Either way, what do I say to get their attention in a positive way?

This puts you in the position to have to find a tenant that wants a fully furnished condo for a longer term lease.

Since short term rentals can be a controversial topic in some states, I reached out to Atlanta's office of zoning and development to just check on what the city's position was.

I've made it a point to position my units at a level where they're nice, but not luxury. 

Looking for positives and negatives based on experience...

This method obviously requires me to have positive cash flow (which I do). 

I know that Chicago has it's fair share of economic and political issues, but it's also a big City with a lot of positive aspects. 

With property taxes and the high cost of insurance, positive cash flow at today’s prices is a rarity

It's a complete re-positioning.

Probably not 20 house, probably 10 is more realistic...P.S. people on this forum are very smart, caught my miscalculation really quick :-) I hope one day I will be like you guys when I grow up as an investor :-)Ok, lets say you buy not 10-20 houses with it, but 5, which is also will bring you 1.5k-2K positive cash flow, but those houses are in the middle of nowhere...