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RE: How many racers have never won a race?
In high school I won maybe two races.
After high school I didn't run in college and it's debatable whether I improved any, yet I won several races. If you run locally there are so many 5Ks that over the years just being a sub-20 runner means you have a real chance of winning an occasional 5K. Once you are in sub-19 shape on the local level you are almost guaranteed to be top 5 every race. This isn't true in running towns, but it is everywhere else. In my area there is only one guy who regularly shows up to races that can run in the 16s. A few other rotating young guys can, but it depends whether they are home from college or have conflicts with their high school meet schedules.
Running participation suffers great attrition after high school and adults typically struggle to get their times down as well as youngsters do. If you are on the varsity or A team at your high school and choose to make running a lifetime sport/hobby, odds are good you will be age group competitive your whole life. Running is great because you don't need a team to do it and it's good for your health. If you can find some love or appreciation for it, then you can enjoy a lifetime of running.
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