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I don't agree that she will always be remembered for Gigli, it affected her but I think her career has moved past it.
Its important to distinguish the type of criticsm she recieves in movies. She is considered a generally good actress then the criticsm revolves around whether its a good movie. Like with Gigli the critics didn't say she couldn't act it was more of a case they didn't like the movie.
Compare that to Mariah Carey where the critics debate whether she can act or not regardless of the movie. Its just two different kinds of criticisms. No serious critics debate whether she can act but whether she as a good actress is in a good movie.

I don't think its easy in both film or music to make a comeback. In the same way it only takes one song/album to be back in the game. It only takes one movie.

I think music is harder not just for Jen but for everyone, because album sales are low everywhere. To get a hit album you have to promote it for like a year with 3/4 singles & videos and performances travel abroad. With a movie you can film it in 3 months and promote it for like 3 weeks and the jobs done and you get a massive return on the investment.

Also if a movie isn't a hit you can release another in 6 months or a year. With music you have to wait a long time in between to make a come back. Like you can't do 3/4 albums in a year, but you can do 3/4 movies in a year so there are more chances to succeed and do well.