I'm in Madison, approaching my 40s and making well into the six figures. I was just very persistent in looking and found a niche opportunity. Although I do worry about the central premise of the story being true--future raises becoming more difficult especially in the face of a layoff or recession.
Who hires many people in tech in Milwaukee? I'm from there and don't know of anywhere that does much other than basic in-house line-of-business software— is it just banks and insurance companies?
