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SlumDogg Millionaires

Slumdogg Millionaires is your go-to podcast for all things real estate, property management, and financial freedom! Hosted by Desiree Doggett and Kayla Lamb, each episode is packed with insider tips, real stories, and a whole lot of fun.

Podcast · By Desiree Dogget & Kayla Lamb · American English · Official site

Indexed episodes, last 90 days
13
Latest publication
Sep 25, 2026
Audience
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Earliest in this view
Jul 3, 2026

Latest episodes

  1. Episode · Sep 25, 2026

    Why Property Management Growth Breaks | James Davis (opens the original)

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    What happens when a property management company grows faster than its operations can handle? On Slumdogg Millionaires , Desiree Doggett and Kayla Lamb talk with James Davis of Awarded about the people, systems, KPIs, and operational challenges behind property management growth. James shares how he went from accidental landlord to C-suite leadership, government-contract RFP work, and consulting. He also explains why weak operations can become a bottleneck, where AI can save time, and why more sal

  2. Episode · Sep 18, 2026

    Real Estate Investing Is a Long Game | John Casmon (opens the original)

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    Would one bad real estate deal make you quit or change how you invest? Florida Realtor® Desiree Doggett manages 350+ doors across the Suncoast and brings 13+ years of local experience. On Slumdogg Millionaires, Desiree and co-host Kayla Lamb join John Casmon to discuss house hacking, a $25,000 contractor loss, and investing through setbacks. Learn how to strengthen your rental property strategy through clearer tenant boundaries, contractor checks, and lessons from difficult deals. 🎙️ Hosts & Gue

  3. Episode · Sep 11, 2026

    Building a Real Estate Business That Works Without You | Bill Douglas (opens the original)

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    ‼️ Can your real estate business grow when you are forced to step away? Bill Douglas shares how an unexpected injury changed his approach to delegation, systems, and business growth. 🏡 On the Slumdogg Millionaires podcast, Desiree Doggett and Kayla Lamb speak with Bill Douglas about AI, commercial real estate technology, building data, property management, and the importance of human connection with tenants. 📈 After a skiing crash left Bill Douglas with 13 broken bones and kept him away from wor

  4. Episode · Sep 4, 2026

    AI Maintenance Automation & PropTech Growth with Shayna Guigliano (opens the original)

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    🎙 What you'll learn: The early days of scaling Appfolio from $30M to $800M ARR. Why moving from legacy systems to all-in-one software changes business scaling. How Vindoru's custom AI acts as an employee rather than standard software. Managing 24/7 maintenance triage and text-based troubleshooting with ResiRoo. Balancing AI efficiency with human empathy during critical property emergencies. The importance of supporting anti-human trafficking initiatives like AIM. 🎧 HOSTED BY: The Slumdogg Millio

  5. Episode · Aug 28, 2026

    Mastering Real Estate and Personalities with Kevin Weishaar (opens the original)

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    The Slumdogg Millionaires team sits down with multifamily real estate expert Kevin Weishaar to discuss his 20-year journey in the industry. Property management can often feel like glorified babysitting, bringing intense interpersonal conflicts and completely unexpected situations right to your door. In this episode, Kevin reveals how mastering behavioral strategies like the DISC assessment can completely transform how you deal with difficult tenants and build powerful teams. Listen in for action

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