Consistent with the advice of @Jo Bradley , if I could get through the first couple years financially, keeping current home seems a lot easier than long distance investing...and at least I know what is wrong with my current home (I.e it will eventually need new roof etc). 

Roof Maintenance/Repair: Done as needed, paid by the owner.

and of course a lot of DSCR loans are quote with a 5 year pre-payment penalty which of course can be VERY expensive if you have a 5 year flat 5% PPP and either rates drop or market conditions are such that you would like to sell the property. 5% of 300k for example would be 15k. 

I'm in Chicago and was just curious where your 4-flat is located here?

But larger repair items such as appliances and mechanical, plumbing, electrical, roof windows doors etc should still fall under the landlord's responsibility.

No underlayment was needed, but the floors have to be pretty flat for an easy install. 

Roof ~20 years, STR kitchen 15 years, HVAC 15 years, etc.

Roof cut off?

By default depreciation is straight line taking a flat amount per year based on the expected life of what you are depreciating.

Great property, perfect setup for a duplex with separate driveways, entrances, back patios w/ storage, brand new roof, plumbing, newer HVAC, appliances, flooring, etc.