Maybe I was just lucky yesterday but I found that I didn’t take long to find matches - usually two to five minutes(note, I’m in EU and on Xbox). Though it took me around three hours to complete the challenge, it was mostly because one match went all the way to the last possible round, and another two went back and forth before a team got the upper hand. Can’t imagine it will be very easy for PC players to get a match though.
I also don’t really get why we have to watch 60 minutes of stream in July for the skin - it’s not that I care for the skin because I find it looks stupid and unfitting of Gears and just get it for completion of all the challenges(which doesn’t mean others have to), but even with it being an eSports related skin(and massive advertisement at that), I find playing Escalation for it is enough. I personally didn’t find it so bad despite not really having any sort of previous Versus experience(largely stick to Horde), but I can’t imagine it’s very enjoyable for someone who doesn’t like PvP at all(I can be talked into it but will still be reluctant to get into it, not being much of a PvP player myself).