# Messy Money EP 5: The $100K Title Problem Nobody Else Wanted

Page: https://stenobird.com/podcast/the-strategic-success-podcast-7078695/messy-money-ep-5-the-100k-title-problem-nobody-else-wanted
Text version: https://stenobird.com/podcast/the-strategic-success-podcast-7078695/messy-money-ep-5-the-100k-title-problem-nobody-else-wanted.md
Podcast: [The Strategic Success Podcast](https://stenobird.com/podcast/the-strategic-success-podcast-7078695)
Published: 2026-05-16T18:06:34+00:00
Episode link: https://podcasters.spotify.com/pod/show/strategicsuccess/episodes/Messy-Money-EP-5-The-100K-Title-Problem-Nobody-Else-Wanted-e3jf8ul
Audio file: https://anchor.fm/s/f634ba4c/podcast/play/120086933/https%3A%2F%2Fd3ctxlq1ktw2nl.cloudfront.net%2Fstaging%2F2026-4-16%2F424283054-44100-2-c5c2e4c89a845.mp3
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JSON: https://stenobird.com/v1/public/podcasts/the-strategic-success-podcast-7078695/episodes/messy-money-ep-5-the-100k-title-problem-nobody-else-wanted
Duration seconds: 3952

## Resource

In this episode of the Messy Money Podcast, Courtney sits down with Tampa-based curative title operator Matt Pamfilis for a deep dive into the real mechanics of solving complicated ownership and title problems for profit. This is not a surface-level conversation. Matt breaks down real curative deals involving multi-generational heirs, life estates, tax delinquent properties, affidavit of heirship strategies, holdout owners, litigation pressure, and the operational realities of building a curative-focused business. One of the featured deals involved 10 heirs across multiple generations, hidden title issues, and nearly a six-figure payday that most investors would have walked away from immediately. The conversation also dives into: - How Matt transitioned from wholesaling and land flipping into curative title - Why most investors misunderstand title problem deals - How to evaluate whether a deal is actually worth solving - The importance of title abstracting and understanding chain of title - When to negotiate versus when to apply legal pressure - How patience and persistence impact curative deal flow - Building systems and teams specifically for curative operations - Why tax delinquent properties often lead to hidden opportunities - The risks newer investors face when entering curative without proper underwriting Matt also shares insights into the Tampa Bay Curative Title Meetup and why he believes there is growing demand for deeper conversations around problem-solving in Real Estate. If you’ve ever wondered how experienced operators turn complicated ownership situations into profitable opportunities, this episode is a real-world look inside that process. ATTENTION:The information shared in this episode is for educational and informational purposes only and reflects per…

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## Transcript

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