I feel like eventually, these local municipalities will ban Airbnb.

It's a little trickier if it's a buy and hold because you'll eventually need to come up with the money for all of it and it makes less sense.   

I would like to start with wholesale but eventually lead into rentals of my own. 

Don't get me wrong, I'm grateful we have our STR and will eventually add one or two others, but my advice would be to start with a long term rental, get your feet wet and grow from there.

Which it will eventually be rented.

Eventually something will stick.

Usually a couple of iron pipes driven into the ground....then you could sight down the line and get a decent idea.I think eventually you will need to get an official licensed survey to clear this up.

Finally, I do intend on being fully hands on, but hope to eventually be partially hands on.

Just because there are listings doesn't mean it is legal.I am betting those folks will be facing some big fines when the hammer eventually comes down.

Else, you will get overwhelmed.Learning and eventually mastering REI is similar to other educational endeavors.