Yep, kind of misleading. I thought the article would specifically target female founders.

Usually the masculine form is used as a gender-neutral pronoun. While correct, with no contextual need to deviate from the norm, I find the title unnecessarily distracting. But not as distracting as mismatching number and writing "their time" instead.

And I was pleasantly surprised to find that (this time) I hadn't noticed until reading the comments.

If we live in a world where one group of people is the norm and other groups need special distinction to identify them ("he" is a generic hypothetical person, but "she" means the person has to be female) then we have to undergo social change to bring us to center. This is likely to be uncomfortable.

Because the subject of the sentence is "a startup founder", not "Jason Cohen".