Its valuable experience in renovations, landlording, and provides some great benefits (like offsetting your mortgage).There is nothing like empirical knowledge, so get out there and try. 

On my end, probably >70% of the time veterans receiving disability benefits, and single women receiving alimony or child support, who are applying for a mortgage, will not tell me about those income sources unless I specifically ask.

My mind is slowly adjusting to raising prices, but not fast enough to pull the trigger. 

The other hidden benefit of owner financing is it doesn't show up on your credit report so doesn't count against you for things like credit score and dscr.

Travel for business development/sales $10K/yr.Would love your 2 cents on how I should assign the expenses (e.g. which companies should pay them) as they all benefit each business and assigning expenses to certain businesses would affect partner Kevin differently?

I will adjust my CapEx reserves based on that.

Sorry to hear about this bad situation.In your shoes I would do nothing that in any way benefited myself. 

They are off-market and can really benefit from not having to fix things up before putting on the market.

The benefit was condition of properties was not as stringent and you can sell them separately.  

The benefit is having lower living expenses and having someone else help pay down the mortgage.You need to do the analysis as if you are no longer living there.