Which would allow you to escalate that snowball payoff without having to use part of it to pay the tax.

Consider financing options like hard money loans, or FHA loans for house hacking, and focus on areas with strong rental demand near the MA/NH border.

I find that cash flow is very important so that I don’t have to come “out of pocket” to pay for major improvements / repairs  

Hey Rafael, as someone who's been investing in Florida for 20 years, especially in Tampa, I'd say you can’t go wrong with focusing on this market—it’s got strong appreciation, great rental demand, and tax-friendly opportunities.

Flips have done good not great, Air Bnbs are going good not great, and rentals all were brrrr'd perfectly but like most cash flow just enough to pay the bills and cover expenses.

Right now, I do have the "REALTOR" status but wondering if it make sense to keep paying the $800/yr to keep the status?

Get a paying job with the 40 hours you free up.

That approach might not serve the seller well, especially since the goal is to genuinely help them by offering a reliable quick solution.My current thought is to focus on networking and building a solid and extensive buyers list and understanding their ideal investment criteria upfront.

What are the issues to pay attention to in Kansas City?

Pays on time?