Bailey appeared in over 70 television and movie roles, including appearances on Ally McBeal, Here's Lucy, Night Court, The Rockford Files, Switch, Vega$, The Tonight Show Starring Johnny Carson, The Ed Sullivan Show, The Carol Burnett Show, The Merv Griffin Show, Late Night with David Letterman, The Mike Douglas Show, The Dean Martin Show and The Joan Rivers Show.


Bailey's fame began in the late 1960s when he created the "illusions" of singers Judy Garland, Barbra Streisand, and Peggy Lee by vocally imitating them in his own operatically trained voice.
Bailey appeared on concert stages throughout the world, including headlining in Las Vegas at hotels such as The Thunderbird, Caesars Palace, The Desert Inn, The Sands, Harrah's, The Dunes and performing at New York City's Carnegie Hall a total of nine times and The Palladium Theater in London a total of 17 times.
Bailey also performed for the British Royal Family twice and for four United States presidents.

From 1966 through to 1968, Bailey played summer stock in such shows as The Boy Friend, Calamity Jane with Ginger Rogers, Bells are Ringing and Wildcat with Gale Storm.

During this time, Bailey was introduced to and became friends with Phyllis Diller.
Bailey learned to re-create the comedian/actress's personality and later added her to his repertoire.
In 1968, Bailey moved to Los Angeles and put together a nightclub act with Michael Greer, performing at the Redwood Room, this time adding Judy Garland to his repertoire.
When Garland came to see Bailey's show, she jumped up onto the stage and asked him to sing a song with her.
Bailey agreed and the two sang a duet of "Bye Bye Blackbird", which Bailey had intended on singing as himself.

The two later became friends, and Garland became Bailey's mentor.
The two remained friends until Garland's death in 1969.
In 1970, Bailey was booked in Las Vegas and became an overnight sensation.
He appeared on The Ed Sullivan Show, which helped launch an international career.
His performance as Judy Garland singing "The Man that Got Away" was such a phenomenon he was asked back a couple of months later to perform as Peggy Lee.
He also performed as himself on both shows.

Bailey's success continued as he appeared for performances at New York's Carnegie Hall, the London Palladium, and the Dorothy Chandler Pavilion in Los Angeles.
 While in London he performed on the legendary David Frost's show.
He then guest starred on the popular television variety show The Carol Burnett Show, where the two sang a comedic duet of "Happy Days Are Here Again" with Bailey appearing as Barbra Streisand, and made several appearances on Johnny Carson's The Tonight Show.

Bailey was approached by Lucille Ball in 1973 after she saw him at the Dorothy Chandler Pavilion and asked him to guest star on her popular television show Here's Lucy.
Ball was so impressed by Bailey and his performance, she titled the show Lucy and Jim Bailey, and she also threw a party for him after the show's taping.
The two remained close friends until Ball's death in 1989.
Bailey also became very close friends with Ball's daughter Lucie Arnaz.
The two remained close friends, doing benefit performances in honor of her late mother and father at the Lucy Desi festival in Jamestown, New York.
In 1973, Bailey was asked to return to Carnegie Hall for two nights to perform again.
This time, he was approached by United Artists to record and release his performance.
The album became a success and was sold worldwide.

 Also in 1973, Bailey teamed with Liza Minnelli, daughter of his mentor Judy Garland, in Las Vegas at The Flamingo.
The two put together a concert recreating the performances by Minnelli and her late mother in London, with Bailey standing in as Garland.
The "Judy and Liza Concert" met with great success, they opened the show with Jim as Judy singing "Well, Hello Liza" just as they had done at the Palladium years earlier.
Later, Minnelli made a gift to Bailey of one of her late mother's treasured pearl rings.

The mid-1970s saw Bailey as a mainstay in showrooms in Las Vegas, it was at this
Bailey appeared in over 70 television and movie roles, including appearances on Ally McBeal, Here's Lucy, Night Court, The Rockford Files, Switch, Vega$, The Tonight Show Starring Johnny Carson, The Ed Sullivan Show, The Carol Burnett Show, The Merv Griffin Show, Late Night with David Letterman, The Mike Douglas Show, The Dean Martin Show and The Joan Rivers Show.

Bailey's fame began in the late 1960s when he created the "illusions" of singers Judy Garland, Barbra Streisand, and Peggy Lee by vocally imitating them in his own operatically trained voice. Bailey appeared on concert stages throughout the world, including headlining in Las Vegas at hotels such as The Thunderbird, Caesars Palace, The Desert Inn, The Sands, Harrah's, The Dunes and performing at New York City's Carnegie Hall a total of nine times and The Palladium Theater in London a total of 17 times. Bailey also performed for the British Royal Family twice and for four United States presidents.
From 1966 through to 1968, Bailey played summer stock in such shows as The Boy Friend, Calamity Jane with Ginger Rogers, Bells are Ringing and Wildcat with Gale Storm.
During this time, Bailey was introduced to and became friends with Phyllis Diller. Bailey learned to re-create the comedian/actress's personality and later added her to his repertoire. In 1968, Bailey moved to Los Angeles and put together a nightclub act with Michael Greer, performing at the Redwood Room, this time adding Judy Garland to his repertoire. When Garland came to see Bailey's show, she jumped up onto the stage and asked him to sing a song with her. Bailey agreed and the two sang a duet of "Bye Bye Blackbird", which Bailey had intended on singing as himself.
The two later became friends, and Garland became Bailey's mentor. The two remained friends until Garland's death in 1969. In 1970, Bailey was booked in Las Vegas and became an overnight sensation. He appeared on The Ed Sullivan Show, which helped launch an international career. His performance as Judy Garland singing "The Man that Got Away" was such a phenomenon he was asked back a couple of months later to perform as Peggy Lee. He also performed as himself on both shows.
Bailey's success continued as he appeared for performances at New York's Carnegie Hall, the London Palladium, and the Dorothy Chandler Pavilion in Los Angeles.  While in London he performed on the legendary David Frost's show. He then guest starred on the popular television variety show The Carol Burnett Show, where the two sang a comedic duet of "Happy Days Are Here Again" with Bailey appearing as Barbra Streisand, and made several appearances on Johnny Carson's The Tonight Show.
Bailey was approached by Lucille Ball in 1973 after she saw him at the Dorothy Chandler Pavilion and asked him to guest star on her popular television show Here's Lucy. Ball was so impressed by Bailey and his performance, she titled the show Lucy and Jim Bailey, and she also threw a party for him after the show's taping. The two remained close friends until Ball's death in 1989. Bailey also became very close friends with Ball's daughter Lucie Arnaz. The two remained close friends, doing benefit performances in honor of her late mother and father at the Lucy Desi festival in Jamestown, New York. In 1973, Bailey was asked to return to Carnegie Hall for two nights to perform again. This time, he was approached by United Artists to record and release his performance. The album became a success and was sold worldwide.
 Also in 1973, Bailey teamed with Liza Minnelli, daughter of his mentor Judy Garland, in Las Vegas at The Flamingo. The two put together a concert recreating the performances by Minnelli and her late mother in London, with Bailey standing in as Garland. The "Judy and Liza Concert" met with great success, they opened the show with Jim as Judy singing "Well, Hello Liza" just as they had done at the Palladium years earlier. Later, Minnelli made a gift to Bailey of one of her late mother's treasured pearl rings.
The mid-1970s saw Bailey as a mainstay in showrooms in Las Vegas, it was at this
Jim Bailey (entertainer)