@Anthony McHale I live in Long Beach and invest in Indy.

Have you looked in Judgement search yet at Palm Beach County? 

Only thing I would worry about is I know this deal can't be in the Newport Beach area.

I am a beginner REI in Lexington and only have answer for your question 5 so far :) I recommend Sahara Mediterranean Cuisine a cozy restaurant with friendly atmosphere close to a very good residential neighborhood of Lexington:https://goo.gl/maps/de3zKrSMM652 Also let me know when you are in town, I would be more than happy to help you.

Thanks for the point in the right direction.As an aside - I see that you are from Newport Beach.  

I personally like to do deals in infill locations, by a university, or by the beach.

A car payment is your biggest obstacle.I would read the millionaire next doorAnd David Lindahl Multifamily Millions to start.Right now I would be looking to get into your first condo for about $300k near imperial beach or near your work.

Prefer to buy at a discount, repair, refinance and repeat.Goal: provide a solution to a housing sparse market, while establishing a long term retirement plan for ourselves.Not looking for a “quick-rich” solution.I do like long walks on the beach, good bourbon/whiskey and sushi.I am self proclaimed professional fish-feeder, because I love to fish but fail at catching.

It's in a secluded neighborhood beach community in South jersey.

But only question is, for beach properties, the insurance can be high.