What happens few months later property got an offer and I want to accept but pay the rehab to curbio but it isn't enough commission for buyer and seller side. 

Sorry, but I would not pay for membership extras when there is so much already there without having to pay for it.

I checked with my realtor, who also checked with her broker and they felt that the personal contents transfer to the new owner of the property at settlement.I realize that I'm standing my ground over a $200 lawn mower, but feel like if they were given the items, they should've been removed in the months prior to the owner I purchased the property from listed it for sale and also settlement. 

Even if you have to pay a bit more now and have CF decreased, you will get the funds to continue deals and can reposition later. 

Best to have a month to month lease or one with a start and end date if you want them to leave on a specific date, that lets you move to eviction if they don't pay.

So my question is: if I wanted to save on the recording costs, keep the deed for my records, proactively pay taxes as they're billed (would coordinate with the company I buy the CFD from), then work with the borrower to get the deed recorded under their name once they've paid off the contract--am I putting myself at risk? 

Which that benefit alone ends up paying for itself in the long run.

Im in a Vangaurd Money Market thats paying me $286 in interest risk free.

Or, depending on the interest rate paying off the student loans.

Nasty ground.