David Letterman at a Glance
- Categories: Celebrities, Celebrities > Comedians
- Net Worth: $400 Million
- Birthdate: Apr 12, 1947 (77 years old)
- Birthplace: Indianapolis
- Gender: Male
- Profession: Announcer, Actor, Comedian, Presenter, Television producer, Screenwriter, Talk show host, Film Producer, Voice Actor
- Nationality: United States of America
- Height: 6 ft 2 in (1.88 m)
David Letterman’s Net Worth: A Deep Dive into the Life and Legacy of a Comedy Icon
Early Life and Career Beginnings
David Michael Letterman, a name synonymous with late-night comedy, boasts a net worth of $400 million, a testament to his successful career. Born on April 12, 1947, in Indianapolis, Indiana, Letterman’s journey to stardom began in a seemingly ordinary setting. His parents, florist Harry Letterman and church secretary Dorothy Letterman, instilled in him values that would later shape his unique comedic style. He grew up with two sisters. Letterman’s early education at Broad Ripple High School and his stint as a stock boy at a local supermarket hinted at the wit and observational humor he would later master. Graduating from Ball State University in 1969 with a degree from the Department of Television and Radio, Letterman’s initial foray into the world of broadcasting was at the university’s student-run radio station, WBST. His sarcastic and humorous commentary on classical music led to his firing, an early indication of his penchant for pushing boundaries.
The Rise to Fame: From Stand-Up to Johnny Carson’s Favorite
Letterman’s career took a significant turn after graduation when he became a weatherman on an Indianapolis TV station. His unpredictable behavior and offbeat humor quickly gained him a local following. He would famously report weather forecasts for fictional cities, showcasing the quirky persona that would become his trademark. In 1975, encouraged by friends and family, he moved to Los Angeles to pursue comedy writing. He began performing stand-up at The Comedy Store, where he made valuable connections. By 1978, he was writing and making guest appearances on various shows. Although he screen-tested for the lead role in the 1980 film “Airplane!” the role went to Robert Hays. It was his unique blend of sarcasm and dry wit that eventually caught the attention of talent scouts for “The Tonight Show Starring Johnny Carson.” Carson quickly became a fan and regular guest, leading Letterman to credit Carson as his biggest career influence.

(Photo by Dimitrios Kambouris/Getty Images)
Late-Night Career: “Late Night” and the Battle of the Timeslots
Letterman’s foray into late-night television began on NBC with his own morning comedy show on June 23, 1980. Despite critical acclaim, the show failed to attract a large audience and was canceled after just four months. However, NBC recognized Letterman’s potential and moved him to a later time slot. “Late Night with David Letterman” premiered in February 1982, with Bill Murray as his first guest. Airing at 12:30 A.M. EST, following “The Tonight Show,” the show quickly developed a cult following, particularly among college students and young people, who were drawn to his irreverent humor, sharp wit, and self-deprecating style. His interview style was known for its honesty and forthrightness. The show gained notoriety for its quirky sketches, such as “Stupid Pet Tricks” and the iconic Top 10 List segments. The show was a hit, but Letterman’s relationship with NBC would soon change dramatically. The retirement of Johnny Carson in 1992 led many to believe that Letterman would be the natural successor, but NBC chose Jay Leno, igniting a rivalry that would define late-night television for years to come. Letterman made the bold move to CBS, where he launched “The Late Show With David Letterman,” opposite “The Tonight Show with Jay Leno,” on August 30, 1993. CBS signed Letterman to a lucrative three-year contract, and he toned down his edgy style, adding Paul Shaffer and his band as a sidekick. The rivalry with Leno continued, with both shows vying for the top spot. Letterman’s show enjoyed both immense popularity and critical acclaim, earning 67 Emmy Award nominations and winning 12 in his first 20 years.
Letterman announced his retirement in April 2014, and his final episode, a star-studded event, aired on May 20, 2015, attracting 13.76 million viewers. Stephen Colbert took over his role. In total, Letterman hosted 6,080 episodes of “Late Night” and “Late Show,” surpassing Johnny Carson as the longest-serving late-night talk show host in American TV history.

BRENDAN SMIALOWSKI/AFP/GettyImages
Post-“Late Show”: Ventures, Foundation, and Netflix
Since retiring, Letterman has dedicated his time and resources to various pursuits and charitable causes. The Letterman Foundation for Courtesy and Grooming has donated millions to non-profits, including the American Cancer Society, Doctors Without Borders, and Ball State University. He continues to own Worldwide Pants Incorporated, the production company that produced his shows, and has expanded its portfolio to include several others. In 2018, Letterman began hosting a long-form interview program on Netflix called “My Next Guest Needs No Introduction with David Letterman,” with Barack Obama as his first guest. During the show’s fourth season in 2022, he traveled to Ukraine to interview Ukrainian president Volodymyr Zelenskyy.
In February 2022, Letterman appeared on “Late Night with Seth Meyers” to celebrate the 40th anniversary of “Late Night with David Letterman.”
Personal Life and Struggles: Relationships, Health, and Scandals
In January 2000, Letterman underwent a quintuple bypass surgery after a major arterial blockage was discovered. During his recovery, he employed guest hosts for the show. His personal life has also been marked by key relationships. He married his college girlfriend, Michelle Cook, in 1968, but they divorced in 1977. He was in a long-term relationship with “Late Night” producer Merrill Markoe from 1978 to 1988. She is believed to have significantly influenced his comedic style. Letterman began dating Regina Lasko in 1986, and they had a son, Harry, in 2003, marrying in 2009. The family resides in North Salem, NY. His personal life was not without its challenges; in 2005, a plot to kidnap his son and demand a ransom was foiled. Furthermore, Letterman was the victim of attempted blackmail in 2009, which led him to publicly acknowledge affairs with several female staffers and offer an apology to his wife and staff. Letterman has also been open about his struggles with alcohol addiction and anxiety, and he has abstained from drinking.
Real Estate, Racing, and His Love for Cars
Letterman has made smart real estate investments. He owns a 108-acre estate in Westchester County, New York (purchased in two parts, 1994 and 2007), a 2,700-acre ranch near Chateau, Montana, a property on Martha’s Vineyard, and a house in St. Barth’s. Beyond his real estate holdings, Letterman is a co-owner of Rahal Letterman Racing, an Indy Racing League team, and a car enthusiast with an impressive collection. His collection includes 10 Ferraris, eight Porsches, two Honda motorcycles, a Mercedes-Benz, a Jaguar, and a Chevy pickup, reflecting his passion for automobiles.
Conclusion: The Enduring Impact of David Letterman
David Letterman’s career is a remarkable story of wit, persistence, and reinvention. From his early days as a weatherman to his iconic status as a late-night talk show host, Letterman’s unique comedic style and insightful interviews have left an indelible mark on American culture. His substantial net worth is a reflection of his longevity and success in the entertainment industry. His legacy continues through his foundation, Netflix show, and the countless comedians and entertainers he has influenced, solidifying his place as one of the most important figures in the history of television comedy.
Career Earnings
Source / Title | Amount |
---|---|
Late Show with David Letterman | $31.5 Million |
Late Night with David Letterman | $7 Million |
The David Letterman Show | $1 Million |
Total Earnings | $39.5 Million |