Bob the Drag QueenBob the Drag Queen

Who is Bob the Drag Queen?

Bob the Drag Queen, aka “Christopher Caldwell”, is an American drag performer, comedian, and activist best known for winning Season 8 of RuPaul’s Drag Race. Bob has become a prominent figure in LGBTQ+ entertainment and advocacy. Beyond drag, Bob co-hosts the popular podcast Sibling Rivalry with fellow drag star Monét X Change.

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How old is Bob the Drag Queen?

Bob was born on June 22, 1986, in Columbus, Georgia, making him 39 years old as of 2025. He always celebrates his birthday on June 22 every year, and his zodiac sign is Cancer. Bob is polyamorous, pansexual, and non-binary and goes by either he/him or she/her pronouns.

Personal Information Summary

Real NameChristopher Delamar Caldwell
Gender IdentityBob identifies as non-binary and uses he/him and she/her pronouns
Date of BirthJune 22, 1986
Age39 years old (as of 2025
Birth PlaceColumbus, Georgia
Zodiac SignCancer
NationalityAmerican
EthnicityBlack American
Net WorthEstimated to be between $100,000 and $1 million
OccupationDrag queen, comedian, actor, singer, writer, activist
Reality TV AppearanceWinner of RuPaul’s Drag Race Season 8;
Co-host of HBO’s We’re Here
High Maintenance,
Tales of the City,
A Black Lady Sketch Show
ActivistKnown for blending humor with sharp political and social commentary, advocating for LGBTQ+ rights and racial justice
PodcastCo-hosts the hit podcast Sibling Rivalry with fellow Drag Race alum Monét X Change
Bob the Drag Queen
Bob the Drag Queen

Early Life and Education

Bob the Drag Queen was born in Columbus, Georgia, and was raised by his mother, Martha Caldwell, in a Christian household in Clayton County, Georgia. As a kid, Bob occasionally moved across the states, including cities Corinth, Mississippi, Atlanta, Georgia, LaGrange, Georgia, and Phenix City, Alabama. His mother owned a drag bar, and when she couldn’t afford a babysitter, she brought Caldwell along, an experience that exposed him early to drag culture and performance.

His mother has been a key figure in his life as he grew up, describing her as a supportive early influence on his life. Bob also draws inspiration from several fellow drag artists, including Peppermint, Bianca Del Rio, BeBe Zahara Benet, and Monét X Change, who also co-hosts the podcast Sibling Rivalry with her. Bob attended Morrow High School in Ellenwood, Georgia, and later studied theater at Columbus State University. His first appearance in drag was in 2008, when he attended a lesbian party during Pride Month.

Parent’s nameFather: Information yet to be updated
Mother: Martha Caldwell,
Siblings Information yet to be updated

Is Bob the Drag Queen Married/Engaged/In a Relationship?

Bob is openly gay and has been vocal about his relationships in the past. As of 2025, Bob the Drag Queen is currently single and not publicly dating anyone (Information as per Themost10.com). However, there was some online buzz that Bob was in a gay relationship with his boyfriend, Luis Alvarez. There has also been a lot of confusion and misconceptions regarding his relationships with some fans, spreading false information about Bob’s dating history, leading to confusion among the fanbase.

Relationship StatusSingle
PartnerInformation yet to be updated
ChildrenInformation yet to be updated

What does Bob the Drag Queen do to earn a living?

Bob the Drag Queen earns a living through a dynamic mix of entertainment, media, and creative ventures.

Bob the Drag Queen Career Background

After graduating from university, Bob moved to New York City at age 22 to pursue a career in acting and stand-up comedy. He later enrolled at the American Musical and Dramatic Academy (AMDA), where he honed his skills in acting, improvisation, and performance. Bob also spent several years involved in children’s theater and consistently found joy in working with kids.

Venturing into the drag world, Bob began his journey into drag after discovering the first season of RuPaul’s Drag Race on TiVo. Captivated by the show, he quickly became obsessed and ordered a TK-7 makeup kit from Ben Nye to start experimenting. Initially, his career as a drag queen faced certain challenges, as it did not make him enough money nor get him gigs. However, he found himself using up a lot of money.

His early drag character centered around stand-up comedy, with lip-syncing added a few months later. He originally performed under the name Kittin Withawhip, inspired by the 1964 Ann-Margret film Kitten with a Whip. He was featured in Leland Bobbé’s Half Drag Series with his name. One of his signature props during early performances was a dramatic nine-foot bullwhip.

Career Highlights

Bob rose to fame after featuring on the eighth season of RuPaul’s Drag Race. During the show, Bob participated in three challenges, winning all of them, showcasing his versatility in comedy, acting, and performance. He ended up being the winner of the season, and as a result, he was awarded a cash prize of $100,000 and a year’s supply of Anastasia Beverly Hills cosmetics. He was also crowned America’s Next Drag Superstar, beating out runners-up Kim Chi and Naomi Smalls.

After winning the season, Bob ventured into co-hosting HBO’s first unscripted show, “We’re Here”, alongside fellow Drag Race contestants Eureka O’Hara and Shangela. The trio travels throughout the United States, inviting residents from small towns to participate in exclusive, one-night drag performances. As a host of HBO’s We’re Here, Bob has been awarded a Peabody Award, GLAAD Media Award, and a Television Academy Honors recognition. His presence on the show has highlighted his commitment to LGBTQ+ visibility and empowerment, making drag a tool for healing and storytelling.

Podcast

Bob co-hosts the “Sibling Rivalry” with fellow RuPaul’s Drag Race alum Monét X Change. They dive into everything from drag culture and celebrity gossip to politics, relationships, and behind-the-scenes tea from Drag Race. The podcast was launched in 2018 and has received a Queerty Award as well as a GLAAD Media Award for ‘Outstanding Podcast.’

TV Shows

  • In July 2023, Bob appeared on the Dungeons & Dragons-themed show Dungeons and Drag Queens,
  • He appeared as a guest co-host alongside Trixie Mattel on The Trixie & Katya Show
  • Bob also writes jokes for other drag queens, including Trinity the Tuck, Ginger Minj, and Monét X Change

Other Ventures

  • Bob is a co-founder of Black Queer Town Hall along with Peppermint.
  • He is a passionate and outspoken advocate for LGBTQ+ rights, and consistently speaks out on issues affecting the LGBTQ+ community, including racism, trans rights, and HIV awareness.
  • Bob is the drag mother of Miz Cracker and drag sister to Monét X Change.
  • He has written a novel dubbed “Harriet Tubman: Live in Concert”, which was published in March 2025. The book became a New York Times Best Seller, praised for its originality and cultural commentary.

How Tall is Bob the Drag Queen?

Bob is approximately 6 feet 2 inches tall, approximately 187.96 cm.

Bob the Drag Queen Net Worth

As of 2025, Bob the Drag Queen’s net worth is estimated to be between $100,000 and $1 million. This wealth comes from a diverse career that includes reality television, live performances, podcasting, acting, music, and brand collaborations.

Social Media

Bob the Drag Queen is gaining popularity on social media, where he interacts, reconnects, and engages with his followers. You can follow him on his social media handles.

Instagram@bobthedragqueen, with more than 2.1 million followers
Facebook@Bob The Drag Queen, with more than 616k followers
Twitter@thatonequeen, with more than 620k followers
TikTok@bobthedragqueen, with more than 3.1 million followers
YouTube@BobTheDragQueen, with more than 594k subscribers

By Kennedy

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