Hey there Valseek!
Question 1: That is correct. I haven't always gotten both quests. Launch day I only got the craft and return, and on Day 3, I only got the Tipsy Taste-Test.
To add to this, the Tipsy Taste-Test for yesterday (Day 4) was exactly the same as the one from Day 3, a Charisma > Buy from Vendor quest, which did work.
Crits are registering in game, and dealing the right damage, they are just not counting towards the Tipsy Taste Test - Perception quest.
I've also gotten yet another duplicate recipe (Blackwater Brew) after finishing the Tipsy Taste-Test quest on Day 4.