The best example, in a good way, for me was a HMGS game back in 2012 where Mark Kinsey and I were running an IABSM engagement on the Golan just before the IDF counter attack was to get underway. One one side was a single Centurion (and LtC Yossi Amir), a couple of jeeps and a couple of rump platoons of Super Shermans. Not alot. On the Syrian side was 30 T-55s and a company of BTR mounted infantry. The Syrians made short work of the Super Shermans but they and the jeeps delayed and disrupted the Syrians allowing the Centurion with its Ace Tanker to take out the T-55s one at a time. If he saw them, he could kill them.
Now Mark and I played it through many times both historical and as games, we know our audience. We played the IDF because in many play tests the IDF was down to only a single tank by the end of the game and that we thought would be demoralizing.
So Mark and I did the only thing we could, I became Syrian, and explained how to use realistic bounding tactics to obtain some cover but was eventually able to break the IDF tank the hill position and win the game. Also Mark did concentrate on destroying the tanks I was moving. But the win belonged to the young man with no name.
In the last hour of the game we had a nice crowd, including the boys father, and others cheering him on. It was my best convention experience. Only wish I could of shared that with the man who dropped out.
I would like to think we helped win over a historical gamer. I think so. So yes, do not give up the game.