The audio chips in phones were woeful. Not every headphones could be driven by them. There was a whole cottage industry of DAC that you had to plug between your phone and your headset.
As a very deep hole, the jack was also a dust/lint catcher, almost impossible to clean. And because of its length, it had a lot of leverage on the board, requiring fairly heavy-duty soldering to avoid damaging the board.
And the first reason the jack went out is not thinness but water resistance.