The Strategic Success Podcast

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

May 16, 2026·1h 5m
Episode Description from the Publisher

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 underwritingMatt 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 personal experiences and opinions. It is not intended as legal, tax, financial, or investment advice. Real Estate laws, tax rules, and regulations vary by state and situation. Always consult with a qualified attorney, CPA, or other licensed professional before making any Real Estate or financial decisions.Connect with Matthew Pamfilis:Cell: 443-417-0172Email: matthew@titanequity.orgWebsite: www.titanequity.orgFacebook Group for Florida Curative Title Network: https://www.facebook.com/groups/1430538711907026Tampa Curative Meetup - Last Wednesday of every month. Next meet up is May 27th at 6:30pm at 1600 E 8th Ave, Suite A200, Tampa, FL 33605Connect with Courtney Fricke: Instagram: https://instagram.com/courtneyfrickeTikTok: https://tiktok.com/@courtney.fricke Facebook: https://www.facebook.com/courtneyfricke19/X: https://x.com/courtneyfricke YouTube: https://www.youtube.com/@courtneyfrickeWebsite: www.CourtneyFricke.com for more resources.If you found this convo helpful, please subscribe to Courtney's Podcasts: The Strategic Success Podcast: https://www.youtube.com/playlist?list=PL_t1CjX04xMtnNcKPG5LvTh-1m2QVIrY4AI for REI Podcast with Maria Giordano: https://www.youtube.com/playlist?list=PL_t1CjX04xMvxWaWZ6RTzx_Bmfe2Cx2xHLouisiana Real Estate Talks Podcast with Stephen Keighery: https://www.youtube.com/playlist?list=PL_t1CjX04xMsUc4TcAH_uyYDMPzzU6xRyMessy Money Podcast(Solving Problems in Real Estate Like Curative Title and Creative Finance): https://www.youtube.com/playlist?list=PL_t1CjX04xMtBIyWGIO5Mvi2FDn2f436N

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