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Montgomery, a resident of Homewood, Alabama, is a former track athlete for Livingston University, where he still holds records in the high hurdles, 440 intermediate hurdles, broad jump, high jump, triple jump and pole vault.
Montgomery was the Alabama Collegiate Conference champion from 1966-1970 in the broad jump, high hurdles, and 440 intermediate hurdles and raced in the 1970 NAIA championships in Kansas City, Missouri in the high hurdles.
In 1972, Montgomery won numerous races where he holds many state age group records. He participated in his first Triathlon in 1983 where he came in first in his age group and seventh overall. From 2000-2003, he was an All-American Triathlete for Team USA, taking first place in 2000 in Canada and fourth place in 2002 in Holland. He is a finisher in over 200 triathlons from 1993 to present, where he has won or placed in the top three in his age group and has been ranked No. 1 seven times in the Southeast Region.
Montgomery is an eight time competitor in the Hawai'i Ironman World Championships in Kona, Hawai'i and he is the only Alabamian to compete in and finish the event.
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