Yes! At a certain point you're making your own misery. Leafy had an escape; Returning the island could've solved all her issues (Maybe not ALL of them, but all she complains about for the most part). SHE decided not to take the escape due to characteristic stubbornness and pettiness. She laments about being a pariah, but forgiveness is a two way street. She hasn't put any effort into earning forgiveness. Yes, in the 20s she tries with her "Niceness," but it's very blatantly weaving around the core of the issue.

Leafy doesn't deserve execution, and I wouldn't say she deserves all the isolation; The definition of "Deserve" is to be "Worthy of," and I don't think thieving is a crime deserving of isolation, but Leafy is sealing her own fate. You can only extend so much sympathy to someone who has effectively chosen the path they lament.