I currently work in the Supplement/Sports Nutrition industry and have a background in health insurance. 

I would probably bet that you can never stop learning about this massive subject, however i would like some good old fashioned books to flip through to supplement my education.

(I have none right now) I've found out that my business expenses on my tax detail from last year were a bit too high to enable an approval to refinance.

Do what you have to do now to not only make their life easier down the road but also to enable you to obtain the lowest rates and best terms possible for yourself. 

If it's below what it should be raise boiler temp and if not she can supplement with electric heaters at her cost. 

Yes, accelerated depreciation available in the early 80's enabled me to live rent free when I bought and lived in one unit of my triplex.As to going thru gyrations renting from your LLC, why have deductions for one entity and income for another?

The series LLC structure enables you to house multiple properties in one LLC but not risk all units if a lawsuit were to occur.

Technology has enabled communication with a remote CPA through phone calls, emails, skype etc.

In answering your ‘supplemental’ question...

You can report that to the insurance co, too, and hopefully get a supplement.