Pros
Groupon was a fun company to work at due to the age of the people that work there. That changed very quickly and Groupon was not a fun place to work.
Cons
Groupon is "generous" and gives you unlimited vacation days. This is a double edged sword. Groupon gives you very little holidays off and discourages you from actually using your unlimited vacation days. They make it very difficult to actually get any time off. Groupon loves micromanagement and feels there is one system fits all. If you are exceeding your contract goals and pacing towards revenue goals, they will hound you for not making enough calls or enough talk time on a daily basis. Pay is very poor. You can't live in Chicago and make $32,500 per year. I was promoted twice while working there and never received a pay raise. Groupon is very good at over working their employees and under paying them.