STR Investing, The Podcast

Taylor Jones & Mark Lumpkin

Unlock financial freedom through short-term rental investing with hosts Taylor Jones and Mark Lumpkin. 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. 1D AGO

    Robots in your Airbnb?

    AI is reshaping short-term rentals fast.  In this episode, Mark sits down with Shahar, founder of Boom, to break down how operators can use AI + automation to scale without adding chaos. Shahar shares how he went from broker/investor to building a tech-enabled property management company (managing roughly $150M of property)—then spinning the technology out into Boom as a standalone platform built for operators running at scale. What you’ll learn: How Shahar validated his first Airbnb using staged “virtual design” photos before furnishingWhy “market fit” matters more than building a great product—and how his first tech product struggled to monetizeThe real operational pain that forces software creation: owner statements, task management, approvals, vendor payments, reconciliationWhy scaling STRs breaks from operations, not demand—and how “one system” reduces errors and laborThe shift from SaaS tools everywhere to one operating system + AI agents (guest messaging, reporting, workflows)How AI can reduce guest-message volume so teams can focus on real problems and higher-touch hospitalityWhere the industry is heading: AI travel planning, agent-driven bookings, direct booking disruption, and even the long-term impact of roboticsWhy companies that don’t adopt AI won’t survive—and how top operators will scale from 100 doors to 500–1,000 with the same team__ Episode Sponsored By: STR Search STR Search is the industry leading property finder service. They've helped investors acquire over 325+ profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

    39 min

About

Unlock financial freedom through short-term rental investing with hosts Taylor Jones and Mark Lumpkin. 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.