I may have to get a variance for the existing dwelling unit's parking requirement, but I believe I meet all the SB-9 requirements.

All-In-One mortgage?

I would say maybe look into a 203k HOA loan great loans for people our age. you would be able to do a value add and not pay your mortgage until the updates are done up to 1 year.

We want to first cancel out the mortgage, move out of the other unit after a year and rinse and repeat. 

@Chris Kay beleive you can do DSR loans without a job as they qualify the property, not the borrower.You'd still need 20-25% down though.That's where you have a decision:- Pay down the mortgage, setting yourself up for a future refinance to free up your VA Entitlement.OR- Save up for your next acquisition.Only YOU can make that decision as you have to be comfortable with the increasing debt-load risk and the additional time to manage everything.

Affordable Housing Incentives -While SB 9 encourages new development, it also includes provisions to protect existing tenants and preserve affordability.

Given your mortgage situation I would opt for taking out a HELOC.

I am a Canadian looking for Loan Officer and Mortgage Brokers who specialize in helping Canadians and DSCR Loans.Looking to see-1) What's the minimum down payment required?

You'll want to talk to a local probate attorney to see how much time that could take.If the squatter is not making mortgage payments, you've got perhaps another month or two before the lender begins foreclosure proceedings.In your situation, I would approach the squatter to see inside the property to assess the condition.

The home was a bank foreclosure from a reverse mortgage.