88 Years Old Males

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.

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. 

Pope Francis is the sovereign of the Vatican City and head of the Catholic Church. He is the first Jesuit pope and first non-European pope since Pope Gregory III. Often praised for having a comparatively less formal approach, Pope Francis is popular for his humility, international visibility, and concern for the poor.

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.

Ken Mattingly is a retired aviator, test pilot, aeronautical engineer, astronaut, and rear admiral in the US Navy. He was part of Apollo-16 and is one of 24 astronauts to have flown to the Moon. Mattingly is the recipient of numerous awards, including the NASA Distinguished Service Medal. In 1983, he was inducted into the International Space Hall of Fame.

Roger Whittaker is a British musician and singer-songwriter. Best known for his trademark whistling ability, baritone singing voice, and guitar skills, Whittaker is one of the best-selling artistes in the UK. Roger Whittaker forsook his teaching career to establish himself as a musician, a decision which he has never regretted. 

The founder of the Focus on the Family, Dr. James Dobson is a qualified psychologist and has also had long stints with a children’s hospital and as a professor of pediatrics. Known for his popular radio program Family Talk, he has penned countless books, such as the bestseller Bringing Up Girls.

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.

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.

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.  

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.

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.

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.