These would be considered private money loans right ?

Quick rundown of the numbers:Purchase: $130,000  Mortgage and escrow: $1045 Total Expenses: $1195Rent: $1500Total cashflow: $305Primary issue right now is a 2 year buy back term for a DSCR loan that does have a large penalty for that first 2 years. 

Hi Hillary,The easiest would be to go to your bank that originated your first mortgage (assuming you have a loan on your property).

My loans are all Fannie Mae.

Owner builder or building with a Contractor are questions I need answered plus any info I can get to improve my changes of getting a competitive loan. 

It depends on the type of loan, loan to value, fico, income, debt, and experience. 

So now we're looking at either just me on the loan (using both HELOC and mortgage, with him still paying 50% for my HELOC) OR both of us on the loan (with the down payment still on me).

And if there is a loan guarantee fee on top of the acquisition fee, that is another "upfront" fee that the syndicator can make just for buying a deal.  

Speaking from private/hard money terms, the loan would most likely be considered a delayed purchase if less than ~5 months depending on the lender, and no financing was used on the original purchase.

You could purchase a 4 plex with an FHA loan and live in one unit (house hack).