The RE market around the country is built to succeed, especially in the Rock County, Wisconsin market.

It's likely that while the market isn't red-hot, buyers are still willing to pay for the right property.Timing & Interest Rates: You mentioned that you dropped the price after the Fed cut rates, which could have spurred some interest.

Financing either is a bad idea and will raise a red flag with a lender who will look at sources and uses of the loan request.

They all mention that my business plan seems rock solid and they buy into my numbers. 

What are some red flags to avoid? 

That's just my $.02 but I'm sure others have been operating differently with success.As for neighborhoods, West Side, South Buffalo, Kaisertown, decent sections of Black Rock and Riverside, pockets of North Buffalo, maybe some sections of Cheektowaga are going to fall into those categories.

I would work with a rock solid STR agent in San Antonio to see what places are less strict as I know they have been cracking down.

Although I've been investing in and improving multifamily properties since 2000, I decided to go back to school and get a Bachelor's Degree in Construction Management from BCIT (I already have my Red Seal in Carpentry).

Ask about any unforeseen challenges that have come up (there always are, so not all challenges are a red flag), and overall let them know you're an involved LP who likes to be kept up to date on things

You would need to have a rock solid argument prepared for how community benefit (affordable housing?)