combine heart, hustle, and high standards.  

What You’ll Learn: 

How the Karwells raised $5.5M+ in equity capital for STR deals  

Why design, hospitality, and investor trust are their edge  

How they balance friendship and business (and why it actually makes them stronger)  

The power of community and building in public  

What makes a deal worth doing — and what they say “no” to  

Their expansion into e-commerce and retreats, and how it's all connected  

The importance of honest underwriting (and why most deals don’t pencil)  

Chapters: 

00:00 – Introduction and Personal Reflections 

00:13 – Introducing the Guests: the Karwells 

01:38 – the Karwells' Journey into Short-Term Rentals 

03:27 – Building a Business and Partnership 

09:56 – Evolving the Business and New Ventures 

22:26 – The Importance of Community and Networking 

27:11 – Reflecting on Financial Growth 

27:19 – Understanding Wealth and Short-Term Rentals 

28:18 – The Importance of Transparency with Investors 

28:42 – Celebrating Fundraising Milestones 

29:27 – Design and Hospitality in Property Management 

31:32 – The Value of Honest Underwriting 

34:53 – Launching Retreats for Networking and Education 

40:04 – Finding the Right Deals and Investors 

45:51 – The Power of Community and Generosity 

51:39 – Closing Thoughts and Contact Information

Follow The Karwells on Instagram → @thekarwells  

Learn more about their upcoming retreats → thekarwells.space