I'm soon closing on a multi-family property that has some extra space that's begging to find a better use. 

If you can tolerate it, go for the extra roommate.

Highlight the “family-friendly” perks, like extra beds, pet policies, and flexible terms.

- Rent out the extra bedrooms in your unit to roommates or for even higher rent on Furnished Finder.- Rent out the other unit as STR or MTR for max cashflow - which will require you to become an expert at those businesses.- Learn how to do your own repairs & rehabs to save money now.

Just having an extra kitchen doesn't impact insurance eligibility. 

Quote from @Marc Shin: Should i be providing disposable toothbrushes and extra toothpaste to guests? 

It’s an extra step, but it can save you from surprises later.Keep asking questions-it’s the best way to learn.

The least risk would be to use the extra 100k a year to buy bonds and then sell the bonds to pay the mortgage each month.

You’ll need to find a GC on board with the extra paperwork and a seller willing to accept a longer closing time.   

No extra fees added for repairs, I'm allowed to contract my own people via the PM to do services(HVAC, lawn, water heater, etc.)