My wife and my goal is to purchase a rental property for each of our children and, over their lifetime, teach them ownership and stewardship by showing them how to own rental property.

My SFR HOA charges about $460/mo, but we get a gated community, massive resort-style pool, shuttle service that takes my guests directly from my door to the beach, and plenty of other perks. 

My question is after I scale up and make enough cash flow to sustain my life style I’d like to quit this job.

The luck i've had with getting serious investors behind me to fund my own deals has so far been slim to none and I figured it would be a good learning experience to get in with someone that does it full time that can teach me the ropes.

@Tom DelThose aren't good comps.A comp is similar style and size and amenities, sold within the last 3-6 months.

Its been awhile and i thought i will give you the folks on here an update.The seller and I went back and forth on pricing, he wanted me to forgo the mortgage contingency and wanted to limit the amount of money he was willing to spend on the work needed to get the CCC.We finally settled on on an "as -is" price where i would assume responsibility for the repairs; close with a temp CCC and use a home style mortgage to get all the repairs done post closing.I kept the inspection clause and have had the house inspected; primarily to determine that the structure is ok.

The plan is, some time in the next 2-5 years, for me to leave active duty, join the reserves and get in to a full-time/part-time job (preferably with flexible hours) that will contribute to our goal.I have a possible opportunity to become a contractor's assistant, where I can learn an array of handyman skills and am thinking about getting my home inspector's license, (if anything to get knowledgeable enough to make offers that are not contingent on inspections).Any other suggestions for jobs to look into, that would teach valuable REI knowledge/skills?  

So my last piece of advice is that if you can't manage your money according to straightforward, wise principles, find someone to be with who will teach you.

If you do well, they'll take you under their wing and teach you the trade.

Teaching me is fun and easy.