- After Judy Garland was fired from MGM about 1950, he was one of the first to offer her work on his radio show to help her out of her financial woes. The two had marvelous chemistry as a comedy duo, and many of these audio recordings still survive today.
- He is the most electronically recorded voice in history.
- Left a clause in his will stating that his sons could not collect their inheritance money until they were 65. They had already been amply taken care of by a trust fund set up by their mother, Dixie Lee, which is truth was totally funded by Bing. All four sons continued to collect monies from that fund until their deaths.
- As a young adult he enjoyed carousing and drinking and actually received another nickname: "Binge" Crosby. He once spent two months in jail (weekends only) for DUI after a minor car accident, and surprised and shocked interviewers by advocating that pot be decriminalized.
- One of his early inspirations was Louis Armstrong, who returned the admiration. Louis once described Bing's mellow voice as "like gold being poured out of a cup."
- He received 23 gold records and was awarded platinum discs for his two biggest selling singles, "White Christmas" in 1960 and "Silent Night" in 1970.
- He and his second wife and younger children did TV commercials for Minute Maid orange juice, because he owned considerable stock in the company.
- The balding actor hated having to wear a toupee during filming and specifically looked for scripts that had outdoor scenes where he could wear a hat or bed scenes in which he could wear a nightcap.
- Delayed his marriage to Kathryn Grant until 1957 due to his long affair with Grace Kelly.
- When he married his first wife actress/singer Dixie Lee in 1930, her fame at the time was greater than his. One headline actually read: "Well Known Fox Movie Star Marries Bing Croveny." Dixie eventually retired to raise four sons.
- His estate was valued at $150 million, making him one of the wealthiest entertainers in Hollywood, along with his friends Bob Hope and Fred MacMurray.
- Was the first person to sing "White Christmas".
- At the time of his death in 1977, he was the biggest selling recording artist of all time.
- His eldest son Gary Crosby was vocal in criticizing Bing's violent ways as a father. He wrote a sensationalist tell-all biography titled "Going My Own Way" in 1983 which was touted as a "Daddy Dearest" about Bing. Though Lindsay Crosby and Dennis Crosby fluctuated between agreeing and disagreeing with Gary's criticisms of their father, Phillip Crosby defended Bing after the book was published. Two of the sons suffered bouts of depression, much as their mother Dixie Lee had, throughout their lives and committed suicide(Lindsay and Dennis, in 1989 and 1991, respectively). Gary died of lung cancer in 1995. Phillip died of a heart attack in 2004, having defended his father to the end. Bing's children from his second marriage, including daughter and actress Mary Crosby, praised him as a kind and loving father in later life.
- Began losing his hair while he was still in high school. He was almost completely bald by his early thirties.
- On October 13, 1977, the day before Crosby's death, independent producer Lew Grade announced that he was reuniting Crosby, Bob Hope and Dorothy Lamour onscreen for the film "Road to the Fountain of Youth," ending several years of speculation at to whether the trio would reunite professionally or not.
- In 1962 Crosby was the first recipient of the Grammy Lifetime Achievement Award.
- According to ticket sales Crosby is, at 1,077,900,000 tickets sold, the third most popular actor of all time after Clark Gable and John Wayne. He is also, according to Quigley Publishing Company's International Motion Picture Almanac, tied for second on the "All Time Number One Stars List" with three other actors - Clint Eastwood, Tom Hanks and Burt Reynolds. Crosby was the #1 box office attraction for five years, beaten only by Tom Cruise who was #1 for seven years.
- Mary Carlisle, who worked with him in films, noticed he was self-conscious about his height, and he wore lifts. Crosby once told Alan Ladd how pleased he was that Ladd was shorter than him at 5'5". Bing maintained he was 5'9", but an office secretary named Nancy Briggs recalled a visit to his home when he wore slippers and she realized he was her height - 5'7".
- He was the 20th century's first multi-media entertainer: a star on radio, in movies and in chart-topping recordings. He had 38 No. 1 singles, which surpassed even Elvis Presley and The Beatles.
- His last TV appearance was in Bing Crosby's Merrie Olde Christmas (1977) which was taped in London and broadcast, after his death, in the USA on 30 November 1977, and in the United Kingdom on 24 December 1977. This show has also been made available on commercial video. It is memorable for Crosby and David Bowie singing a duet.
- Refused the role of Columbo due to the fact that he felt that it would interfere with his golf game.
- From the 1940s to the 1960s he owned 15% of the Pittsburgh Pirates baseball team. His cameo in Angels in the Outfield (1951) was as part-owner of the team.
- According to the Guinness Book of Records, his "White Christmas" has sold over 100 million copies around the world, with at least 50 million sales as singles.
- In 1948 a poll declared Crosby the most admired man in the world, ahead of President Harry S. Truman, General Dwight D. Eisenhower, Jackie Robinson and Pope Pius XII.
- A longtime supporter of the Republican Party, Crosby campaigned for Wendell Willkie in the 1940 Presidential election, because he strongly believed President Franklin D. Roosevelt should only serve two terms of office. When Roosevelt was easily re-elected, Crosby vowed never to become publicly involved in partisan politics again.
- On the day of his death he played a full 18 holes of golf, where he scored a respectable 85 and won the match. Walking off the 18th green of the La Moraleja Golf Club, in a suburb of Madrid, Spain, he suffered a massive heart attack. His last words were reported as, "That was a great game of golf, fellas." However, according to the Summer 2001 issue of Club Crosby's BINGANG magazine, he then said, "Let's go have a Coca-Cola." According to his biographer Gary Giddens, Crosby's last words were, "Let's go get a Coke.".
- Inducted into the World Golf Hall of Fame in 1978.
- Three things about Bing were frequent sources of jokes in Hollywood: his inability to sire a daughter, prior to the birth of Mary Crosby; his investment in racehorses that rarely won; and his rather bad, almost colorblind, taste in casual clothes. These jokes often made their way into radio and TV shows, movies and, most often, into the comedy routines of Bob Hope.
- Bing In a partnership which included Gary Cooper, and Oliver Hardy had the Del Mar racetrack in Del Mar, California built in 1937 and he collected tickets at the turnstile on opening day. Before the start of the first and last races on every day of racing his song "Where the Turf Meets the Surf" is played. This song was written for Del Mar and never sold commercially. The complete song goes - "Down at the old Del Mar, Take a plane, take a train, take a car, There's a smile on every face, And a winner in every race, Where the Turf Meets the Surf,".
- Inducted into the Radio Hall of Fame in 1998.
- Became seriously ill around Christmas 1973, with chest pains and respiratory problems. Both Bing and wife Kathryn Grant thought he had lung cancer. In January 1974 he felt so ill he consented to be hospitalized, and a large tumor was found in his left lung. The tumor and three-fifths of the lung were removed, and over the next months he slowly recovered. Since the tumor was benign, it was believed his illness was caused by a fungal infection from a recent safari in Africa.
- Crosby named his first son, Gary Crosby, after friend and fellow Paramount contractee, Gary Cooper.
- Is one of only five actors/actresses to have a #1 single and an Oscar for best actor/actress. The others are Barbra Streisand, Frank Sinatra, Cher and Jamie Foxx.
- In 1968, Crosby considered doing another "Road" picture, "The Road to Christmas", with Bob Hope and Hayley Mills.
- Was the first choice of "Columbo" creators Richard Levinson and William Link to portray the famed detective.
- Nearly filed for divorce from his first wife in 1948 because he wanted to marry Joan Caulfield.
- Stagecoach (1966) was his last major film. Though it did not get good reviews, his performance as the drunken doctor was praised. Crosby felt the movies had changed a lot since his heyday, although he let it be known that he was still open to offers.
- His large ears were pinned back during his early films, until partway through She Loves Me Not (1934).
- Father, with singer Dixie Lee, of sons Gary Crosby, Phillip Crosby & Dennis Crosby (twins) and Lindsay Crosby. All 4 deceased. Both Dennis and Lindsay died due to suicide.
- The Met Theater in downtown Spokane, Washington, where he was raised and performed (with the Musicaladers) as a young man in 1925, was renamed the Bing Crosby Theater on December 8, 2006. The Met was built in 1915. Bing was also a giving donor to the city's Gonzaga University.
- Father, with actress Kathryn Grant, of sons Harry Crosby and Nathaniel Crosby, and of actress Mary Crosby.
- "White Christmas" became the bestselling single for more than 50 years until overtaken in 1997 by "Candle in the Wind", Elton John's tribute to the late Princess Diana.
- Sang on radio at least once a week from 1931 to 1962.
- Between 1915 and 1980 he was the only motion-picture star to rank as the #1 box-office attraction five times (1944-1948). Between 1934 and 1954 he scored in the top ten 15 times.
- He was awarded 3 Stars on the Hollywood Walk of Fame for Motion Pictures at 1611 Vine Street, for Radio at 6769 Hollywood Boulevard, and for Recording at 6751 Hollywood Boulevard in Hollywood, California.
- Through the electronics lab he funded, he was heavily involved in the initial development of both audio and video tape recording in the late '40s and early '50s, primarily for use on his own TV and radio projects. One of the very first commercial uses of audio tape in the USA, in fact, was the recording and editing of his radio program on the ABC network around 1946-1948. His early videotape format, however, was quickly obscured by Ampex's industry-standard Quadruplex format.
- Larry Hovis thwarted a kidnapping attempt on one of Bing's children outside of the El Capitan/Hollywood Palace Theater on the day that the 1965 Christmas show was filmed. An assistant supposedly begged Larry not to tell Bing what had happened.
- Interred at Holy Cross Cemetery, Culver City, California, USA, in the Grotto section, L119, #1.
- In March 1977, after videotaping a concert for CBS to commemorate his 50th anniversary in show business, Crosby backed off the stage into an orchestra pit, rupturing a disc in his back that required a month of hospitalization.
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