If Smeagol had not died...?

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In a perfect world Gollum could have been rehabilitated yes. The real world however (well, let's say the fantasy world of the Shire) would not receive the little baby-eating rascal too well I'm afraid. Frodo was or became rather saintlike and had a special understanding of the hell Gollum had been through because he knew what the ring could do to a fella. Therefore he came somewhat close at making Gollum repent. Had the Shire been populated exclusively by post-ring Frodos there's a chance he'd make it all the way. Unfortunately, not all Shire-folk would show the kind of tolerance required, and once scorned Smeagol would revert to his bad old ways, leading to a downwards spiral and so forth... So no, not a chance. Maybe in Amsterdam...