Unpopular opinion (it seems), but I actually love the multiple dicerolls in dialogue.

1) It stops me from simply reloading a save to try again. Maybe other players have more willpower to resist savescumming (I salute you), but willpower is my dump stat in real life. If I realize that with one more point, I could've have passed that persuasion roll, and I quicksaved two minutes ago . . . I reload and try again. But if it's several rolls that are tricky, and I only fail at the third, then I'll live with the consequences instead of risking wasting time. Letting
Nettie
stay dead was the first time I didn't time travel to save a semi-sympathetic NPC.

2) Multiple rolls emphasize that an NPC is extremely unwilling to change their mind--it gives the conversation a different tone, and makes the back and forth feel more like an actual discussion than a simple stat-check. It's more interesting!

3) It makes me feel like a badass when I do succeed at several tricky rolls (like with opening
the book on Thay Necromancy and learning speak with the dead
).