E202 - From W2 to 11 STRs: Brandon Wood’s Approach to Sustainable Scaling скачать в хорошем качестве

E202 - From W2 to 11 STRs: Brandon Wood’s Approach to Sustainable Scaling

📄 EPISODE SUMMARY In this episode of *The Peak Season Podcast*, Luke and Tyler sit down with *Brandon Wood*, founder of Adventure Nest, for a candid conversation about what it actually looks like to scale a short-term rental portfolio without losing your sanity—or your family in the process. Brandon shares his journey from a demanding W2 career into full-time short-term rentals, including how he went from a single property to operating *11 high-quality STRs across multiple states*. Rather than chasing door count, Brandon takes a deliberate quality-over-quantity approach—prioritizing strong operations, protected markets, and sustainable income over flashy amenities and constant expansion. They also get real about masterminds and coaching groups (the good, the bad, and the expensive), why smaller accountability circles often outperform massive paid communities, and how too much “learning mode” can quietly become procrastination. Brandon unpacks hard lessons from early investments, including buying in overly saturated markets, misreading post-COVID data, and trusting large property management companies that dramatically underperformed. Along the way, he explains why he now _leans into regulation_, how data shaped his decision-making, and what finally pushed him to leave his W2—without the dramatic walkout. This is Part 1 of a two-part interview, setting the foundation for how Brandon thinks about time, money, family, and long-term scalability in the STR business. Find Brandon - http://www.myadventurenest.com Work with Tyler & Luke - http://www.upstreamvacations.com 🎯 KEY TAKEAWAYS Why quality beats door count when building a long-term STR business How regulation can actually protect your revenue and asset Why most large property management companies underperform How small accountability groups can outperform expensive masterminds The danger of staying in “learning mode” too long What it really takes to replace a W2 with STR income Why setup is the hard part—and operations get easier with reps Co-hosting strategies Brandon used to land early clients ⏱️ EPISODE CHAPTERS 00:00 – Introduction & Guest Overview 01:54 – Brandon’s Entry Into Short-Term Rentals 05:42 – Masterminds: What Helped and What Didn’t 07:28 – Accountability, Networking, and Smaller Groups 10:15 – Learning vs. Execution (and When to Switch Gears) 12:50 – Brandon’s Background and W2 Career 13:19 – Early Successes and Costly Mistakes 20:34 – Building a Sustainable Portfolio 23:06 – Regulation as a Competitive Advantage 25:43 – Lessons from Tennessee & Saturated Markets 27:26 – Expanding Into New, Niche Markets 33:21 – Leaving the W2 World (Without the Drama) 37:20 – How Brandon Lands Co-Hosting Clients 🔮 WHAT’S COMING IN PART 2 In Part 2, Brandon goes deeper into his underwriting process, how he evaluates markets, and how he’s scaling co-hosting without building a bloated property management machine. ⚠️ DISCLAIMER The information shared in this podcast is for educational and informational purposes only and should not be considered financial, legal, or tax advice. Every short-term rental business, market, and personal financial situation is different.