I completed that objective for my Hunter armour - and it was a painful experience, especially on PC with the amount of cheating/hacking going on. It took about 4/5 hours to win just 7 games. I had hoped that by doing the final armour objectives on one character, those same final objective completions would transfer to the next. They don’t! As soon as I learned this, I just turned the game off. Which is a shame because I would have liked the armour on my alts.
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Wait... Are you -blam!-ing serious? You have to win 21 trials matches for all your characters?
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I’ve heard that you have to get ALL your characters armour up to the final step in order for it to proc across all 3 characters. That means you shouldn’t fully upgrade one characters armour and then start fresh on a new characters. Get all 3 to the Trials objective and then try to win 7 games. I haven’t verified this myself, but do some research yourself and see if it’s correct.