The only reasons you should have failed would be either
1. You used #channel instead of the actual Channel Name.
2. If you did the 2nd command in the status window of a different network than the one where the #channel is open.
Same network. Proper names were used for existing channels and creation of new output windows. I even tried switching stuff around, trying different channels (I'm in all channels, NetAdmin) and different windows names, just in case there's a naming conflict.
Maybe someone can come up with 20 different lines I can try?