I had this quest in my log but when i watched my friend win twice the quest didnt complete. Any possible reason?
Your friend won in Adventure Mode.
Winning in adventure counts too normally
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No way. He was legend playing vs players
Need to go over to bug report forum. The trolls might have some smartass comments for you until you do.
Yeah it must have been a bug. Thats what i thought as well.
It may be a bug, but a bugreport without any hint how to reproduce it is completely useless.
I still encourage Player to report a bug, if the issue still persists.
Best way to report is is to record the screen next time: start with the quest progress screen, then start watching your friend until they win a game, then stop spectating and go back to the quest screen to show the quest has not progressed. Post that to youtube.com, then include a link to that video in a post on the bug report forum (https://us.forums.blizzard.com/en/hearthstone/c/bug-report).
Also, check whether you have any of the “returning player” quests (“Return of the Hero” / “Ready for Action” / “Back in the Game!”). Several quest-related functions are disabled when you hold any of these quests, so if you do I suggest completing this series of quests first, then retrying the spectate quest.