Fallout 4 DLC Dilemma (Redux)

I'm using my 300+ hour character to go there, so... Personally I see no shame in using the same character even to 100% the game. That is often my course of action in TES and Fallout series. I usually take a very long time to complete the main quests doing a lot of side quests, strolling around and lollygagging between main path quests. Role-playing-wise I think the reasons for going to Far Harbor (or starting the Automatron quests) are perfectly valid for a character who's already played through the main events, so...