Hi Kyle,It would be wise to look at the amperage coming into the structure and have an electrician help you decide if it's adequate for two units, or if you need another drop from the power company. 

Your entire financial structure here seems pretty complicated and it doesn't need to be.HELOCs hurt your DTI and may be part of the reason you aren't qualifying.  

What are the advantages of this structure?

@Natalie Kolodij so even when I have an LLC partnership tax structure, the rental income passes through to me without a requirement to pay self employment tax on it?

We are looking for help to decide how to structure and pay out family members their stake in the properties.

Is there an ideal way to structure group investments?

He said with a mentor he could have structured these deals better and he wouldn't have had years of break even cashflow.Using HELOCs seems to be a very accepted part of the BRRR strategy many use and I believe still advocated by Matt, so what lessons should have been learned?

We are building our structures on wounds of the past.

As a side question, have you considered structuring the deal so that you own the land outright immediately and simply make support parents to your mom for 30 years (or death); whichever comes first? 

Talk to your accountant about the IRS guidelines, so you can structure your trip so that it will be deductible.