Then the HELOC interest would be deductible via interest tracing . 

It seems to me that because of the increase in the standard deduction with the tax reform, that I don't really have a big enough mortgage to get any additional tax benefits. 

If you elect an adjustable rate deduct a point (roughly).   

My question:  Is there a service that I can engage that will automatically deduct funds from his account and deposit to mine. 

You can deduct portion of the expenses including depreciation and what's left will be subject to UBIT.

@Josh Wallace The depreciation schedule (usually called a Tax Asset Detail, Fixed Asset Schedule or Federal Asset Report) is just the document that shows your depreciation deductions.

@Donovan LietchWhatever the investor receives over and above his $10k investment is taxable income to him (and also a deductible expense to you.)Seeing how little you know at this point about recruiting investors, I highly recommend you don't try it on your own.

You will probably need to repaint and then deduct the cost from their deposit.

Keep in mind having an LLC does not afford you additional tax deductions.

I'm keeping a tracker of my mileage for tax deductions through real estate.