My biggest pain point is rounding up help to move them in and out, as I'm a solo self manager.

I am also exploring Ohio Columbus and other city's in the midwest   

Agree with Joe, but I'll add that I had a neighbor do this (I am in Union City) and it was an expensive process. 

Biggest issue is contractor realizes they have leverage over you, so timeline slips and costs escalate.

My biggest hesitations with keeping this property is the rental market is pretty saturated and I’ve heard of some investors having to significantly drop their rent or have prolonged vacancies.

We are in Lake Balboa in the City of LA.I'm considering giving my landlord an offer to buy before we move.

Along any major road heading out of the city.

Great post, thanks for sharing, Kevin--I would also add that the Lower South End area into Madison Park is also a great area to relocated to if you want to be in close proximity to Uptown without being in the hustle & bustle of the city! 

I am an insider with several of the biggest developers/builders, so I know what there doing next, and next after that, for years coming.

Talk to a lawyer.If you get in trouble with your city you won't be able to rent it out now or later.