Once that has been done I'd like to purchase a property walking distance from myself so I can keep an eye on the property and because I don't have a car.

This guy is young, hungry, and has an eye for the kind of properties that make sense as investments.

When is last time you saw with your own 2 eyes? 

Now I am now setting my eyes on investing in Ohio since it is doing great in the investor world and I am very familiar with the state, particularly the Cleveland area. 

There is a Vermont STR Facebook group that I follow to keep an eye on where Vermont is headed with STR.

You’ll also be trading off appreciation for cash flow in those areas, so make sure to keep that in mind.If you’re eyeing a B/B+ neighborhood instead—think exurbs like Adamsville or Pleasant Grove in the west and Odenville in the east—you’ll likely be limited to condos or small fixer-uppers.

This is a sophisticated wild-eyed guess Jeff. 

All this as well as keeping an eye out for off market properties and sending them over to the client even though we really wont get paid until they decide to sell it if you are still their realtor by then lol. 

Has anyone dealt with section 8 renters before and if so what are some red flags that I should keep an eye out for?

This is gonna be an eye opener for sure.