1st Thursday Short-Term Rental Meetup (Learn - Network - Community)

We’re thrilled to invite you to our engaging series of events where you’ll discover the ins and outs of owning and managing short-term rentals! Held on the 1st Thursday of each month at various locations in San Antonio, these gatherings are designed for everyone—from seasoned hosts to those just starting out.

Each event lasts about 1 hour and 15 minutes, with the first 15 minutes dedicated to registration and networking. This is a fantastic opportunity to connect with fellow short-term rental enthusiasts, share experiences, and build a supportive community. Don’t miss out on this chance to learn and grow together!

Guest Speaker:

Jeremy entered the short term rental space under the mentorship of Five Star's Founder, Lucas Piper, learning early on how to treat vacation rentals as real businesses rather than side projects. With a strong focus on systems, pricing strategy, owner communication, and guest experience, Jeremy went on to build and grow his own portfolio in San Antonio through Your Home Away Management. Over time, he scaled the business to more than 20 high-performing properties by prioritizing quality, accountability, and long-term owner relationships.

After successfully proving the model locally, Jeremy merged his company with Five Star Vacation Home Rentals, coming full circle to lead and grow the San Antonio market under the Five Star brand. Today, he serves as the owner of Five Star Vacation Home Rentals San Antonio, combining national-level systems and resources with true local, boots-on-the-ground oversight.

Jeremy lives in San Antonio and works directly with homeowners throughout the city, supported by a local team that oversees properties day to day. Outside of work, he enjoys staying active, learning new skills, and spending time with his wife Anna and their son Sebastian. A proud University of Alabama graduate, Jeremy is also an avid Alabama Crimson Tide football fan.

Planned Agenda (some of the times below are approximations):
6:15 pm - Registration and Networking
6:30 pm - Ice Breaker & Group Introductions
6: 45 pm- Researching Properties with AirDNA
7:00 pm - Q&A
7:10 pm - Networking
7:30 pm - End meeting and continue networking

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