STR Investing, The Podcast
Welcome to STR Investing, The Podcast, where hosts Taylor Jones & Mark Lumpkin reveal the keys to financial freedom through short-term rental investing. Whether you're taking your first step into this lucrative market or looking to expand your portfolio, this podcast is your ultimate resource for success.
Taylor, who has successfully acquired over 200+ properties, brings not only his personal experiences but also sits down with industry experts to share insights and stories from every corner of the STR world. From sharing insights of building 9 figures of STR businesses, to staying on top of the latest trends in acquiring, designing, furnishing, and operating profitable short-term rentals, he covers it all.
But that's not all. We're also lifting the veil on the challenges and triumphs of entering the industry, offering invaluable advice that you won't find anywhere else. Whether it's navigating regulatory changes or finding the perfect property, STR Investing, The Podcast is your trusted guide at every stage.
Join Taylor & Mark as he shows you how short-term rental investing can lead to financial freedom. Don't just dream about it - make it a reality with STR Investing, The Podcast today.
STR Investing, The Podcast
The Robots Are Coming For You!
In this episode, Mark Lumpkin sits down with Jay Ullrich, STR operator, tech founder, and CEO of HostBuddy.ai - to unpack his journey from cold-calling landlords and scrubbing his own units to managing 45+ short-term rentals and launching one of the most advanced AI guest communication tools in the industry.
Jay shares:
- How he built a thriving STR property management company without outbound sales
- What he learned scaling from 1 arbitrage unit to 45+ managed homes in San Diego
- Why HostBuddy.ai was born out of late-night guest message fatigue, and how it works
- How today’s AI tools can help you reduce stress, automate communication, and increase profits
- Why HostBuddy stands out from every other AI chatbot in the space
- The challenges of scaling and how to maintain trust as you grow
- How to test HostBuddy live on their site (no signup required!)
Whether you’re just starting in cohosting or you’re managing dozens of units, this episode is packed with firsthand experience and future-focused insights that can save you time, money, and headaches.
Try HostBuddy's AI for yourself → https://hostbuddy.ai
Connect with Jay: jay@hostbuddy.ai | @hostbuddy_ai on Instagram
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Episode Sponsored By:
STR Search
STR Search is the industry leading property finder service. They've helped investors acquire over 215 profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com
