My tenant pays most of my mortgage for me and I became incredibly determined to try and get another deal in the near future.

@Seth Vendelboe you will have to go to a commercial lender likely - because it is over 4 units - or check with the local banks and credit unions who hold their own mortgages   I might know of a guy in MI who can help if you don't find someone 

There's a big difference between Detroit proper and the suburbs. 

I've been living in the house with one roommate paying $600 of the mortgage.

I was not able to walk properly after lifting 2000+ lbs of shingles.

NO CONS, just do the reno properly and SCREEN properly, I have done probably 1k or more move in and outs .

Its going to vary for so on private lenders/Non-QM or DSCR from lender to lender and more than conventional which is more standard among lenders.https://www.mortgagenewsdaily.com/ is a good resource for generally daily/weekly moves in mortgage rates in generalhttps://www.google.com/finance/quote/FVX:INDEXCBOE?

yes you can get financing for non-warrantable condos but it will be some bank/CU that holds their own mortgages in house and allows that. 

Investors make money by leveraging money.Would you rather have 5% annual appreciation on one property worth $100k or 4 properties with mortgages worth $400k?

Proper Insurance and Steadily have always been solid options for short term rental insurance.