I'm canonblind, unfortunately, other than other iterations of Pepper, but maybe something with her standing up to somebody or the like, to show she has ~grit~?

Or on his end, there's him in the police academy, him reporting undercover info to his boss, him going to the station meaning to retire only to realize the guy he's reporting to is a rat and sneaking away to figure out how to deal with him (fahkin matt damon). idk idk.