"How Can I Be Sure" is a 1967 hit song by The Young Rascals, written by Felix Cavaliere and Eddie Brigati, featuring lead vocals by Eddie Brigati and reaching #4 on the Billboard Hot 100. The song is a soulful ballad inspired by Cavaliere's own romantic doubts and insecurity, capturing the emotional depth of young love and the fear of a changing world, and was also notably covered by David Cassidy in 1972 | Mark Hall