Hey Mike - If I were in your shoes, I'd spend the next 6-12 months doing a lot of reading and networking.

That said, if I were in your shoes and receiving almost $1,000 per month from a family member here's what I'd do: use the "free" family money to put towards the student loans.

While it will depend on your specific HELOC terms, some HELOCs have an interest-only draw period, meaning if you pay interest for 10 years (or whatever the draw period is), you never actually pay down the principal.So, if i was in your shoes, I'd first check traditional mortgage rates vs HELOC rates. 

If I were in your shoes I would try to get in touch with as many of those wholesalers as possible so that you can see the deals coming to market.

If you were the sole owner, you would just be creating an expense and offsetting taxable income.

The Order for the Assignment of Rents was very thorough and basically allows your receiver to step into the shoes of the landlord.

Assignee's sole remedy for a default by Assignor hereunder shall be strictly limited to the return of the Down Payment.

I would not recommend investing in more expensive properties solely for the ability to write off more in depreciation.

The only questions I would have if I were in your shoes are: why do you need to pay a fee to do this and who does the fee go to? 

Personal investment through sole-LLC Lessons learned?