It looks like there was a typo and the "She won the tournament" was a misprint due to missing a check. The only way she'd win is for your character both support her and cheer her on, otherwise she'd get second (only support, no cheer) or last place (no support, no cheer), depending on which happened.
All the typos related to the log should hopefully be fixed for the next release.
Edit: For this bug in particular, I assume this was a save in between a change to how her support flagging worked. So fixed for the next release, when you go to her resolution scene, the support flag should now get flagged properly if you cheered her on during the game (correcting the result of the match).