Not sure about 220 but it's not uncommon for someone to have not won a race even deep in their career. To be even racing on the NASCAR circuit requires you to be extremely skilled. It's pretty much only the same ten drivers winning every race with a few outliers anyways. Everyone else is garbage tier compared to them and are only useful to get owner points and manufacturer points.
Not sure about 220 but it's not uncommon for someone to have not won a race even deep in their career. To be even racing on the NASCAR circuit requires you to be extremely skilled. It's pretty much only the same ten drivers winning every race with a few outliers anyways. Everyone else is garbage tier compared to them and are only useful to get owner points and manufacturer points.