After two years and in the fall of 1954 the quartet signed with Chess for records and the Shaw agency for bookings. "Sincerely", penned by Harvey was issued in Novenber 1954, and in March 1955 mase the top 20. It reached number 1 R&B in early 1955. It also went to number 1 on the POP charts - covered by the McGuire Sisters. Chess also release a Lester/Fuqua duet, "Shoo Doo Be Doo", as the Moonlighters on Checker. The Moonlighters laster for one year on Checker, and released one more single "Hug and a Kiss".

In February 1955, "Most Of All" was released, one of the Moonglows masterpieces. Most of all reached number 5 R&B but failed to reach the POP charts. During this time the moonglows continued to tour and on April 18th, 1955 spent a week in Alan Freed's "Rock & Roll Easter Jubilee" at the Brooklyn Paramount. Due to no promotion "Foolish Me" released in June 1955, and "Starlite", released in September could not chart. The last Moonglow's single of 1955, "In My Diary" was heard only in scattered locations throughout the country.