This article moves beyond generic advice to provide a clear, data-driven framework for evaluating the STR market in 2025.

Without the right legal framework, both personal and business assets could be vulnerable.

I know that finding the deal is one thing—but finding the right people to execute with might be even more important right now.Appreciate any insights, frameworks, or even war stories you’re open to sharing.

Here's a framework that you should know for tax planning:The further you can push your taxes out, the smaller they become.The time value of money shows us that a dollar is worth more today than 20 years from now.Planning is used to kick the can down the road, and make sure there will be available cash to pay the tax!

I am not a legal expert nor a title agent, but that is what I have seen when dealing with divorces in the past from a title and legal framework.   

Then you'd at least know the people that you would likely be dealing with and what the regulatory framework looks like. 

Before you can start to set up the legal framework, various issues need to be addressed.

I have read The Book on Flipping Houses by J Scott and summarized it for myself, have listened to The House Flipping Framework by James Dainard, and am now reading it and summarizing it for myself.

“The Millionaire Real Estate Investor” – Gary Keller (very tactical with clear frameworks)Online Tools & Calculators:BiggerPockets Deal Calculators – great for analyzing long-term buy & holds, flips, BRRRRsRentometer – quick rent compsPropstream / BatchLeads – for sourcing and evaluating off-market dealsAirDNA – if you're considering short-term rentalsPodcasts & YouTube (Strategy-Focused):BiggerPockets Real Estate Podcast – Episodes 100–300 are especially goldenBP Rookie Podcast – great for newer investors navigating real-world dealsJames Dainard or Ryan Pineda on YouTube – great for flips, BRRRRs, and market breakdownsThe Real Estate Guys Radio Show – deeper dives into macro-level investing and asset typesRecommendations Based on Strategy:Long-Term Buy & Hold: Learn to analyze markets (job growth, population, landlord laws) and master deal analysisFlipping: Focus on rehab cost estimation, holding costs, and market timingBRRRR: Mix of flip-level knowledge with buy & hold mathShort-Term Rentals: Research local regulations + seasonal demand (AirDNA and PriceLabs are key here)Where to Go From Here:Pick one or two strategies to focus on first (e.g. long-term + BRRRR)Practice analyzing 1–2 deals per day (even if you’re not buying yet)Join local or virtual investor meetups - connecting with others will help fast-track your learningYou’re in a perfect position - already out of the “intro” phase and hungry for action.

This strategy helped me raise rents without tenant turnover and gave me the confidence to retire early with rentals.I’ll share:The exact framework I used (and how you can too)How it applies to Section 8, rent control, and PMsMy mindset shifts on early retirementThere will be a live Q&A also so ask away!