The eternal question in situations is would you buy this?  

Selling would allow me to put the $100,000 equity toward the new primary home, potentially avoiding a larger loan.What would you do in this situation?

I do know of the physician loans, I am also a veteran so I have the VA loan, and I was also looking at the FHA loans, but can anyone give me any insight that will help me get into a multi family with the salary situation I’m in?

Another situation that occurs more than I wish is cars parking on lawns.

My company has helped many investors in your situation hold on to an appreciating asset such as this.

Explain your situation, your looking to "get in" and would love to just buy em a coffee and pick the brain of a local "pro" for a bit if possible.

It's open for interpretation, but if it went in front of a judge, they would look at the reasonableness of the situation. 

Consider defining clear roles, ownership percentages, and responsibilities upfront, and ensure you’re protected if the partnership doesn’t work out.Since you already own properties, it might be worth consulting a CPA who specializes in real estate for advice on tax strategies specific to your situation.

Not sure your situation financially but even your $100,000 HELOC is going to probably run you $12,000 additional each year in expense that you've got to factor in.

You also may need to start with more capital so you are prepared for unexpected situations.