The Midwest might be worth a look—it's affordable and offers great cash flow potential.

I'm working with some turnkey providers and looking at Detroit and Cleveland as my 2 main cities to invest in.

If you buy a property for 100% cash, it's virtually impossible not to cash flow, so I assume you are financing everything.

Her and her bf plan on converting a section of the house to an attached ADU to help with bringing in some cash flow and renting out the other bedrooms to some friends of theirs. 

Sounds like a great cash-flowing rental.

A Lot of agents 1) don’t really know all the intricacies/procedures/rules/strategies to do a short sale and 2) don’t want to do all the extra work involved in one, for no extra fees.Attorneys are not great for negotiating/processing shorts sales…they often slow the process down are not needed.If it comes to that point, have a talk with your agent, and their broker, about switching to an agent with short sale experience.You would need to show a financial hardship though….as in you can Not afford to pay the negative cash flow indefinitely. 

Like many I refinanced in ‘20 and locked in a 2.8% rate on my current property and I assume it can cash flow around 400-500/month if rented, or 125-140k net on a sale. 

We will guide you, structure the loan for you, and provide you transparency so you are well equipped to make the best decision possible. 

You have a maintenance issue…unpredictable cash flow.

Well the cash outlay is pretty minor.