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my 2c
RE: How many racers have never won a race?
It's much easier to win track races, since dual meets have much less competition, and a JV or frosh/soph division eliminates a lot of the competition. I won two f/s 3200s at invitationals/county champs and one varsity dual meet that way. Sometimes the fast freshmen and sophomores run varsity, or the other team sucks and the coach puts your team's fast guys in the mile, and you win.

Fast forward 30 years. I've won 2 5Ks in the last couple years. If a big race has a HM, 10K, and 5K, usually the faster guys get sucked into the HM, leaving the other races (relatively) wide open. Or a charity 5K is small enough that no other serious runner shows up. If you can break 21 and haven't won a 5K, all it means is that you haven't run many little-known charity 5Ks in small towns. If you really want to win, you just need to think smaller. But before long you realize that being in a more competitive race is more interesting than actually winning a race by yourself.

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