I have not worked for them but I can tell you a few things. In a city where another new theatre company springs up daily, and as many close down, Remy Bumppo has survived since 1996 and their seasons have grown each year. That's saying something about their production quality and their structure. I have worked with their current PM, although it was many years ago, and she was an absolute sweetheart and extremely organized. She comes from SM so she definitely "gets it." They rake in the Jeff nominations (Chicagoland theatre awards circuit) but have only actually won one. They have a consistent performance space which puts them head and shoulders above the majority of Chicago companies, which are transient from show to show.
Hope this helps!