Pick the one that works best with your skills sets, habits and personality.

Well, a realtor and a lender already insinuate that investing there is great so it must be

I've lost a couple thousand on inspections as well over the years.

Personally, I wouldn't totally disagree, but it is very much in the eyes of the beholder what "nice place to live" means.Based on your post, I would assume you are getting requests because you are a new landlord (maybe the old one was not a kind person, so tenants chose not to make any requests) and that you are asking them to pay more rent for a unit that is likely in worse condition than when they moved in.So now, you can either tell them no, or you can accommodate and potentially open up pandoras box of setting expectations that you will cater to all requests all the time, or as noted, you can remove yourself from the equation and hire a PM to handle the requests.  

I am currently setting up and planning on scaling a property management business focused on serving industrial owners in the London/St.

Now I finally did it, I gave 2 months notice to the property manager and set up my listing in Airbnb & Homeaway and opened up the calendar for November & December.

This is the most complicated piece because you are essentially the mortgage originator (which might run into licensing concerns depending on how many times you do this and your state), and you need to make sure the person who is buying is a good borrower.3) close with a title company or lawyer (state dependent) who knows how to deal with this type of transaction4) set up an account with a servicer to collect the money from the borrower (not required, but highly recommended from note buyers)5) collect payments

I would do it for the tax write offs, as well as another positive for the resale value. 

This has a different set of rules - taxing, loans, etc.

Willing to travel a few hour radius as well.