Sorry for double posting but I finally got it to flag. I kept going back to check to see if I could figure out what flagged it. After getting my Couriers' Coalition rank to 3, it didn't flag. I went out to do more quests and after completing both Don't Clam Up On Me Now and A Stone's Throw Away, it flagged. These were my 39th and 40th quests, but also my last survival skill besides the new "Climbing". So my theory is either a do a crapload of quests or acquire all the pre-update survival skills.
