The seller, mid negotiation, decided he now wants 600k which does not cash flow enough for my liking.

Clean up the house and get it rented again, move on.

A good, well-established Contr should not need any money in advance....they should have a good cash flow every week to pay their employees and money in the bank to pay their vendors and Subs.Now of course there will be exceptions.

The analysis you get from turnkey companies, agents etc, with their "cash flow" numbers and appreciation, cash on cash return are ideal scenarios.

Once you get going with a great cleaning person to handle turnovers you can easily manage with the Vrbo and Airbnb apps.Also I've heard bad things about Vacasa and the like.

If so, my budget for pool cleaning was way off ($150/mth vs $400/mth).

Cleveland generates positive cash flow with affordable real estate prices and a strong rental market.

This area is growing and so it could be a great place for appreciation, but cash flow on a five-bedroom rental might be challenging unless buying at all cash.

If your "DTI is going to scare away any bank," then you follow it by saying both properties are cash flowing then what I surmise is the properties might cashflow in real life however on paper/tax returns you're probably not cashflowing otherwise these rentals would be improve your DTI (going down % wise) if they're actually cash flowing.So the above doesnt add up, did you get an adverse response from your current lender contact?

Just looking for some advice on the overall market and some cleaning and handyman companies you would recommend.