I just got the chaperone quest and for those wondering how the blam! did you do it, I got it from completing the story quest so my guess is it has a chance to drop when completing quests and bounties. However what I need is tips on how to complete it. I'm useless with tlw but I heard you just need equipped. Anyway any help is appreciated.
Edit: Thanks so much for all your help you guys are the best!
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If you've done the thorn bounty, don't think it's the same. It's all about multikills and double kills. Death greatly reduces progress. You can finish this in a few matches if you don't die. You need to get the bonuses to finish this one.