The first flag is bizarre. Correct me if I'm wrong but it's not an actual flag of a proper nation. I searched it and found a flag for a web browser based game called Cybernations and started reading bits and bobs about the rise of The Order.I thought it was a very good solve, too !
I didn't watch much of Guga, but when The_Order mentioned about a very special trophy ceremony, Guga was one name that popped up (I only remember reading something about it here earlier). But then everything else drew a blank..