Sure he and Mitchum contributed to Rory’s arrest and temporary breakup with Lorelai, but he taught her adult values and drive in the real world, and Rory also came into her own as a sexually liberated adult.
He represented Rory’s first adult relationship, and he was actually quite a good influence on her, mostly.
While he may be the least popular of Rory’s boyfriends, Logan was definitely around for a long time.
Would a Logan relationship be the worst thing in the world?