I don't think buying in markets that are yet to be widely gentrified is a 'stupid' idea. For example, my firm is buying up many homes in Kansas City, MO. If you know anything about Kansas City, you know that there is some improvement potential there, to say the least.
As the acquisitions analyst, it is my job to know the market in and out and that comes with knowing what the city and state is doing to change the area.
In the case of Kansas City, there are huge developments planned that effectively sandwich the rough areas between wealthy areas and large developments. They're building a streetcar line right through the rough areas to raise the traffic to new developments. They've deemed areas as "blighted", and have passed tax abatements that freeze homeowner's property taxes for 10 years if the owner shows they've put in $5,000 of upgrades to their homes. There are other drivers there, and my point is that it's really, really important to have legislature behind you when investing in 'transitioning' areas.
I am not well-versed with Cleveland so I can't provide any insight there.
If you'd like to hear more about Kansas City and our other midwestern market of choice, feel free to shoot me a DM. I'd be happy to chat.
Thanks