People love to make landlords and/or STR operators the "bad guy" and ban the short term rentals (see Boston, Cambridge, Somerville) but when they make AirBNB the bad guy, they (gen pop and politicians) dont address the real problem which is no new construction and major limitations in zoning or redevelopment.There is a way to have both STRs and a healthy housing market, but the problem is everytime someone tries to modify a dwelling or build a development all the NIMBYs pop up and kill it and then complain that rents and prices are going up.

Whether or not I should jump into an apartment building that needs to be rehabbed on my first deal, even though it is income producing?

I also operate a web design/digital marketing company that help produce extra income.Currently, I live in my childhood home with my family (wife and two kids - I am 30 years old).

Net Self-Sufficiency Rental Income refers to the Rental Income produced by the subject Property (trip/fourplex) over and above the PITI. 

I'd say that my budget is anything under $985K that will produce a 20% COC return.

If you have a healthy market then your rent should be fine at/a hair below/a hair above market.

A smooth sea never produced a skilled sailor (Franklin D.

historically buy n hold over long term has produced outstanding return.  

Value adds have produced great return for me and have changed my life. 

Historically they have produced outstanding return.