I am a broker and property manager here in Clarksville, TN.

The biggest lesson learned was managing stress.

. ;-)Some things come to mind-do you host yourself, have a property manager or co-host, is your STVR dog friendly, do you have king beds, where is your market, do you have professional photos etc.

Have yourself own an interest in the LLC, and have another entity you control own an interest and be the manager.  

No, you can manage multiple markets in one account.

that we’ve learned in our 24 years, managing almost 700 doors across the Metro Detroit area, including almost 100 S8 leases:Class A Properties:Cashflow vs Appreciation: Typically, 3-5 years for positive cashflow, but you get highest relative rent & value appreciation.Vacancy Est: Historically 10%, 5% the more recent norm.Tenant Pool: Majority will have FICO scores of 680+ (roughly 5% probability of default), zero evictions in last 7 years.Class B Properties:Cashflow vs Appreciation: Typically, decent amount of relative rent & value appreciation.Vacancy Est: Historically 10%, 5% should be applied only if proper research done to support.Tenant Pool: Majority will have FICO scores of 620-680 (around 10% probability of default), some blemishes, but should have no evictions in last 5 yearsClass C Properties:Cashflow vs Appreciation: Typically, high cashflow and at the lower end of relative rent & value appreciation.

I had a project last year that a sub hit a conduit that was marked out and the utility made a claim many months later.

There's a lot of discussion about managing a STR from a distance.

For my POH park I have a hourly PT maintenance manager who keeps our rentals in shape. 

It sounds like you may not be cut out to manage rentals in which case you should probably sell.