Looking forward to the journey ahead....Cleveland will be a suitable market for your Section 8 investment.

This market is best suitable for a gambler in my opinion

Now that people are starting to socialize again and this city is opening back up soon, I would imagine that many renters and visitors will be coming back to SF in the next year or two.

A good example of this is the Springfield Mall just 30 minutes outside of the District, where visitor levels are at pre-pandemic levels and average stay times are higher due to their prioritization of experience-focused retailers according to the CEO of Pennsylvania Real Estate Trust (Source).

I would try to subscribe to Angies List to determine a suitable mortgage company.

Let's be honest here, the listing agent didn't have to do much to procure a suitable buyer.

I am looking to dip my toes into rental property investment and find a suitable niche either in the Chicagoland area or Wisconsin (dells up to northwoods).

It really comes down to running the numbers and seeing which option offers the best balance of costs, monthly payment, and future flexibility.In short, a DSCR loan might work, but it may not be the cheapest or most suitable option if a second-position loan or HELOC can accomplish the same equity pull with fewer costs or better long-term benefits.

If I had a large amount of liquid capital, do you think I should use it to purchase fixed assets or for some project development, which would be more suitable?

It would be impossible for police to spend time on all of these cases when they are difficult or IMPOSSIBLE to prove and where there are suitable remedies in civil court.