Complex sentence: Winners of the annual College Championships and Teachers Tournaments are also guaranteed slots, and scheduling occurrences can result in multiple College or Teachers Tournament winners in the same Tournament of Champions field, most recently with two College Champions in the 2014 event.
Split into simpler sentences: Winners of the annual College Championships and Teachers Tournaments are also guaranteed slots in the Tournament of Champions. Scheduling occurrences can result in multiple winners of a given annual tournament in the same Tournament of Champions field, most recently with two College Champions in the 2014 event.