I over-leveled in the early dungeons to ensure I unlocked all the gear, skill cards, locked chest items, max compendium, etc. so I've been super-paranoid about the Hardcore Risette trophy ever since I added her to the team.
Planning to knock it out even before I clear Void Quest proper by systematically attacking every possible comment trigger (I'm up to 220 unique ones - hope to push past 250 that I've tracked with my current team - may need to at least clear the dungeon before jumping ahead as I believe Shadow Mitsuo is the first enemy to inflict Exhaust status), then I'll block a save to fast forward through the game only tackling boss battles until my team is effectively not over-leveled and I can nab all of Naoto's quotes as well. Once I bag the trophy, I'll reset back to my over-levelled completionist squad and not have that trophy hanging over my head.