Institutional Borrowers (With In-House Capital Markets Team): We work with many institutional clients with 1,000's of units under management that have in-house capital markets teams.

I’m inclined to hire a property management company, but still considering all options.Problem is - the property is UNIQUE.

As for the rest of it, you can find a lot of useful tips on past forum posts along with podcasts and youtube material on the topic (BP and other RE sources).We've self managed STRs for a few years.

Then you can self-manage and learn all about tenants, contractors, etc. 

It's one of the hottest markets in the US right now with so much population growth, job growth, and companies moving/developing here (26B Intel headquarters being built here, 68K+ enrollment in Ohio State University, Amazon, FB, Google, Honda, Nationwide, Anduril, etc.).

Cleveland is a great market if you know how to navigate it and have a good property manager.

*I'm a property manager, not an owner, so I do have a 3rd account for business expenses as required here in Oregon.There are a plethora of software/apps out there for managing properties and funds.

We manage them ourselves in VRBO and Airbnb.

How long does it take you to manage a maintenance request from your tenant?

I run Blaze Real Estate a property management company in Amarillo.