@Matthew C DominyEssentially short-term rentals in areas that are popular with all types of visitors: tourists, digital nomads, remote workers, snowbirds and retirees.

Simply connect with those that provide rentals 100% hands off, allow them to handle all for you, Cleveland is a fantastic market for double digit net caps. 

I’ll remember your standard contract selections so I can send it to you just needing digital signatures.

If they have a digital record system it will be a bit easier but you can see where permits are being pulled and if any of them are for subdivisions or more commercial.

You would not believe how much documentation can be missed when cities transferred to digital. 

I spend a lot of time at work thinking about "digital transformation"..... we're going through a physical transformation in terms of how ppl work and live and its impact to our physical commercial property impacting downtown office space, the banks that finance these places, the small businesses that rely on business commuters, the infrastructure facilitating commutersChicago is not unique - Indy, Atlanta, etc - https://www.wsj.com/real-estate/commercial/even-a-booming-ec...

However, it would be great to accomplish it digitally.

We'll never scale if we source out the management - most professionally managed units rent for more per night, but have a lower yearly occupancy, and from my research, tend to bring in lower quality service resulting in fewer or lower star ratings.To the OP's point though, if I were to calculate the hours per month I spend managing....after over a decade doing it, it's certainly not double-digit hours per month (with 90-95% occupancy). 

Couple hundred bucks a door monthly cash flow, double digit ROI, and yes the prices appreciate and you build equity.

@Tim Bender already checked "lender" no nmls# id and no 18 digit MIN no match