Here's 3 of my most terrible clicks:
#1 Was actually a non-click. While playing Japs, I invading the usual Islands, popped Pearl Harbor, or whatever. I had forgot to DOW on Philippines and land my troops before ending turn. Lost 2 of those landing craft Special Forces and one crawled to a 4-turn battle in the Northern Port.
#2 Declared war on Finland as Axis by accident! Was trying to DOW on Latavia or whatever that country is. The flags were overlapping. Got in a hurry, didn't pay enough attention. Finns joined the Allies
#3 Got lazy while evacuating France. Lord Gort was in Brest, on his way home to take over the RAF. Had plenty of ships to escort him home the 4 or 5 hexes. Got lazy, didn't check with Royal Navy, had at least half dozen ships to sail from England to Brest. Bam! 2-hexes outside has U-boat, bye-bye Lord Gort. That's a huge, huge setback dying at Sea. 400 MMPs flushed in early game.




