No thanks.I've only been to Milwaukee a couple of times, but I don't like that the population has decreased it looks like every year since about 1970. 

Also, overall population is decreasing. 

@Jay Samudio great advice from @Melanie P.Also, in our 24 years of experience, a tenant that has to get emergency relief typically ends up behind on rent again very soon.Be sure the tenant cooperates with providing documentation explaining why they fell behind and that the problem is highly unlikely to repeat.If they won't cooperate and state, "none of your business', then what does that tell you?

I also have a primary residence with nearly a JUMBO loan at a high interest rate and I own a vacation place in cash (small trailer not worth much money but i also own the land) in a different state that I pay RE taxes on. 

It may look like a cheap 3-4 unit, but if it is in a place that is known for high turnover or other issues, then it may not be worth it.

Highly appreciate you being willing to share the knowledge.

Is that a high crime area?

The duplex was expensive and with rates as high as they are, I was not able to save money house hacking.

These places will be more expensive, for a reason.Now I do think that there is some opportunity in certain areas of upstate NY for short term rentals, however upstate NY is not a well established travel destination so your occupancy will probably be low and highly seasonal but this method is viable.

It's essentially Stessa partnered with a 3rd party bank where the rent payments are ACH-ed into and it is a high yielding account.