Once you are familiar with what a good investment looks like, then you can create a rule of thumb to help you analyze property faster and only dig deep on the ones that look promising.Here's a guide that describes what good cash flow looks like and how to analyze a property.https://www.biggerpockets.com/blog/rental-property-cash-flow...

I would use the funds to buy at deep discounts (60-70% LTV) and then wrap with seller financing.

And, the longer you wait to act, the longer the squatter stays - and even gains some legal protections to stay while your waiting on a slow court system to act on an eviction. 

Anything requiring court or judicial decisioning is extremely slow. 

Would you say Cleveland is more of a long-term play with steady and slow growth? 

Out of my 32 properties, I’ve seen insurance rates drop by up to 40% on renewals, and property tax increases are finally slowing down compared to the crazy jumps we saw over the last five years.

If they are the 3M version and you are slow and careful on the pull off, they usually release but not always.

I also didn’t deep dive into each listing as I wrote this and just simply found examples of photos I thought fit this and Airbnb did as well.

That's SLOW - but effective. 

In other words, if you don't fill your unit in the slow season because you're afraid it will cut into your high season revenue, will the high season revenue more than cover the difference?