If the property breaks even, or operates in the red currently, it will only operate deeper in the negative (unless you find a strong ROI like creating more bedrooms, convert a non living space to living space, etc) with another loan. 

@Luis Cerwin as others have stated, Nov - Jan is the worst time of year to have a vacancy.Majority of tenants live paycheck-to-paycheck, so all their income goes to Holiday spending starting with Halloween, then Thanksgiving, then xmas, then NYE.January is also historically the worst month for rent payments due to Holiday Hangover Spending.

Ko,The property is in Missoula Montana, I live in Bozeman Montana. 

If you're a single mom with student loans, a car payment, and living paycheck-to-paycheck, then $20,000 would be devastating and a reserve is critical.

Always do your due diligence folks, search for their name on here, check for criminal and civil court cases in the county they live/do business in, etc. 

As a full-time student living on campus, I’m looking for part-time opportunities that could help me gain some experience in the real estate industry while also make a little bit of money. 

Businesses are “living” organisms with a life of their own, usually having deep meaning to their owners.  

I live in Jackson, MS, and have met Walter.

Great idea from @Henry T. to live in the ADU if you can and rent the house.

On the flip side, if you've got a bunch of Section 8 tenants living in a building that's in a neighborhood where a lot of the tenant base has good jobs, high credit scores, and are generally reliable people, you've got the most risky tenants in that tenant base and that ain't what ya want.