Chicago isn’t the place to find any providers in this range...

What do you consider $$$

Do not really think I fit the bill. But found your post interesting. I guess I have to ask that question too where do you find men who are searching for that.  Back in the day when I used to dance you would see a few who would spend big money. Then I saw a few people who paid me generously for my time outside. I was part of a secret type CEO club but then the 2008 recession hit and many of those workers were axed or were sent overseas. I still talk to a few of them and they say money doesn't flow like it used. It seems we are heading for another downturn as well. Are the days of getting a room at the Peninsula gone or spending the day at the Sybaris? Those were such fun times.