Dave Chappelle and George Carlin are both highly acclaimed comedians, but they cater to different styles and eras of comedy. Dave Chappelle is known for his edgy, contemporary humor and social commentary, particularly from his show 'Chappelle's Show' and his stand-up specials. George Carlin, on the other hand, is legendary for his groundbreaking stand-up routines that challenged social norms and political correctness. While Chappelle ranks second and Carlin ranks first on the list, the choice between the two ultimately depends on personal preference for their comedic styles.

George Carlin's comedy is known for its sharp wit, incisive social critique, and boundary-pushing content. He often tackled taboo subjects and challenged societal norms, making him a pioneering figure in stand-up comedy. Dave Chappelle, in contrast, combines observational humor with social and political commentary, often drawing on contemporary issues and personal anecdotes. While Carlin's humor is often seen as timeless and foundational, Chappelle's comedy resonates strongly with modern audiences. Both comedians are highly regarded, with Carlin ranked first and Chappelle second on the list.

George Carlin was a legendary American stand-up comedian, actor, author, and social critic. Known for his dark comedy and reflections on politics, the English language, psychology, religion, and various taboo subjects, Carlin is considered one of the most influential stand-up comics of all time.

Some of George Carlin's most famous works include his stand-up specials like 'Jammin' in New York,' 'You Are All Diseased,' and 'Complaints and Grievances.' He is also well-known for his books 'Brain Droppings,' 'Napalm and Silly Putty,' and 'When Will Jesus Bring the Pork Chops?'

George Carlin is considered influential because he pushed the boundaries of comedy by addressing controversial and taboo subjects with intelligence and wit. His 'Seven Words You Can Never Say on Television' routine was groundbreaking and led to a landmark Supreme Court case on free speech and broadcast regulations.

George Carlin received numerous awards throughout his career, including four Grammy Awards for Best Spoken Comedy Album. He was also posthumously awarded the Mark Twain Prize for American Humor in 2008.

Pros of George Carlin's comedy include his sharp wit, insightful social commentary, and fearless approach to controversial topics. Cons may include his use of explicit language and offensive content, which may not be suitable for all audiences.

Dave Chappelle is an American stand-up comedian, actor, writer, and producer. He is widely known for his satirical comedy sketch series, 'Chappelle's Show', which ran from 2003 to 2006. Chappelle has also had a successful career in stand-up comedy and has appeared in various films and television shows.

Dave Chappelle's comedy is characterized by its satirical take on social and political issues, sharp wit, and fearless approach to controversial topics. His humor often addresses race relations, popular culture, and human behavior.

Some of Dave Chappelle's most famous works include his sketch comedy series 'Chappelle's Show', his stand-up specials such as 'Killin' Them Softly' and 'For What It's Worth', and his roles in films like 'Half Baked' and 'The Nutty Professor'.

Pros of Dave Chappelle's comedy include his sharp wit, fearless approach to controversial topics, and his ability to address social and political issues in a humorous way. Cons might include the fact that his humor can sometimes be polarizing and offensive to some audiences.