Hi Anthony, it sounds like you’re in a good position to start building your STR portfolio, especially with no debt, great credit, and rent-free living!

Suggesting to them buying their house for a wholesale range offer or lower dependent on the extent of the rehab, then having a contract in place that gives them a percentage of the profit to help get them back on their feet, paying off debts etc.

took down 6 walls including a load bearing wall. 

Weirdly, you may actually be able to get better terms and/or more LTV on the refinance if there is debt on the property as lenders have rules for max cash in hand (max proceeds you get at closing) for cash-out refinances.  

Well, a lot of life happened and now I am getting back to zero no debt and I'll be renting for now and I am considering a duplex to buy cash or maybe land and some sort of unconventional home but still purchasing cash.

Owning a duplex at 20 is a huge accomplishment, and it’s inspiring to see you’re already planning your next move.From my perspective, real estate investing is a long-term game focused on building equity, paying down debt, and maintaining stability over chasing short-term cash flow.

The house includes high-end upgrades such as custom cabinetry, granite countertops and energy efficient appliances.

The list comes out at least 30 days before the sale and the owners have opportunities to pay off the debt anytime in those 30 days. 

Virtually anyone lending HM in 07 to 09 had a lot of bad debt.

If you want to play a passive role, a real estate syndication or debt fund could be a great way to go.