While at high school, Ferguson was introduced by her teacher to Richard Barrett, who had previously been a singer with a group called The Valentines, and later had gone on to become a manager. Barrett placed Ferguson's first single, "Little Red Riding Hood/How Did That Happen" with Landa Records,#706. Subsequently signed to Swan Records, Ferguson also recorded the first two songs she wrote herself "I Weep for You" and "Don't Leave Me Lover" out of three solo singles for the label during 1965.