About the double/triple trophies: you will encounter them for on tournaments for which two/three of the top 3 candidates have the same place (same points, same tiebreakers, …). In this case the algorithm for trophies assignment runs multiple times for each undecidable player.
This happens in all single elimination tournaments. There the 3rd and 4th place are indistinguishable (both lost in the semi-final and no tiebreakers are in place). You can take a look if you want to. The other tournament types usually are clearly decided, but in some cases points and tiebreakers match and …
Your tournament with the triple trophy is a special case. For some reason there was no final round (either bug or …). Now there are 3 player in the same position (all reached 2nd round). The trophies algorithm triggers therefor 3 times.
I reported the issue a few months ago, but since this doesn’t affect game-play, I think it’s rather minor and therefor somewhere at the bottom of anoeks todo list.
Btw.: I don’t think this bug is related to the two games in parallel bug. But who knows