Helms' first single in 1957 titled "Fraulein" went to No. 1 on the country music charts and made it into the Top 40 on the pop music charts. Later that same year he released "My Special Angel" that also went to No. 1 on the country charts and entered the Top 10 on Billboard magazines pop music charts, peaking at No. 7.

Released just a few days before Christmas of 1957, his song "Jingle Bell Rock" was a big hit but uniquely, it re-emerged four out of the next five years and sold so well that it repeated each time as a top hit and became a Christmas classic still played to this day.