I honestly love this game, but the protag's job is hard to piece together without getting a TON of the scenes. I like replay value, but it's not for everyone/
Regarding how I figured out the nature of the protag's job: If the bad boy boyfriend works as an assassin, he can eventually end up working at the protag's workplace, in a pretty high-up position. And one of the bad endings involve the boyfriend getting killed (if you max out the prince boyfriend's intelligence) while the protag has to listen to it happen from their room. Various other things, like the fact that they can spy on p much anyone at anytime, or the way they kind of avoid talking about their job.
But the flirt seems to have the least interaction with the protag's job, but idk, I might not have seen all of the scenes for that route