Originally a guitarist by trade, Teddy Walters worked with several bands, including those of Ray Noble and Raymond Scott, before joining fellow Philadelphian Charlie Ventura’s ﬁrst orchestra in May 1942, where he received feature billing. Walters’ guitar skills soon attracted the attention of Gene Krupa, who signed him away from Ventura that October. After Krupa’s arrest on trumped-up marijuana charges in early 1943, which caused his orchestra to disband, Walters worked with Ben Webster’s ﬁve-piece combo, rubbing elbows with such jazz greats as Billie Holiday and Coleman Hawkins.
Walters joined Tommy Dorsey’s orchestra in late 1943. At the time, Dorsey was having trouble with male vocalists and found himself in need of a singer for upcoming engagements in New York. Knowing that Walters could sing, he put the guitarist in front of the mike that November, and audiences went wild. With a voice similar to that of Frank Sinatra, so much so that even critics had a hard time telling them apart, Walters became an overnight sensation. Dorsey knew a good thing when he saw one and offered Walters a ﬁve-year contract. The bandleader, though, also wanted a percentage of Walters’ future earnings should he go solo, and Walters’ manager refused. Walters left the band at the ﬁrst of the year rather than sign.
Dorsey tried several times over the next few months to get Walters back, but Walters wasn’t interested. He certainly didn’t lack for work. American Tobacco, the sponsor of Your Hit Parade, signed him as Sinatra’s stand-in should something happen to the more famous singer, who was then the current host of the show. Walters also kept busy as a musician on recordings with Cozy Cole and as part of Keynote’s jazz sessions disks. He also co-wrote, with Sid Robin, the song “(Yip Yip De Hootie) My Baby Said Yes,” made popular by Bing Crosby and Louis Jordan that year.
Walters eventually ended up in the Dorsey fold once again, though this time with Jimmy. He signed with the elder Dorsey’s band in June 1944 as both a singer and guitarist. Again he caused a sensation. Audiences couldn’t get enough of his voice, demanding encore after encore. Critics also loved him. One heralded him as the most important male band vocalist of the last three years, though many noted his stiffness at the mike. Not trained as a professional singer, Walters’ delivery and general appearance were often rough.
Walters remained with Jimmy Dorsey until October 1945 when he left to go solo. He recorded with Tommy Todd’s orchestra in December 1945 and under his own name for the ARA label in early 1946. He also played guitar for a Billie Holiday recording and had his own ABC radio program Teddy Walters Presents. Walters both sang and played on his solo recordings, where he was billed as “Teddy Walters, His Voice and Guitar.”
At the start, Walters’ career looked promising. He cracked the Top Ten during the week of April 13, 1946 with his recording of “Laughing on the Outside (Crying on the Inside),” which debuted at number nine on the charts. He signed with Musicraft soon after, where he recorded both solo and with Artie Shaw. None of Walters’ subsequent work, though, caught the public’s interest. He continued with Musicraft into early 1947 and appeared with Boyd Raeburn’s band in a Columbia musical short that same year. By 1948 however, his spotlight had faded, and he eventually returned to Philadelphia, where he made a failed comeback attempt in December 1950.
- Dorsey had a similar arrangement with Frank Sinatra. Sinatra eventually ended up buying Dorsey out of the contract. Tommy Dorsey was, beyond anything else, an astute businessman.