McEnelly was very popular in the 1910's and 1920's. He formed his first band in Milford, Massachusetts in 1902. In the years that followed, McEnelly's "Singing" Orchestra became a local favorite and traveled throughout New England. By 1917, the band regularly played at Riverside Park in Springfield, Massachusetts. In the early 1920s, McEnelly's Orchestra broadcast regularly. Between 1925 and 1929, the band recorded twenty-one sides for Victor. With the onset of the Great Depression, McEnelly's recording career ended, but he continued to lead his band until failing health forced him to retire in 1942. In his later years, McEnelly worked as a violin teacher and piano tuner until his death in 1958. This brilliant record was made in 1928. Besides several unknown instrumentists, the band's personnel included F. Carle at the piano, W. Kauppi on cornet, W.C. Kihulein and H. Greene on trombone as well as E. J. McEnelly and C. Farrell on violin.