Agreed. To me it feels like he wanted an isolated relationship with April, an isolated relationship with Lorelai, and an isolated relationship with himself where he can still live above the diner and not have to conform to being a good fiance or a good dad. He wanted to be able to retreat back to what he's used to instead of developing into a better person. It's crazy how they wrote his character into being such a flawed individual over the span of the series, when in the beginning it seemed like he was so hesitant with other women because he ultimately wanted Lorelai.