Top Ten People That Would Destroy Ben Shapiro in a Debate

We have seen Ben mostly debating with inexperienced students and unqualified individuals. This list is unbiased (The title is for dramatic effect) and gives honest suggestions to people who would form a challenge for Shapiro in a factual, political, and medical debate. Feel free to add other people.
The Top Ten
1 Buck Angel

I think he'd probably kick Ben Shapiro's behind on the transgender stuff.

2 Jennifer Finney Boylan
3 Kate Bornstein
4 Milo Ventimiglia
5 Kamala Harris Kamala Devi Harris (born October 20th, 1964) is an American politician and attorney who is the 49th and current vice president of the United States. She is the first female vice president, as well as the first African American and first Asian American vice president in American history.

Absolutely not. She couldn't even beat Mike Pence during their debate. This woman has no knowledge whatsoever.

6 Alexandra Billings
7 Jeffree Star Jeffree Star is an American makeup artist, fashion designer, internet personality, and former pop singer-songwriter born on November 15, 1985.

Star rose to fame through MySpace, where he quickly became one of the most viewed people on the website. At that time, his focus was on his music career. He released several songs that were highly popular on MySpace. After becoming one of the most famous... read more
8 Caitlyn Jenner Caitlyn Marie Jenner, formerly known as Bruce Jenner, is an American television personality and retired Olympic gold medal-winning decathlete. She is also transgender, and came out in 2015.
9 Pink Guy

He's a conservative as far as I know, he made a joke about the n word... just like Tim Allen - A CONSERVATIVE!

10 Snoop Dogg Cordozar Calvin Broadus, Jr., (born October 20, 1971) known professionally as Snoop Dogg, is an American rapper, actor, record producer, and television personality from Long Beach, California.
The Contenders
11 Superthepiplup
12 Ashlee Marie Preston
13 Tucker Carlson
14 Nicki Minaj Onika Tanya Maraj, known professionally as Nicki Minaj (born December 8, 1982) is a Trinidadian/American rapper / pop music artist. Minaj is most known for her songs such as "Anaconda", "Super Bass", "Starships" and her feature on "Bang Bang". Despite her controversial songs, Brent Staples from "The New York Times" claimed her to be 'the most influential female rapper of all time', presumably distinctive for her fast flow and her use of alter egos with Cockney accent. She has endorsed Adidas, MAC Cosmetics and Pepsi. Minaj has received ten Grammy-nominations throughout her career, and has won multiple awards including the Billboard's Women in Music 2011 Rising Star award.
15 Taylor Swift Taylor Alison Swift is an American singer-songwriter. She was born on December 13, 1989, in Reading, Pennsylvania. Swift is best known for writing personal songs and has won 13 Grammy Awards... read more
16 Jordan Peterson

This is really the only guy on the list that would defeat Shapiro.

17 Super Minecraft Kid
18 Ben Shapiro Benjamin Aaron Shapiro (born January 15, 1984) is an American conservative political commentator, writer and lawyer. He has written seven books, the first being 2004's Brainwashed: How Universities Indoctrinate America's Youth, which he started writing when he was 17 years old.
19 Scott the Woz
20 Anthony Fantano
21 Undertaker Mark William Calaway (born March 24, 1965), better known by his ring name The Undertaker, is an American semi-retired professional wrestler currently signed to WWE, where he has worked since 1990, making him the company's longest tenured in-ring performer . Calaway began his wrestling career with World Class Championship Wrestling (WCCW) in 1984 . After wrestling for World Championship Wrestling (WCW) as "Mean" Mark Callous from 1989 to 1990, he signed with the World Wrestling Federation (WWF, now WWE) in 1990 . Calaway is regarded as one of the greatest professional wrestlers of all time . ...read more.
22 Christopher Hitchens Christopher Eric Hitchens was a British-American author, columnist, essayist, orator, journalist, and social critic.

I don't like either of these two, but I'm sure Hitchens would have beaten him easily.

23 Alexandria Ocasio-Cortez Alexandria Ocasio-Cortez (born October 13th, 1989), also known by her initials AOC, is an American activist and politician. She served as the U.S. representative for New York's 14th congressional district since 2019 as a member of the Democratic Party.
24 Matt Dillahunty
25 Donald Trump Donald John Trump (born June 14, 1946) is an American businessman, television personality, politician, and the 45th President of the United States. Born and raised in Queens, New York City, Donald J. Trump received an economics degree from the Wharton School of the University of Pennsylvania in 1968. In 1971, Donald Trump took charge of his family's real estate and construction firm, Elizabeth Trump... read more
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