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The CBS talent raid
Jack Benny had formed a holding company (a tax break major entertainers usually enjoyed in those years), which allowed him to bundle his entire program and personnel into a single commodity. While Benny was top of the proverbial heap on NBC, CBS czar William S. Paley cast a hungry eye upon the comedian. Paley apparently had good reason to believe Benny could be had: he learned that NBC balked at buying a "Jack Benny" package deal when "Jack Benny" was not the star's real name. Paley reached out to Benny and offered him a deal that would allow that package-buy — a tremendous capital-gains tax break for Benny, at a time when World War II had meant taxes as high as 90% at certain high income levels.

But Paley, according to CBS historian Robert Metz, also learned that Benny chafed under NBC's almost indifferent attitude toward the talent that attracted the listeners. NBC, under the leadership of David Sarnoff, seemed at the time to think that listeners were listening to NBC because of NBC itself. To Paley, according to Metz, that was foolish thinking at best: Paley believed listeners were listening because of the talent, not because of which platform hosted them. When Paley said as much to Benny, the comedian agreed. Because Paley also took a personal interest in the Benny negotiations, as opposed to Sarnoff (who had actually never met his top-rated star), Benny was convinced at last to make the jump — and, in turn, he convinced a number of his fellow NBC performers (notably Burns and Allen and Kate Smith) to join him.

To sweeten the deal for a very nervous sponsor, Paley also agreed to make up the difference to American Tobacco if Benny's Hooper rating (the radio version of today's Nielsen ratings) on CBS fell to a certain level below his best NBC Hooper rating. But Benny's CBS debut on January 2, 1949 bested his top NBC rating by several points. NBC, for its part, its smash Sunday night lineup now broken up in earnest, became nervous enough to offer prompt and lucrative new deals to two of those Sunday night hits, The Fred Allen Show and The Phil Harris-Alice Faye Show (Benny's bandleader and his singing actress wife now starred in their own hit sitcom, meaning Harris was featured on shows for two different networks), before they, too, got any ideas about jumping ship.

The ironic postscript, according to Metz: Benny and Sarnoff finally met, several years later, and became good friends, with Benny saying that if he could have had this kind of relationship with Sarnoff all those years earlier, when he was Sarnoff's number-one radio star, he never would have left NBC in the first place.

Television
 
The television version of The Jack Benny Program (which never used the sponsor's name) ran from October 28, 1950 to 1965. The show appeared every six weeks for the 1951-1952 season, every four weeks for the 1952-1953 season and every three weeks in 1953-1954. For the 1953-1954 season, half the episodes were live and half were filmed during the summer, to allow Benny to continue doing his radio show. From the fall of 1954 to 1960 it appeared every other week, and from 1960 to 1965 it was seen weekly.

In September 1954, CBS premiered Chrysler's Shower of Stars co-hosted by Jack Benny and William Lundigan. It enjoyed a successful run from 1954 until 1958. Both television shows often overlapped the radio show. In fact, the radio show alluded frequently to its television counterparts. Often as not, Benny would sign off the radio show in such circumstances with a line like, "Well, good night, folks. I'll see you on television."

When Benny moved to television, audiences learned that his verbal talent was matched by his controlled repertory of dead-pan facial expressions and gesture. The program was similar to the radio show (several of the radio scripts were recycled for television, as was somewhat common with other radio shows that moved to television), but with the addition of visual gags. Lucky Strike was the sponsor. Benny did his opening and closing monologues before a live audience, which he regarded as essential to timing of the material. As in other TV comedy shows, canned laughter was sometimes added to "sweeten" the soundtrack, as when the studio audience missed some closeup comedy because of cameras or microphones in their way. The television viewers learned to live without Mary Livingstone, who was afflicted by a striking case of stage fright — after she had been in show business for many years already. Livingstone appeared rarely if at all on the television show (for the last few years of the radio show, she pre-recorded her lines and Jack and Mary's daughter, Joan, stood in for the live broadcast as the pre-recordings were played), and finally retired from show business permanently in 1958.

Benny's television program relied more on guest stars and less on his regulars than his radio program. In fact, the only radio cast members who appeared regularly on the television program as well were Don Wilson and Eddie Anderson. Day appeared sporadically, and Harris had left the radio program in 1953. A frequent guest was the Canadian born singer-violinist Gisele Mackenzie.

Benny was able to attract guests who rarely, if ever, appeared on television. In September, 1953, Marilyn Monroe made her television debut on Benny's first program of the 1953-54 season. In 1955, Humphrey Bogart made a rare television appearance on the program and even participated in a Lucky Strike commercial written into the story In 1964, Walt Disney was a guest, primarily to promote his production of Mary Poppins. Benny persuaded Disney to give him over 100 free admission tickets to Disneyland for his friends, but later in the show Disney apparently sent his pet tiger after Benny as revenge, at which point Benny opened his umbrella and soared above the stage like Mary Poppins.

In due course the ratings game finally got to Benny, too. CBS dropped the show in 1964, citing Benny's lack of appeal to the younger demographic the network began courting, and he went to NBC, his original network, in the fall, only to be out-rated by CBS's Gomer Pyle, U.S.M.C. Although NBC televised his shows in color (after 14 years of black and white shows on CBS), the network dropped Benny at the end of the season. He continued to make occasional specials into the 1970s. His last television appearance was in 1974, on a Dean Martin Roast for Lucille Ball. The videotaped show was telecast just a few weeks after his death.

In his unpublished autobiography, I Always Had Shoes (portions of which were later incorporated by Jack's daughter, Joan, into her memoir of her parents, Sunday Nights at Seven), Benny said that he, not NBC, made the decision to end his TV series in 1965. He said that while the ratings were still very good (he cited a figure of some 18,000,000 viewers per week... although he qualified that figure by saying he never believed the ratings services were doing anything more than guessing, no matter what they promised), advertisers were complaining that commercial time on his show was costing nearly twice as much as what they paid for most other shows, and he had grown tired of what was called the "rate race." Thus, after some three decades on radio and television in a weekly program, Jack Benny went out on top. In fairness, Benny himself shared Fred Allen's ambivalence about television, though not quite to Allen's extent. "By my second year in television, I saw that the camera was a man-eating monster...It gave a performer close-up exposure that, week after week, threatened his existence as an interesting entertainer."

In a joint appearance with Phil Silvers on Dick Cavett's show, Benny recalled that he had advised Silvers not to appear on television. However, Silvers ignored Benny's advice and proceeded to win several Emmy awards as Sergeant Bilko on the popular series The Phil Silvers Show, while Benny claimed he never won any of the television honors.

Movies
Benny also acted in movies, including the Academy Award-winning The Hollywood Revue of 1929, Broadway Melody of 1936 (as a benign nemesis for Eleanor Powell and Robert Taylor), and notably, Charley's Aunt and To Be or Not to Be. Benny often parodied contemporary movies and movie genres on the radio program, and the 1940 film Buck Benny Rides Again features all the main radio characters in a funny Western parody adapted from program skits. The failure of one Benny vehicle, The Horn Blows at Midnight, became a running gag on his radio program, although contemporary viewers may not find the film as disappointing as the jokes suggest (Benny plays the trumpet, not the violin).

Benny also was caricatured in several Warner Brothers cartoons including Daffy Duck and the Dinosaur (1939, as Casper the Caveman), I Love to Singa (1936, as Jack Bunny), Malibu Beach Party (1940, as himself), Goofy Groceries (1941, as Jack Bunny), and The Mouse that Jack Built (1959). The last of these is probably the most memorable: animation giant Robert McKimson engaged Benny and his actual cast (Mary Livingstone, Eddie Anderson, and Don Wilson) to do the voices for the mouse versions of their characters, with Mel Blanc — the usual Warner Brothers cartoon voicemeister — reprising his old vocal turn as the always-aging Maxwell, always a phat-phat-bang! away from collapse. In the cartoon, Benny and Livingstone agree to spend their anniversary at the Kit-Kat Club — which they discover the hard way is inside the mouth of a live cat. Before the cat can devour the mice, Benny himself awakens from his dream, then shakes his head, smiles wryly, and mutters, "Imagine, me and Mary as little mice." Then, he glances toward the cat lying on a throw rug in a corner and sees his and Livingstone's cartoon alter egos scampering out of the cat's mouth. The cartoon ends with a classic Benny look of befuddlement. It was rumored that Benny requested that, in lieu of monetary compensation, he receive a copy of the finished film.

Running gags
 
Benny teamed with Fred Allen for the best-remembered running gag in classic radio history, in terms of character dialogue. But Benny alone sustained a classic repertoire of running gags in his own right, including his skinflint radio and television persona, his perpetual age of 39, and his atonal violin playing. (His periodic violin teacher, Professor LeBlanc — played by the "Man of a Thousand Voices" Mel Blanc — often cried during their lessons ... when he didn't throw up his hands and threaten some variation of suicide or nervous breakdown.)

A running gag in Benny's private life concerned George Burns. To Benny's eternal frustration, he could never get Burns to laugh. Burns, on the other hand, could crack Benny up with the least effort. An example of this occurred at a party when Benny pulled out a match to light a cigarette. Burns announced to all, "Jack Benny will now perform the famous match trick!" Benny had no idea what Burns was talking about, so he proceeded to light up. Burns observed, "Oh, a new ending!" and Benny collapsed in helpless laughter.

Benny even had a sound-based running gag of his own: his famous basement vault alarm, allegedly installed by Spike Jones, ringing off with a shattering cacophony of whistles, sirens, bells, and blasts, before ending invariably with the sound of a foghorn. The alarm rang off even when Benny opened his safe with the correct combination. The vault also featured a guard named Ed (voiced by Joseph Kearns) who had been on post down below before, apparently, the end of the Civil War, the end of the Revolutionary War, the founding of Los Angeles, on Jack's 38th birthday, and even the beginning of humanity. In one appearance, Ed asked Benny, "By the way, Mr. Benny...what's it like on the outside?" Benny responded, "...winter is nearly here, and the leaves are falling." Ed responded, "Hey, that must be exciting." To which Benny replied (in a stunningly risqué joke for the period), "Oh, no—people are wearing clothes now."

In one episode of the Benny radio show, Ed the Guard actually agreed when Jack invited him to take a break and come back to the surface world — only to discover that modern conveniences and transportation, which hadn't been around the last time he'd been to the surface, terrorized and confused him. (Poor Ed thought a crosstown bus was "a red and yellow dragon.") Finally, Ed decides to return to his post fathoms below, and stay there. The Basement vault gag was also used on an episode of The Lucy Show.

A separate sound gag involved a song Benny had written, "If You Say I Beg Your Pardon, Then I'll Come Back to You." Its inane lyrics and insipid melody guaranteed that it would never be published or recorded, but Benny continued to try to con, extort, or otherwise inveigle some of his musical guests (including The Smothers Brothers and Peter, Paul and Mary) to perform it. None ever made it all the way through.

In keeping with his "stingy" schtick, on one of his television specials he remarked that, to his way of looking at things, a "special" is when the price of coffee is marked down.

The explanation usually given for the "stuck on 39" running joke is that he had celebrated his birthday on-air when he turned 39, and decided to do the same the following year, because "there's nothing funny about 40." Upon his death, having celebrated his 39th birthday 41 times, some newspapers continued the joke with headlines such as "Jack Benny Dies - At 39?"

Another popular running gag concerned the social habits of Benny's on-air orchestra, who were consistently portrayed as a bunch of drunken ne'er-do-wells. Led first by Phil Harris and later Bob Crosby, the orchestra—and in particular band member Frank Remley—were jokingly portrayed as often being too drunk to play properly, using an overturned bass drum to play cards on just minutes before a show, and so enamored by liquor that the sight of a glass of milk would make them sick. Remley in particular was portrayed in various unflattering situations, such as being thrown into a garbage can by a road sweeper who had found him passed out in the street at 4am, and on a Wanted poster at the Beverly Hills police station. Crosby himself also got consistent laughs by frequently joking about his more famous brother Bing's vast wealth.

39er
In February 2006, Benny's name appeared in the news again when his fans petitioned to put this famous 39er on the US postal stamp after the standard postal rate for first class letter was increased to 39 cents. The U.S. Postal Service had issued a stamp depicting Jack Benny in 1991, as part of a booklet of stamps honoring Comedians - however, the stamp was issued at the then-current First Class letter rate, which was 29 cents.


Final years
After his broadcasting career ended, Benny performed live as a standup comedian and also returned to films, with a cameo appearance in It's a Mad, Mad, Mad, Mad World in 1963 and was preparing to star in the film version of Neil Simon's The Sunshine Boys when his health failed. In fact, he prevailed upon his longtime best friend, George Burns, to take his place on a nightclub tour while preparing for the film. (Burns ultimately had to replace Benny in the film as well and went on to win an Academy Award for his performance).

Benny made one of his final television appearances in the fall of 1972 on The Tonight Show with Johnny Carson when Carson celebrated his 10th anniversary. (An audio recording featuring highlights of Benny's appearance is featured on the album Here's Johnny: Magic Moments From The Tonight Show released in 1973.) During this appearance, he stated that he loved the violin so much, "if God came to me and said 'Jack, starting tomorrow I will make you one of the world's great violinists, but no more will you ever be able to tell a joke', I really believe that I would accept that." He also related something Isaac Stern once told him: "You know, Jack, when you walk out in front of a symphony orchestra in white tie and tails and your violin, you actually look like one of the world's great violinists. It's a damned shame you have to play!"


Death
In October 1974, Benny canceled a performance in Dallas after suffering a dizzy spell, coupled with a feeling of numbness in his arms. Despite a battery of tests, Benny's ailment could not be determined. When he complained of stomach pains in early December, a first test showed nothing but a subsequent one showed he had inoperable pancreatic cancer. Choosing to spend his final days at home, he was visited by close friends including George Burns, Bob Hope, Frank Sinatra and Johnny Carson. He succumbed to the disease on December 26, 1974 at the age of 80. Bob Hope delivered the eulogy at his funeral. Two days after his death, he was interred in a crypt at Hillside Memorial Park Cemetery in Culver City, California. Mr. Benny's will arranged for flowers, specifically a single long-stemmed red rose, to be delivered to his widowed wife, Mary Livingstone, every day for the rest of her life. Livingstone died nine years later on June 30, 1983.

In trying to explain his successful life, Benny summed it up by stating "Everything good that happened to me happened by accident. I was not filled with ambition nor fired by a drive toward a clear-cut goal. I never knew exactly where I was going."

Jack Benny Middle School in Waukegan, Illinois is named after the famous comedian. Their motto matches his famous statement as "Home of the '39er's".
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Waukegan - Jack's Hometown