Scaling a short-term rental business from one guest house to 150+ properties in just a few years is no small feat. In this episode, we sit down with Michael Vialpando, Co-Founder & CTO of Renjoy, to uncover the strategies, challenges, and technology that fueled their rapid growth.

Michael shares his journey from house hacking and DIY property management to building a fully systematized, tech-driven STR business. We also dive deep into AI, automation, and operational efficiencies—and why the STR industry is evolving faster than ever.

Whether you’re an aspiring STR host or an established operator, this episode is packed with insights to future-proof your business.

What You’ll Learn:

• How house hacking and creative financing built the foundation for growth

• Why scaling beyond a few units requires a mindset shift

• The biggest operational breaking points when growing a STR portfolio

• How automation and AI are reshaping guest communication and operations

• The tech stack Renjoy uses to manage 150+ properties efficiently

• Why focusing on the right markets matters more than ever

• How STR regulations, demand, and revenue trends are shifting in 2024

  
  

The future of STR management is changing—are you keeping up?