For Your Own Good › Episode 86

RANKED Every Real Estate Investing Strategy

Episode 86 · Nov 6, 2025 · 34 min

About this episode

The definitive real estate tier list. I ranked every type of real estate investing from S → F based on leverage, forced appreciation, equity, tax benefits, and lifestyle. Learn which strategies actually build wealth: luxury flips → short-term rentals (Airbnb), private money lending, hotels, residential assisted living, and the spouse real estate-pro hack. In this video I cover: agents, wholesaling, long-term rentals, pad-splits, passive LP investing, Airbnbs, flips, luxury flip → STR (S-tier), private lending, hotels, car-wash & small businesses with real-estate, and the greatest hack — real estate professional status for one spouse. #RealEstate #RealEstateInvesting #TierList https://www.instagram.com/kassidy.warren https://www.linkedin.com/in/kassidywarren Subscribe for weekly videos on growth, leverage and living bigger. Watch #ForYourOwnGood on YouTube https://www.youtube.com/@KassidyWarren

Chapters

  1. 00:00 Intro: Why this tier list matters
  2. 02:08 Becoming a Real Estate Agent
  3. 04:00 Wholesaling
  4. 05:45 Long-Term Rentals
  5. 07:56 PadSplit
  6. 10:24 Passive Investing
  7. 13:24 Airbnb / Short-term Rentals
  8. 15:50 Flipping
  9. 18:01 Luxury Flip
  10. 21:19 Private Money Lending
  11. 23:20 Residential Assisted Living
  12. 25:15 Hotel Investing
  13. 27:55 Small Businesses
  14. 30:10 THE Greatest Hack

The systems behind these conversations — the deal underwriting, the tax strategy, the operators doing it live — are in Escape Velocity.

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