Clint Eastwood (Born In 1930) – Million Dollar Baby

“The Man With No Name” trilogy of films presented Clint Eastwood as a leading man. He commanded further attention by starring in five “Dirty Harry” movies. However, he settled for work behind the scenes and has directed several films, including the 2021 production “Cry Macho.” His 1992 Western “Unforgiven” and 2004 sports drama “Million Dollar Baby” earned him Oscar Awards.

As a composer, he worked on scores for films like “Changeling,” “Million Dollar Baby,” and “Grace Is Gone.” Eastwood is the father to at least eight children away from the glitz and glam. His sons Kyle and Scott and daughters Alison and Francesca are also involved in the entertainment industry.

Richard Chamberlain (Born In 1937) – Dr. Kildare

“Dr. Kildare” is the TV show that helped George Richard Chamberlain become a household name in the ’60s. He followed through by becoming the first actor to embody the title character in “The Bourne Identity” series. Chamberlain’s star power rose with appearances in “The Last Wave,” “The Thorn Birds,” and in 2019, he starred in the mystery film “Finding Julia.”

We also saw him in the 2020 TV special “Elegies for Angels, Punks and Raging Queens.” Also an accomplished musician, his debut album included the “Dr. Kildare” theme song that helped him get on the early ’60s charts. Chamberlain’s ventures also extend to the 2013 book he released titled “Shattered Love: A Memoir.”

Paul Anka (Born In 1941) – Diana

Paul Anka stormed into the music scene as a teen idol in the late 1950s with his hit “Diana,” establishing himself as a formidable singer-songwriter. Born in Ottawa, Canada, Paul’s career has been a journey through pop music’s evolution from the rock and roll era to contemporary sounds.

Notably, he penned the timeless classic “My Way” for Frank Sinatra in 1969, showcasing his versatile songwriting prowess. Over the years, Paul has garnered accolades, including a star on Canada’s Walk of Fame in 2005, reflecting his significant impact on music. Even today, he continues to charm audiences worldwide with his performances, bridging generations with his enduring talent.

Carrot Top (Born In 1965) – Prop Comedy Pioneer

Carrot Top, born Scott Thompson, is an American stand-up comedian best known for his vibrant red hair and inventive use of props in his routines. He rose to fame in the 1990s and transformed the comedy scene with his unique blend of humor and visual gags. His breakthrough came with appearances on “The Tonight Show” and Comedy Central specials.

Not just limited to stand-up, he has also appeared in films and television shows. Since 2005, Carrot Top has headlined at the Luxor Hotel in Las Vegas, showcasing his unparalleled ability to entertain. His career longevity and distinctive style have made him a beloved figure in the comedy world.

Johnny Mathis (Born In 1935) – It’s Not Me To Say

John “Johnny” Mathis was encouraged by his old man, Clem Mathis, to venture into the entertainment industry. His father had vaudevillian roots and gave him the nudge to pursue a career in music. Connie Cox took him under her wings, and his professional career officially started in 1955.

Metro-Goldwyn-Mayer soon contracted him to perform “It’s Not Me to Say” as a score for the 1957 movie “Lizzie.” It served as his breakthrough, and at the height of his career, Mathis was raking in $1M annually. Critics described him as “the velvet voice.” He has 18 Gold-certified albums backing the nickname.