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Have you tried using GoldWave? It can set up cues which TF2 can use as points relevant to a loop! The chronological first point is the start of the loop, and the second is the end, so not only can you loop an entire file, you can have just the end looped, and the beginning will only play once per instance of the sound!
Anyways, it can be a little tricky to figure out. Let me know if you need assistance!