As for the tax portion I explained those numbers could be off slightly but overall I feel this still beats the market.Using the same math my other properties have had lifetime returns of 89.97%, 22.69%, 46.90%, and 34.69%. 

Get your cpa to explain why they think a cost segregation study isn’t beneficial in your situation. 

I would send them notice today that explains what will happen after the current one-year term ends.

I toured the property when they were home and they asked me how the living situation was gonna work, which I explained that my loan said that I had to live on the property for a year, and the tenant next door was on a year lease & he was month to month... so he was going to have to leave.

We appreciate you giving us the opportunity to review your property.Best regards,"I replied back asking for more specifics, wondering if it is the Milwaukee market, the Wisconsin market, the multi-family market, or the property itself, and I got crickets....At the very least, I should get better customer service explaining why.

Explain your situation, your looking to "get in" and would love to just buy em a coffee and pick the brain of a local "pro" for a bit if possible.

Your LO or broker is explaining it wrong if that's what they said.

I wrote a letter to the HOA yesterday explaining why the door was needed, how security would be very tight, and how the HOA itself could potentially be responsible for any ADA fines/penalties if they are found to the "barrier to access" for ADA as they control the lobby.We have a tenant lined up and obviously this is causing a major issue. 

And as I explained earlier, your investment is protected by real property, so your risk is extremely low. 

Unless you explained to them upfront your plan your intentions when you purchase the house, they wont find an increase in their living a happy event.