When I enter estimated potential rental income for the top floor (2000) and 1st floor (1700) and a garage space I can rent for storage (100) my cash-on-cash percentage is in the negative (about 11%) and monthly cashflow is -$100.00.

You have to put down a percentage up front and you make payments on the loan like a mortgage. 

Maintenance is not a percentage of rent, but actual dollars, so the lower the rent, the higher the "percentage of rent".I would rerun your numbers using 50% for expenses, plus Mortgage, and then see what your cashflow is.

I would also likely take a percentage of every repair too, including the ones where the homeowner insisted on the contractor.

I'm assuming there's a ballpark percentage...any input is greatly appreciated.

Remember the cash out percentage will be 75% max with Fannie and it can not exceed the amount of the settlement statement for the initial purchase. 

What percentage of tenants do you have to evict?

The knowledge you'll get working side by side with an expert alone will be worth all the "lost" percentage.

Hi guys,Curious, what figure/percentage are you carving out for future CapEx  (new boiler, roof, etc).Thanks!

There are lot of good contractors out there , who work honestly , but the harsh reality is that th percentage is less .