Full-time job to help transition into full-time investing

[Joel McKinney]

My wife and I are currently renting out our first 3 rental properties that we have semi-passively acquired over the last 5 years.  We have made the decision that we want to collectively focus our efforts towards the long term goal of living off passive rental income.  However, we currently fully rely on our full-time jobs to support our family and pay off debt.

My wife is a real estate agent, which will greatly contribute to that goal.  However, I am in the Navy, as an aviation electronics technician.  Not quite as useful.  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? Assuming all variables I can think of, I'd need to make at least $30,000/yr at this new job.