OK first of all, no shade to How to Lose a Guy in 10 Days. It's one of the all-time greats and who am I to tell you otherwise?
But I recently rewatched it and I've got a couple of questions.
Here's a recap of the plot: Andie Anderson works at Composure, a women's magazine. She's writing a column in which she starts dating a guy, only to drive him away by making all the ~mistakes~ that single women commonly make. Meanwhile, Ben Barry works for an ad agency where his boss challenges him to make a woman fall in love with him in 10 days in order to secure the account he wants to work on. You can see where I'm going with this: They unknowingly pick each other.