Before becoming a professional singer-songwriter, Flack returned to Washington, D.C. and taught at Banneker, Browne, and Rabaut Junior High Schools. She also taught private piano lessons out of her home on Euclid St. NW. During this period, her music career began to take shape on evenings and weekends in Washington, D.C. area night spots. At the Tivoli Club, she accompanied opera singers at the piano. During intermissions, she would sing blues, folk, and pop standards in a back room, accompanying herself on the piano. Later, she performed several nights a week at the 1520 Club, again providing her own piano accompaniment. Around this time, her voice teacher, Frederick "Wilkie" Wilkerson, told her that he saw a brighter future for her in pop music than in the classics. She modified her repertoire accordingly and her reputation spread. Flack began singing professionally after being hired to perform regularly at Mr. Henry's Restaurant, on Capitol Hill, Washington, DC in 1968.