Pros
Some places are run by stupid people but have everyone fooled because of their charisma. Some places have the most brilliant folks but the atmosphere is sick with a lack of leadership and humility. Entercom is a decent place for decent people. Many were not the sharpest, but all are hard working and find creative and caring ways to get things done. You will find good leadership and little management overhead, both a plus when trying to be creative.
Cons
Radio has a bad rap right now. The debt Entercom, and other radio companies, have created buying stations has caused the stock price to tank. The result is an environment to be tight as of December 08 (then again who isn't). Many times there is too much emphasis on sales personnel when there should be more in creating good content for the station(s). The stations do their best, however, many are suffering a lack of inspirational content and branding.