STR Investing, The Podcast

Mark Lumpkin & Taylor Jones

Unlock financial freedom through short-term rental investing with hosts Mark Lumpkin and Taylor Jones. Each week, they sit down with the biggest names in the STR industry to uncover what’s working right now — from acquisitions and design to operations, marketing, and scaling portfolios.Taylor has helped acquire and manage over 500+ STRs, while Mark brings years of hands-on experience transforming properties into high-performing investments. Together, they break down real strategies, real numbers, and real stories that help investors grow smarter and faster.Whether you’re buying your first Airbnb or expanding a multi-market portfolio, this show is your roadmap to building wealth and freedom through short-term rentals.Subscribe and start turning your STR goals into results.

  1. Jul 3

    Your Next Booking is Coming From ChatGPT

    AI is changing the way travelers discover short-term rentals—and it’s happening faster than most hosts realize. In this episode, Mark Lumpkin sits down with Gil Chan, Founder & CEO of Crafted Stays, to discuss how AI search, direct bookings, and modern website strategies are reshaping the future of the STR industry. Gil explains why relying solely on OTAs is becoming increasingly risky, how AI platforms like ChatGPT and Gemini are influencing guest booking behavior, and what hosts can do today to position their properties for the next generation of search. He also shares how Crafted Stays is helping operators build high-converting direct booking websites that are optimized for both traditional SEO and AI-powered discovery. Whether you're managing one property or hundreds, this conversation is packed with practical insights to help you future-proof your business. In this episode, you'll learn:  Why AI is changing how guests search for vacation rentals  How direct bookings compound over time while OTA bookings stay transactional  The importance of identifying your ideal guest avatar  What SEO, AEO, and GEO mean—and why they matter  How to build a website that's ready for the future of travel search  Why hospitality and guest experience still matter more than ever If you're serious about growing your direct bookings and staying ahead of where the industry is headed, this is an episode you won't want to miss.  __ 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

  2. Jun 19

    28 Years in the Hospitality Industry

    What does it take to stay relevant in the short-term rental industry for nearly three decades? In this episode, Mark Lumpkin sits down with Michael St. Pierre, a hospitality veteran with 28 years of experience spanning vacation rentals, luxury resorts, revenue management, owner acquisition, and some of the industry's most recognized brands. Michael shares how he got started in the business, the lessons he learned from working in Hawaii and with Hyatt-affiliated properties, and why hospitality is still the foundation of long-term success in a rapidly changing industry. They also discuss: • What investors can learn from luxury hotel brands • Why relationships are one of the most valuable assets in business • The evolution of revenue management and dynamic pricing • How AI is changing the vacation rental landscape • The importance of building systems, standards, and memorable guest experiences • What the next generation of STR operators needs to focus on Whether you manage one property or hundreds, this conversation is packed with practical insights on hospitality, growth, and building a sustainable business in the vacation rental industry. Connect with Michael St. Pierre on LinkedIn to learn more about revenue management, owner acquisition, and the future of short-term rentals. 🎧 Listen now and be sure to subscribe for more STR Investing Podcast episodes. __ 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

4
out of 5
12 Ratings

About

Unlock financial freedom through short-term rental investing with hosts Mark Lumpkin and Taylor Jones. Each week, they sit down with the biggest names in the STR industry to uncover what’s working right now — from acquisitions and design to operations, marketing, and scaling portfolios.Taylor has helped acquire and manage over 500+ STRs, while Mark brings years of hands-on experience transforming properties into high-performing investments. Together, they break down real strategies, real numbers, and real stories that help investors grow smarter and faster.Whether you’re buying your first Airbnb or expanding a multi-market portfolio, this show is your roadmap to building wealth and freedom through short-term rentals.Subscribe and start turning your STR goals into results.

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