I remember that she was very famous in the late 90s, early 2000s, but then her popularity dropped off when she got involved with Ben Affleck. At the time, she was openly cheating on her husband, and he was openly cheating on his current girlfriend, and it outraged a lot of people.
Age and not starring in more films probably also played a part. She got older and became less relevant with the Gen Y's after the early 2000s, and unless you listened to her music (which isn't actually that noteworthy compared to thousands of other pop stars of the millennium), you didn't hear much about her in the news.
Jen also appears to have very poor taste in men. She always goes for the ones who are bad for her, and never learns her lesson. It's why she's been through so many boyfriends and husbands over the years.
That, and fame changed her, made her into a control freak. She isn't much fun to work with in person, whether it be on movie sets, music video sets, or in recording studios. She is very demanding. Being a control freak is partially what drove away many men from her, including Ben Affleck, twice!
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