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STR Investing, The Podcast

STR Investing, The Podcast

By: Taylor Jones & Mark Lumpkin
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About this listen

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.

© 2025 STR Investing, The Podcast
Economics Personal Finance
Episodes
  • First 100 Days as a New CEO
    Jun 20 2025

    Mark Lumpkin sits down with Shaun Shirazian, the new CEO of Lodgify — one of the biggest tech names in the vacation rental industry. Shaun shares his journey from hosting in San Diego to leading a global company from Barcelona, and breaks down the major shift happening in tech: from Software as a Service (SaaS 1.0) to Service as Software (SaaS 2.0).

    You'll hear about:

    • How Lodgify plans to make hosting easier through automation
    • Why customer obsession is at the heart of Lodgify 2.0
    • What’s changing and what’s not in the STR industry
    • How Sean’s first 100 days shaped the future of the company
    • Insights on global markets, regulations, and what's next for hosts

    Whether you're a new host or scaling your portfolio, this episode is packed with real talk, future-focused insights, and a behind-the-scenes look at a major player in STR tech. Don’t miss it!

    Contact Shaun: shaun.shirazian@lodgify.com
    Follow him on LinkedIn: Shaun Shirazian
    Learn more about Lodgify: lodgify.com

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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

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    53 mins
  • How To Acquire High Performing STRs
    Jun 13 2025

    In this episode of the STR Investing Podcast, Taylor sits down with Pedro Rivera, Head of Acquisitions at Summer OS, to explore how his unique background in hotel acquisitions and build-to-rent communities shaped one of the most powerful tools in the short-term rental space.

    Pedro shares:

    • The key differences (and surprising similarities) between hotel and STR investing
    • What institutional real estate gets right—and wrong—about short-term rentals
    • How Summer OS was born out of frustration with unreliable data and plug-and-play tools
    • Why accurate competitive sets, lot size, and submarket awareness are critical for STR success
    • What most investors miss when projecting revenue and tracking performance
    • Why operators must keep their hands on the wheel—set-and-forget doesn't work
    • What’s next for Summer OS, including real-time variance analysis and revenue trend forecasting

    If you’re scaling your STR portfolio, building underwriting systems, or struggling to trust the data, this episode is a goldmine.

    Explore Summer OS: https://www.summeros.com

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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

    Show More Show Less
    32 mins
  • The Robots Are Coming For You!
    Jun 6 2025

    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

    Enjoyed the show? Subscribe, share, and leave a review for the STR Investing, The Podcast so more hosts can scale smarter.

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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

    Show More Show Less
    37 mins
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