That combined with traveling professional demand declining could spell trouble.- Risk of vacancy - What gets overlooked with this option a bit is that a small vacancy (even 1 month in many cases) can erase any monetary upside when compared to a 12 month lease.

For those on a fixed income and declining purchasing power, can be a very useful product for senior borrowers to preserve reserves. 

A population that has declined from 1 million to about 500,000, and continues to decline.

Tell him you might be moving maybe he will rethink his offer if he thinks the interest has declined.

The area gets worse over time and rents decline and market value goes to a 12 cap.

However they declined to fix it stating that this falls under “vandalism “ since it was a tenant s negligence.

Also what if the property value has declined? 

Also, from an economic and population perspective is Milwaukee on the decline?

I offered to buy them lunch, and they respectfully declined any monetary compensation.  

Value instantly declines because renters don't have a financial vested interest like owner-occupant to do so if you're going to rent you go where reading is what creates the demand.