In League events, we played Open in Season 6 (I won) and Season 8 (a draw). We also played Mini in a Speed Rush event. I forget the event, but he won our individual game.
And, we have played in some random IYT tournies over the years with pretty even results.
Of course, as you so accurately put it, "careful when it matters" starts at Move 1 with jonaron so he gets a different version of my game that almost anyone else. :)