Wealthy Way What he Learned from His WORST Year in Real Estate
10 snips
Nov 21, 2025 
Joining the discussion is Ryan Pineda, a seasoned real estate investor and entrepreneur known for his extensive portfolio of flips and rentals. He candidly shares his harrowing tale of a disastrous year, including losing 40 properties to title theft and battling city permits that turned into costly fixes. From a disastrous 1031 exchange to partner betrayals, Ryan reveals the darker side of real estate investing. His personal struggles, including a heartbreaking breakup, compounded the chaos, but his resilience shines through this raw narrative.
AI Snips
Chapters
Transcript
Episode notes
Mass Title Theft And Devastation
- Ryan Pineda had about 40 Florida properties stolen via a legal-entity registration loophole and they were sold to other buyers.
- When he recovered them they were trashed, turned into drug and prostitution houses, and he sold them to a hedge fund to prevent repeat thefts.
Agent Sabotage During A 1031 Exchange
- During a pressured 1031 exchange Ryan's agent inserted unfavorable contract terms and mismanaged his STR listings, causing poor reviews and revenue collapse.
- When Ryan tried to fire the manager he threatened a three-year lawsuit and his properties' performance plummeted.
Permitting Nightmares From STR Inspections
- Cities inspected short-term rentals and found historic unpermitted work, forcing expensive fixes and red tags that made properties unsellable.
- Ryan spent years and tens of thousands on architects and engineers while cities repeatedly kicked back permits and stalled progress.