If instead I leave the property paid for, the free cash flow is $1279 mo.With these free cash flows, it would take 5.9 houses with a 20 year note each, to equal the cash flow of one paid for house.

Because I have spotty job history (Mainly internships since leaving the military), securing a loan to own a property is out of the question.

personally I would pay off my home first. that would still leave you plenty to invest. it would provide more security because your home is free and clear. 

This is what my direct mail campaigning schedule looks like:Week 1: Send out your mail to your listWeek 1: (Optional) Start targeting your prospects with online adsWeek 2: Call up all your prospects to follow up the mailWeek 3: Send text messages to all the prospectsWeek 4: Leave voicemails (whenever possible)Week 5: Send out the second batch of direct mailHope this helps.

To eventually be able to leave my full time job.

After a plumbing, AC, a giant dead 200+ year old oak tree removal, and the “good” tenant leaving 6 weeks of repair and cleaning work, we had to unload the property.

No Solar stuff, No Ham Radio antennas, No Flag poles, etc...If it were me, (to be tactful) I'd tell them it seemed like a good idea but my attorney advised against it, and leave it at that.That way you are not getting in to any kind  of perceived Political or environmental disagreement with them, and you remain the innocent middle man.Just my 2 cents.Good Luck!

After putting together a Scope of Work, It seems it needs about 50K in repair work, leaving about 35K in profit after 5 percent in selling costs (using no realtors).I'll be the project manager of the fix and flip, budgeting, planning, and hiring the contractors, as well as financing the rehab part of the loan.

Tenants are not as happy and at-least one advised they will be leaving at the end of summer. 

Two types of poor that still leave you at a huge advantage are:1.