Hey @Patrick Braswell  You shouldn't have any issues getting a DSCR loan as long as you have at least 1 borrower who owns 20 to 25% of the property, or if a couple of you can get to that level combined. 

The agent has insurance, but clearly, they should not be an agent if they don't disclose this. 

I was pretty leveraged with my HELOC, 401k loans, etc. but I could have been even more aggressive.I only have 12-doors though.

If I paid cash for this property, the HOA + Insurance + taxes is around $500 / month. 

House hacking a 2-4 unit property with FHA (3.5% down) or Conventional (5% down) can be a smart way to start, while DSCR loans or partnerships can help if you need alternative financing.

Question: Should I collateralize the loan (if using private or hard money), or rely on roll-over loans (to maximize the lower points and 3-4% rate)?

If you need any help with the financing, Aslan is beginning to offer the Chattel loan very soon which could be a great help.

I would look at the DSCR loan as the first option.By the way, I suspect you are going to be disappointed by any refi appraisals   ADUs typically appraise poorly   JADUs can lower the property value Vs having the space as part of the primary unit.  

You can finance it with an FHA loan (3.5% down) or a conventional loan (5% down) if you plan to live in the property.

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