Complex sentence: Ultimately, the pair qualified for the NFR finals in barrel racing for the first time when James was 14, and they won the event even though Scamper's bridle broke during one of their runs.
Split into simpler sentences: Ultimately, the pair qualified for the NFR finals in barrel racing for the first time when James was 14. The pair won the event, even though Scamper's bridle broke during one of their runs.