People don’t give me wrong very nice super kind, but not investor friendly from my point of view.

San Antonio has a few pockets that became super popular with flippers and now there are a bunch of them struggling to sell  

I really like rentometer and think it's a super useful tool.

I am super reluctant to work with new lenders off the bat, but sometimes you do have to take the jump from time to time especially on the hairy deals.

STRs in smaller markets are tricky — a couple soft months can kill your return.If it were me, I’d either:Negotiate harder on price (closer to payoff, not $240k),Or pivot this into a lease option or seller carry that minimizes your upfront cash and risk.You’re not crazy for exploring it — it’s just a thin deal unless the seller’s super flexible.

What I mean by that is one partner may have the excellent credit, one may have liquid cash/equity leverage and other may offer sweat equity.I mentioned I could put him into a primary home first to establish pay history, offer equity or SBA or other option but he seemed super focused on the deal.

I am currently working on building capital and I'm super interested in the BRRR strategy.  

Ohio City and Tremont are super popular for a reason, and I’ve seen some great BRRRR plays in West Park, Old Brooklyn, and Detroit Shoreway too.

Similar properties seem to have gone for 14-15k but there aren't many super close comps, the ones that are close in description are older (2+years ago).

Agreed with @Mason Lehmann you might have access to some deals within your current network or company.The market is super competitive so the best advice I can give is to drastically increase the # of properties you're viewing and making offers on.