thats because this is rolands last journey. its been awhile since i read the books but i remember a line in either wolfs of the calla or song of Susannah where hes training or watching jake and the others train and he thinks to himself that he could almost stop going after the tower if he could just stay there with his new family that maybe that would be enough for him and then later on he even with no thought to his own safety almost sacrifices his own life to save jake from getting crushed by the van. roland grew alot in his last journey, he was even heartbroken when oy sacrificed himself fighting mordred to save him.
you guys all saying roland was cold and sacrificed everything and he did but that was him at the BEGINNING of his journey and this movie takes place at the end of it.
it would go against all the character development and change roland went through if he just went back to being the same old bitter heartless gunslinger
of course hes not going to let jake fall, by the end of the books roland regrets sacrificing everything, at that point in his story if he could go back and save jake he wouldve never let him drop this time.
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also flagg acts pretty different in all the worlds he shows up in. my view of flagg is that of a swaggy douchelord who just goes around fucking with people and i feel like McConaughey is kind of perfect for a character like that as hes very swaggy and can pull off that air of arrogance that flagg has. the only thing im disappointed about is he doesnt have his buttons
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also i hope they can keep him for the stand movie