If your goal (like many BPers) is to eventually have cash flow from real estate to replace your W2 income, I would say it would probably make sense to try and buy multiple SFHs or a multi family.

Ideally 3 family, so I can eventually takeover another floor, and still have some rental income coming in to offset the note. 

You can make money on the US government eventually devaluing the dollar because your debt is nominal, you can pocket the positive cash flow from the rental and take the cheap cash and invest it in a better market overseas.  

I do like the Naples area as well, and 3.5 hours away is not ideal from Orlando but not impossible either thinking longer term, especially if I eventually hire a manager.

I will be looking into exploring different states eventually.  

Eventually your steps will be much more forward....Some things depend on your background, connections, and the "team" you already have in place.

Sometimes is isn't, understanding the market and the numbers behind how many sellers you speak to who will eventually list their home versus the amount that will sell to a cash investor is critical.

It will eventually come around, and the client will leave them for a more reputable provider / opportunity.

Congrats @Ashton Levarek for pulling the trigger and not getting stuck in the analysis paralysis mode.These are all great options to start out for those who want to manage multifamily properties full-time eventually. 

Eventually, we have to get out there and actively learn the process and the industry.