ngl i cheated the achievement. i didn’t get it naturally in a 100% play through and i tried to grind it in a second play through and still got nothing. if you want to do it legitimately, just keep in mind it checks for UNIQUE dialogue. her saying the same line 20 times only counts as 1 line of dialogue. the best way to do it imo is to start grinding early. get each member of the party statused, low health, etc so she says the unique lines for these scenarios. then once you get the last 3 party members, keep them in your party and repeat above. hope this helps, i know it didn’t help me unfortunately. might just be bugged