Repayment of the loan would be an automatic after-tax payroll deduction.

I hate refinancing when you get close to pay off, but since I borrowed the money for the down on the house I am reselling from my rehab fund and emergency fund, I would like to repay those and not just reinvest. 

Tenants do pose unique situations to all owners/investors and so I was simply deciding if I should enforce my lease and systems or allow the tenant to decide how things should play out. 

I want to also point out that I am not looking at this property as uniquely investment (since I am living there), so if I can live there for free then I am also making money.Here's where a little bit of the weirdness starts.  

Another unique resource is peoples personal blogs/websites that can be found in the signature.

I'd imagine jumping so quickly into so many properties would present it's own unique set of challenges.

Yes, you will probably have to approach most all people who influence the decision maker (who may or may not really be the PR).USP = Unique Selling Proposition.

A way around this is to use an RMLO to "underwrite the tenant buyer" as per the "ability to repay rule" from the Dodd Frank act.

If the funds are a $250K loan as you said I would be sure to plan wisely how to repay!!

Most investors want to hear how you will repay them and if your deals fall to apart do you have a backup to repay the investors.