How We Helped 200+ Investors Use the STR Loophole | Blake Anthony Carter + Jeremy Courtney

DEC 16, 202549 MIN
SmartStay Show - Short Term Rental Counsel + Coaching | Airbnb Hosting Tips

How We Helped 200+ Investors Use the STR Loophole | Blake Anthony Carter + Jeremy Courtney

DEC 16, 202549 MIN

Description

<p>What does it really take to scale a short-term rental business, and when does “more” stop meaning “better”?</p><p><br></p><p>In this episode, we sit down with Blake and Jeremy from Cribs Consulting, the powerhouse duo behind one of Austin’s most respected short-term rental operations. We dig into their journey from managing just three Airbnbs to nearly a hundred properties, and the surprising decision to intentionally scale back in order to gain clarity, profitability, and balance.</p><p><br></p><p>We talk candidly about creative financing strategies, tax-smart moves like the STR loophole, and what it truly means to build a long-term, legacy business alongside your spouse. Blake and Jeremy also share how community events, genuine relationships, and showing up authentically for clients have been key drivers of their success.</p><p><br></p><p>If you’re a host, investor, or entrepreneur questioning how to grow smarter, not just bigger, this conversation is packed with real-world insight, hard-earned lessons, and plenty of inspiration.</p><p></p><p>Things we discussed in this episode:</p><p><br></p><p><br></p><li><p></p><ol><ol><li>Blake and Jeremy’s rapid growth from three Airbnbs to nearly 100, and their decision to scale down for quality.</li><li>Transition from managing co-living, by-the-room properties to focusing on short-term rentals in Austin.</li><li>The STR (short-term rental) loophole and its tax benefits for high-income earners investing in real estate.</li><li>The importance of building systems and processes for successful property management.</li><li>Creative financing strategies, including seller financing and low down payment deals.</li><li>Differences between Austin’s investment-driven rental market and markets like Provincetown with more second-home owners.</li><li>The unique challenges and rewards of running a business as a married couple.</li><li>Building a family legacy and integrating children and family life with business goals.</li><li>The role of community events and local networking in growing a short-term rental brand.</li><li>Ongoing goals to improve team training, operations, and business scalability for the future.</li></ol></ol></li><p>Get in touch with Blake and Jeremy:</p><p><br></p><p><strong>Instagram </strong>- <a href="https://www.facebook.com/profile.php?id=61567628681216">⁠⁠⁠⁠⁠⁠https://www.instagram.com/cribsconsulting/</a></p><p><strong>Linkedin </strong>- <a href="https://www.instagram.com/the_realestate_chachi/">⁠⁠https://www.linkedin.com/in/jeremy-courtney/</a></p><p><strong>Website </strong>- <a href="https://www.lessbarriers.com/">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a><a href="https://superstaysstr.com/">⁠⁠⁠⁠⁠⁠https://www.cribsconsulting.com/</a></p><p><br></p><p><strong>#SmartStayShow #realestate #realestateinvestor #realestateagent #RealEstateInvesting #ShortTermRentals </strong><strong>#AirbnbHost #STRloophole #CreativeFinancing #FamilyBusiness #PropertyManagement #CommunityBuilding #VacationRental #Entrepreneurship</strong></p><p><br></p><p><strong>Follow Us!</strong></p><p><br></p><p><strong>Join Jason Muth of Prideaway Stays and Straightforward Short-Term Rentals and Real Estate Attorney / Broker Rory Gill for the first episode of SmartStay Show!</strong></p><p><br></p><p><strong>Following and subscribing to SmartStay Show not only ensures that you&#39;ll get instant updates whenever we release a new episode, but it also helps us reach more people who could benefit from the valuable content that we provide.</strong></p><p><br></p><p><br></p><p><strong>SmartStay Show </strong><a href="https://www.smartstayshow.com/">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Website⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a> and on <a href="https://www.instagram.com/smartstayshow">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a> and<a href="https://www.youtube.com/@smartstayshow">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ YouTube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a></p><p><strong>Prideaway Stays </strong><a href="https://prideawaystays.com/">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Website⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a> and on <a href="https://www.facebook.com/nexthometitletownrealestate/">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Facebook⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a> and <a href="https://www.linkedin.com/company/nexthometitletownrealestate">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a></p><p><strong>Straightforward Short-Term Rentals </strong><a href="https://www.straightforwardstrs.com/">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Website⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a> and on <a href="https://www.instagram.com/straightforwardstrs/">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a></p><p><strong>Attorney Rory Gill </strong><a href="https://www.linkedin.com/in/roryjgill/">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠on LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a></p><p><strong>Jason Muth on </strong><a href="https://www.linkedin.com/in/jasonmuth/">⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠LinkedIn⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠</a></p><p></p>