Biggest one is obviously making #2 not a boring 1-dimensional flawless moral character. Give him a vice, let him get tempted by his position of power sometimes, let him have some negative distasteful human traits, let him stray for a bit sometimes, and etc.. You can make a great likeable character whose a POS sometimes if you make it so that he feels remorse for his actions and tries to redeem himself for them. For example, there could have been a minor plot-line where he finally gets into the temptation and fucks his first agent chick where he also successfully gets her pregnant with a boy on the first attempt. In that hypothetical plot-line, we get to see him deal with the guilt of betraying his chastity to his first love while having irrational anger towards the agent. He can have an internal dark struggle where he knows the baby is important as fuck to make sure is born healthy but concurrently wish for it to be a miscarried because it's a physical reminder of his betrayal to Elisa. You can make scenes where in his lowest moments, he could be seriously considering slipping his agent an abortifacient -an insane way of thinking it'll magically reverse his infidelity and make everything alright again. Then as he slips her the medication and she's about to drink it, he slaps it out of her hand and confesses what he just tried to do. Then we can go from there.