88 Years Old Males

From being a stage and B movie actor, Jack Nicholson went on to become one of Hollywood’s most versatile actors and a huge star. The three time Academy award winning legendary actor has, in his six decades career, delivered performances that have become iconic. His notable performances include One Flew Over the Cuckoo’s Nest and As Good as It Gets.

Kris Kristofferson is a popular singer-songwriter and actor. Over the years, Kris has played a major role in the success of many famous singers, having contributed to their musical albums as a songwriter. For his achievements in the field of music, Kris Kristofferson was made a Country Music Hall of Fame inductee in 2004.

Charles Robert Redford Jr. is a retired actor, activist, and director. He is credited with founding the Sundance Film Festival and was named in Time magazine's list of 100 most influential people in the world in 2014. For his contributions to arts, Charles Robert Redford Jr. was honored with the Presidential Medal of Freedom in 2016.

Actor, voice actor, and artist Billy Dee Williams first rose to fame for his role in the Star Wars franchise in the early 1980s. Making his Broadway theater debut as a child actor, he went on to pursue a career as an artist. Eventually, he started acting again and achieved success as both an actor and an artist.

One of the most acclaimed and celebrated American filmmakers of all time, Warren Beatty has received 15 Oscar nominations as actor, producer, director, and screenwriter. He has also been involved in politics as a supporter of the Democratic Party; he played an important role in organizing fundraising for George McGovern's presidential campaign. He is also known for his Casanova image.

Hector Elizondo is best known for his Emmy-winning role of Phillip Watters in Chicago Hope. He also earned a Golden Globe nomination for his supporting role in Pretty Woman and won an Obie Award for the play Steambath. He also voiced Bane in the film Batman: Mystery of the Batwoman.

Lou Holtz has been the head football coach of teams such as the New York Jets. He led Notre Dame to be the national champions. Holtz became the only coach to guide four programs to the final top 20. The College Football Hall of Famer later became an ESPN analyst.

Dick Cavett is an American comedian, television personality, and former talk show host. For five decades, Cavett made frequent appearances on the United State's nationally broadcast television. In 2020, Stephen Colbert on his TV show, Late Show with Stephen Colbert, acknowledged that Dick Cavett had served as a major influence due to his conversational style. 

Harald V of Norway ascended the throne after the demise of his father, King Olav V. A sports enthusiast, he represented Norway in sailing at three Olympic Games. He also became a patron of World Sailing. The King is an admiral, the Supreme Commander of the Norwegian Armed Forces and a four-star general.

Sir Garfield Sobers is a former cricket player who represented the West Indies cricket team during the 1950s, 1960s, and 1970s. Renowned for his all-round abilities, Sobers is regarded as the greatest all-rounder of all time. He is also considered one of the greatest cricketers ever. In 2009, he was inducted into the ICC Cricket Hall of Fame.

American quarterback Tom Flores had an illustrious career with teams such as the Oakland Raiders and the Buffalo Bills. He later became one of only 2 people to become a Super Bowl champion as a player, a head coach, and an assistant coach. He has also worked as a Raiders radio announcer.

The founder-chairman of the transportation company Penske Corporation, Roger Penske, apart from being an entrepreneur, is also a former race-car driver. The self-made auto magnate was also named to the Forbes Billionaires 2021 list and owns auto-racing companies such as Team Penske, IndyCar, and the Indianapolis Motor Speedway.

Boris Spassky is a Russian chess player who held the World Chess Championship title from 1969 to 1972. He was part of the famous World Chess Championship match in 1972 where he lost his championship title to Bobby Fischer of the United States. In Bobby Fischer's 2014 biopic Pawn Sacrifice, Boris Spassky is portrayed by American actor Isaac Liev Schreiber.

Tommy Steele is an English singer, actor, sculptor, and writer. Widely regarded as an important entertainer, Steele is considered Britain's first rock and roll star and teen idol. His rise to stardom was dramatized in the 1957 film The Tommy Steele Story, where he appeared as himself. Tommy Steele remains an active performer to this day.  

James Darren is an American actor, singer, and television director. He is well-known for his singing abilities; Darren's version of Goodbye Cruel World peaked at number three on the Billboard Hot 100 in 1961. He has also released several albums like This One's from the Heart and Because of You.

Roy Emerson is a former tennis player from Australia. A former world No. 1, Emerson won 16 Grand Slam doubles titles and 12 Grand Slam singles titles, which includes a career Grand Slam in both singles and doubles. Emerson went on to achieve another career Grand Slam, becoming the first man to complete a double career Grand Slam in singles.

Wavy Gravy is an American peace activist and entertainer best known for his countercultural beliefs and hippie persona. He is credited with founding or co-founding many organizations, such as the Hog Farm, Seva Foundation, and Camp Winnarainbow. During the 1960s, he founded a secret society called the Phurst Church of Phun which aimed at opposing the Vietnam War.

Bobby Beathard is an American retired football executive who served as the general manager for Washington Redskins (1978–1988) and San Diego Chargers (1990–2000). In 2018, Beathard was inducted into the Pro Football Hall of Fame.