In the mid-’30s Bob Lester achieved considerable success performing at Cassino da Urca, Cassino Quitandinha, as well as the casino on the Copacabana Palace Hotel, singing and tap dancing with Grande Otelo, Oscarito, and Mistinguette. Signing up for Carmen Miranda as well as the Bando da Lua, Lester followed the singer on her behalf UNITED STATES tour, settling in the U.S. when he participated being a chorist in displays by Doris Time, Frank Sinatra, and Bob Wish. After his go back to Brazil, he also performed using the Trigêmeos Vocalistas, Leny Eversong, Gregorio Barrios, and Xavier Cugat’s orchestra.