Ok seems that Fixer doesn't like all the "right" answers  (I'm including the DLTs in what I  think is supposed to be "right" answers)   so I was wondering if there's just a specific answer you have to get "wrong" or if there's a specific person you're supposed to go on a date with before you get to him for an option he actually likes.

I got called a try-hard by Fixer but not sure how to succeed in Sandman's encounter. What should I do? I'm only missing Fixer's and Sandman's souvenirs.

I'm also missing Sandman's but I'm working on Fixer's and currently feeling like I may have taken a wrong turn dude wears his sunglasses at night and all. Curious what all I need to do since Sandman was my absolute first of endgame choice but I guess I picked the wrong option early on haha