Plus, you'll have to see if there were any fees the brokerage house charged you that can be used to reduce the capital gains from the trading profits.As others who respond here will probably say, you should contact a good CPA who is very familiar with day traders and home office business expense.

You’re also assuming your OOS will gain equity for you to heloc against.

Maybe ask your benefits/HR dept?  

I've been contemplating how I can best partner with my SDIRA Checkbook LLC so that we both benefit.

I been researching myself the answer to this dilemma - here are some other threads that you should read to gain insight in the various pros and cons of an approach versus the other.74999-paying-off-rentals-early568352-pros-cons-to-paying-off-rental-property-early547169-how-leveraged-are-you527382-pay-off-mortgage-and-snowball521188-pay-off-one-property-or-look-at-another74999-paying-off-rentals-early529189-payoff-mortgages-or-notShould You Pay Off Your Rental Properties Quickly?

This Loan will inure to the benefit of and be binding on the respective successors and permitted assigns of the Borrower.

Should I stay in my home and try to get some roommates to help with mortgage cost until I gain more equity?

No BS benefits or taxes etc. 

Also - could you please point some of the meaningful resources I can use for gaining more insight on the market.

You have to have capital gains that you are looking to avoid/defer paying in order to benefit from the program.