Some comedians walk on stage and immediately tell a joke. William Montgomery walks on stage and makes you wonder what is about to happen.
The Memphis-born comedian has built a reputation for explosive delivery, bizarre punchlines and a stage persona that can turn an ordinary conversation into complete chaos. His comedy can be loud one moment and strangely deadpan the next. A simple question can become a long story, while a casual comment from the audience can suddenly become the setup for a joke.
That unpredictability is a big part of the appeal of william montgomery comedy.
Montgomery became widely known through Kill Tony, the live comedy podcast created by Tony Hinchcliffe. He first appeared on the show in September 2018 and eventually became its longest-serving regular. His hundreds of appearances have made him one of the most recognizable faces in the Kill Tony universe.
But there is much more to him than his role on the show.
Today, william montgomery performs stand-up, tours with other comedians and hosts The William Montgomery Show. His career has also connected him with major names in comedy, including Tony Hinchcliffe, Joe Rogan, Dave Chappelle and Tom Segura.
For anyone discovering william montgomery comedian for the first time, his style can be difficult to explain. He mixes absurdist humor, one-liners, misdirection, crowd work and an exaggerated character that seems to have a life of its own. Sometimes the punchline is the joke. Sometimes the way Montgomery delivers it is even funnier.
That combination has helped turn william.montgomery into a familiar name among fans of Kill Tony and modern stand-up.
This guide covers his biography, rise on Kill Tony, comedy style, best performances, upcoming live appearances, videos and podcast work. It also explains where fans can find william montgomery tickets for live shows.
William Montgomery Biography: Early Life and Rise to Kill Tony
William Montgomery did not become a recognizable comedy name by following the usual path. His career grew through small comedy rooms, the Austin stand-up scene, live podcasts and one of the most unpredictable comedy shows in the country.
Born and raised in Memphis, Tennessee, Montgomery eventually made his way into the Austin comedy scene, where his unusual stage presence found a natural home. Today, he is best known as a longtime regular on Kill Tony, the live comedy podcast created and hosted by Tony Hinchcliffe. He is also a stand-up comedian, podcast host and touring performer.
Montgomery’s official website describes him as the longest-serving Kill Tony regular and highlights performances alongside major names including Joe Rogan, Tony Hinchcliffe, Dave Chappelle and Tom Segura. His career, however, began years before he became a familiar face to millions of Kill Tony viewers.
Early Life and Rise in Comedy
Memphis, Tennessee, is an important part of William Montgomery’s identity as a comedian. Before Austin and Kill Tony, he was developing his comedy away from the national spotlight and performing in different comedy scenes.
One early example comes from January 2017, when Montgomery appeared on the Empty Girlfriend podcast. He was introduced as a Memphis-born comedian performing in Denver, and the episode also mentioned his work with Talk Showdown at Voodoo Comedy Playhouse.
These early appearances show that Montgomery’s comedy career did not begin with Kill Tony. By the time he reached the show, he had already spent years performing and developing the unusual stage persona that would later become his trademark.
Austin eventually became the most important city in his professional career. Over the last decade, the Texas capital has grown into one of the major stand-up comedy centers in the United States, with comedy clubs, podcasts and live venues attracting performers from across the country.
One of the most important venues in that scene is Comedy Mothership, the Austin comedy club founded by Joe Rogan. The venue became the home of Kill Tony and an important stage for comedians working in the city.
Montgomery eventually became a regular performer there. His official biography says he has performed in comedy clubs and arenas ranging from Austin to Madison Square Garden. It also highlights his work alongside Joe Rogan, Tony Hinchcliffe, Dave Chappelle and Tom Segura.
That connection to Austin gave Montgomery more than another place to perform. It placed him inside a growing comedy network built around live stand-up, podcasting and personalities who could develop large audiences outside traditional television and film.
For fans discovering william montgomery comedian through Kill Tony, this earlier period helps explain why his stage persona already felt so distinctive. The loud delivery, unusual characters and unpredictable reactions were not created overnight.
Kill Tony and the Rise of a Regular
The biggest turning point in Montgomery’s career came in 2018.
His first appearance on Kill Tony was on September 24, 2018, in Episode #296. The episode was recorded in the Main Room at The Comedy Store in West Hollywood, California, with Brendon Walsh and Ben Bailey as guests. Montgomery performed a 10-minute-and-54-second set.
It was only the beginning.
He returned for Kill Tony #299 on October 8, 2018. A few days later, he appeared in Kill Tony #300, the Kill Tony Maniaepisode recorded at Cobb’s Comedy Club in San Francisco. That became his third appearance on the show.
Montgomery’s rapid return was an early sign that he had found something that worked within the unusual format of Kill Tony. The show combines stand-up sets, interviews, audience reactions and improvisation, giving comedians an opportunity to develop a recognizable personality rather than simply deliver prepared material.
That format suited Montgomery particularly well.
His relationship with Tony Hinchcliffe became one of the show’s most recognizable comedian-host dynamics. Hinchcliffe could ask a straightforward question and receive a story, joke, character or completely unexpected reaction in return. Montgomery’s answers were often as entertaining as his prepared material.
Over time, he became much more than a comedian who appeared occasionally on the program. He became part of the show’s identity.
Kill Tony Archives currently lists 326 appearances for Montgomery, with his debut recorded as September 24, 2018. His history with the show stretches across several important periods, from the original Los Angeles era at The Comedy Store to the later Austin years at Comedy Mothership.
During that time, Kill Tony itself changed dramatically. What began as a live comedy podcast became a major part of the modern stand-up ecosystem. Online clips introduced viewers to comedians who might otherwise have remained known only within local comedy scenes.
Montgomery benefited from that growth. His jokes, interviews, reactions and interactions with Tony Hinchcliffe became familiar to viewers who followed the show regularly.
His career is also connected with other well-known Kill Tony performers. David Lucas became famous for his roast comedy, while Hans Kim developed a reputation for his short sets and dry delivery. Martin Phillips later became another prominent regular. Montgomery shared the Kill Tony stage with all three, creating a lineup in which very different comedy styles could play off one another.
The move to Austin and Comedy Mothership further increased the show’s reach. Montgomery continued performing there as Kill Tony established itself as one of the most recognizable live comedy programs in the country.
For people searching for william montgomery kill tony, his career on the show is essential to understanding his rise. His first appearance in 2018 eventually developed into one of the longest-running regular roles in the program’s history.
The William Montgomery Show and Career Beyond Kill Tony
Kill Tony may be the project that made Montgomery widely recognizable, but it is not the only platform for his comedy.
Montgomery eventually created The William Montgomery Show, a podcast that gives him more freedom than the short-set format of Kill Tony. Instead of having only a few minutes to perform before moving into an interview, he can spend an entire episode developing conversations, stories and comedy bits.
The show is released weekly and is available through YouTube, Spotify and Apple Podcasts. Apple Podcasts categorizes The William Montgomery Show as a comedy interview podcast. Montgomery’s official website also promotes the show and its Patreon community.
The podcast is important because it gives fans a different way to experience his personality. Kill Tony often places Montgomery in a fast-moving environment where he has to react immediately. His own show gives him more space to build a conversation and let his personality drive the episode.
For anyone searching for the william montgomery show, the podcast is therefore an important part of his work outside Kill Tony.
His career has also expanded through live stand-up. Montgomery performs in comedy clubs and theaters, appears on touring comedy lineups and continues to perform at Comedy Mothership. His official website promotes nationwide club and theater dates as well as other live appearances.
He has also built a broader personal brand around his comedy, including official merchandise and personalized Cameo videos.
In 2026, Montgomery’s name is also associated with the Killers of Kill Tony touring production. The tour brings comedians from the Kill Tony world to larger live venues, although the lineup can vary from one city to another. Current listings have included performers such as David Lucas, Hans Kim, Martin Phillips, Dedrick Flynn and Ahren Belisle.
This part of Montgomery’s career demonstrates how far the Kill Tony platform has expanded. What began as a weekly live podcast can now lead to theater and arena appearances, touring productions and independent projects.
William Montgomery’s Comedy Style and Personality
William Montgomery’s comedy is difficult to put into a single category. His stand-up combines absurdist comedy, one-liners, misdirection, character-based humor, crowd work and roast comedy. His delivery is just as important as the material itself.
Absurdist Comedy
Montgomery often takes an ordinary situation and pushes it somewhere completely unexpected. A simple idea can turn into an exaggerated story, strange character or bizarre punchline. Instead of always following a familiar setup-and-punchline structure, he often lets the joke develop in an unusual direction.
One-Liners and Misdirection
Montgomery can start with what sounds like a familiar setup before taking the joke somewhere completely different. An unexpected word, change in tone or sudden reaction can become the punchline. That unpredictability keeps his material from feeling formulaic.
Loud and Unpredictable Delivery
Montgomery’s voice and timing are central to his performances. He can move from a relatively normal sentence to an exaggerated outburst, stretch a word, pause unexpectedly or change his expression at exactly the right moment. His physical reactions often become part of the joke rather than simply accompanying it.
This works especially well on Kill Tony, where comedians are expected to react quickly in front of a live audience. A question from Tony Hinchcliffe can lead Montgomery into a story, character or improvised bit instead of a straightforward answer.
Character-Based Humor
Montgomery’s stage persona is almost a character in itself. His voice, posture, expressions and mannerisms give his performances a theatrical quality. Sometimes the audience is laughing not only at what he says but at the way he becomes part of the joke.
Crowd Work
Live interaction gives Montgomery another way to move beyond prepared material. A comment from an audience member can become the starting point for an observation, character or unexpected punchline. These moments also make his shows feel less predictable from one performance to the next.
Signature Nicknames and Catchphrases
Montgomery’s larger-than-life persona is reinforced by memorable names such as “The Big Red Machine,” “Memphis Strangler” and “The Memphis Madman.” “The Big Red Machine” is also part of his official branding and fits the exaggerated personality audiences associate with him.
The result is a style that sits somewhere between traditional stand-up and performance comedy. Montgomery is not simply delivering written jokes. He uses voice, movement, timing, characters and interaction to create a distinctive stage presence.
On Kill Tony, that style becomes even more noticeable because of the contrast with comedians such as David Lucas, Hans Kim and Martin Phillips. Their different approaches to stand-up give Montgomery’s performances another layer of contrast and help make his appearances immediately recognizable.
What Makes William Montgomery Popular?
William Montgomery’s popularity comes largely from recognition. Audiences can hear his voice, see his physical reactions or watch a few seconds of a Kill Tony clip and quickly understand who they are watching. His comedy has a strong visual and vocal identity, which makes individual moments easy to remember and share.
His relationship with Tony Hinchcliffe has also played an important role. Over hundreds of Kill Tony appearances, Montgomery became more than a recurring comedian. He developed a familiar place within the show’s world, with viewers returning not only for the stand-up but also for his conversations, reactions and unpredictable exchanges with Hinchcliffe.
That familiarity helped turn Montgomery into one of the recognizable personalities associated with Kill Tony. His appearances alongside David Lucas, Hans Kim and Martin Phillips also became part of the show’s broader comedy culture, where different performers bring very different energies to the same stage.
His connection with Comedy Mothership has strengthened that identity further. The Austin comedy club, founded by Joe Rogan, became the home of Kill Tony and an important venue in Montgomery’s career. Performing there keeps him connected to the live comedy scene while giving fans another opportunity to see him outside short online clips.
Montgomery has also built an audience beyond Kill Tony. The William Montgomery Show gives fans a longer format for his conversations, stories and personality, while his stand-up career takes him to comedy clubs, theaters and touring productions such as Killers of Kill Tony.
That combination gives audiences several ways to follow his work. Someone might first discover Montgomery through a Kill Tony clip, then watch The William Montgomery Show, see him perform at Comedy Mothership or look for william montgomery tour dates and william montgomery tickets.
Ultimately, Montgomery’s appeal is not based on one joke or one show. It comes from having a comedy persona that audiences can immediately recognize. His strange stories, unusual characters, explosive reactions and unpredictable interactions create moments that feel distinctly his own.
That is what has allowed William Montgomery to build a career beyond a single podcast. Kill Tony introduced him to a much wider audience, but his stand-up, podcast and live performances have given fans reasons to keep following him.
Best Kill Tony Appearances
William Montgomery has appeared on Kill Tony hundreds of times, but you do not need to watch every episode to understand why he became one of the show’s most recognizable comedians.
A good way to explore his Kill Tony career is to start with his debut, follow his early appearances and then jump into the short sets, interviews and crowd interactions that show off his personality best.
William Montgomery’s Kill Tony Debut
Start with Episode #296, recorded on September 24, 2018, at The Comedy Store in West Hollywood.
This was Montgomery’s first appearance on Kill Tony. Brendon Walsh and Ben Bailey were the guests, and Montgomery performed a set lasting just over 10 minutes.
What makes the episode worth watching today is seeing Montgomery before he became the familiar Kill Tony regular. His loud delivery and unusual sense of humor were already there, but his stage persona was still developing.
If you have only seen Montgomery’s recent clips, his debut offers a completely different perspective. You can see the beginnings of the performer who would eventually become one of the longest-serving regulars on the show.
The Early Run
Montgomery quickly returned to Kill Tony. He appeared in Episode #299 on October 8, 2018, and then in Episode #300, Kill Tony Mania, recorded at Cobb’s Comedy Club in San Francisco.
These episodes are worth watching together because you can see Montgomery becoming more comfortable with the format. His conversations with Tony Hinchcliffe became an increasingly important part of his appearances, and his unpredictable personality started to become a bigger part of the show.
The early episodes also put him alongside major comedy names, including Jeff Ross, Tim Dillon, Tiffany Haddish, Dane Cook, Ron White and Bert Kreischer.
For fans interested in how Montgomery became a Kill Tony regular rather than simply a guest, this is the period to explore.
Best One-Minute Sets
Want a quick introduction to Montgomery? Start with one of his short sets.
The one-minute format leaves almost no time for a long setup. The comedian has to get to the idea quickly and find the punchline almost immediately. That works well for Montgomery because his timing, voice and unusual reactions can become part of the joke.
Short clips are also a good option if you have never watched Kill Tony before. In just a minute, you can get a sense of what makes Montgomery different from a more traditional stand-up comedian.
For longtime fans, these short sets are fun for another reason: they make it easy to compare Montgomery at different points in his career.
Most Memorable Interviews
Some of Montgomery’s funniest Kill Tony moments happen after the actual stand-up set.
Tony Hinchcliffe may ask a simple question about Montgomery’s life or material, only for the answer to turn into a completely unexpected story. Montgomery can stretch a small idea into a character, exaggerate it into a ridiculous situation or suddenly change the tone of the conversation.
That unpredictability is what makes the interviews so entertaining.
You are not simply watching a comedian answer questions. You are watching two performers build a moment together. Hinchcliffe’s reactions often add another joke, while Montgomery’s stories can take the conversation somewhere neither the audience nor the host expected.
Best Crowd Interactions
Montgomery’s crowd work gives viewers another reason to explore his older episodes.
A comment from someone in the audience can become the starting point for a joke. A person’s appearance, reaction or answer may give Montgomery just enough material to create an unexpected bit.
Because Kill Tony happens in front of a live audience, these moments have an energy that prepared stand-up cannot always reproduce.
They also show one of Montgomery’s biggest strengths: he can turn a small detail into something much bigger. That ability makes his live performances feel spontaneous rather than repetitive.
Funniest William Montgomery Moments
After hundreds of appearances, Montgomery has built an enormous collection of memorable Kill Tony moments.
Kill Tony Archives currently lists 326 appearances, including episode dates, performance lengths and guest information. That makes it possible to explore his career from the beginning rather than relying only on viral clips.
Some moments are especially funny because of who Montgomery is sharing the stage with. His loud, unpredictable style can become even more noticeable when it is placed next to a comedian with a quieter or more controlled delivery.
That contrast is part of what makes Kill Tony work. The show puts very different personalities in the same room, and Montgomery is almost impossible to mistake for anyone else.
Favorite Fan Performances
If you want to understand how Montgomery became the comedian fans know today, watching his performances in chronological order is probably the most rewarding approach.
His early Los Angeles appearances have a different feel from his later performances in Austin. By the time Kill Tony moved into Comedy Mothership, both the show and Montgomery’s role within it had grown considerably.
The audience was larger. The show had become a major part of the modern comedy scene. And Montgomery’s persona was now instantly recognizable.
That is what makes his Kill Tony archive so interesting. You are not simply watching hundreds of separate comedy sets. You are watching a comedian develop a distinctive voice, build a relationship with the audience and grow from a new performer into one of the show’s defining personalities.
William Montgomery Tour Dates
William Montgomery continues to perform live stand-up alongside his regular appearances on Kill Tony. His official website lists Kill Tony at Comedy Mothership in Austin every Monday, while additional club and theater dates are announced separately.
Fans searching for william montgomery tour dates should check the official listings and the individual venue pages for the latest information.
Upcoming William Montgomery Shows
| City | Venue | Date | Tickets |
| Indio, CA, USA | Fantasy Springs Resort Casino | Sep 19, 2026 | |
| Laughlin, NV, USA | Rio Vista Outdoor Amphitheater at Harrah’s Laughlin | Dec 5, 2026 | |
| Atlantic City, NJ, USA | Tropicana Showroom at Tropicana Atlantic City | Dec 12, 2026 |
The table above includes the latest confirmed dates, venues, and locations. Since comedy schedules can change, it is always worth checking the event page before making travel plans or buying tickets.
Killers of Kill Tony Tour
The Killers of Kill Tony is a separate touring production connected to the wider Kill Tony comedy scene. Its lineup can vary from one city to another, so these shows should not automatically be treated as William Montgomery solo performances.
For that reason, fans should check the specific event listing to see which comedians are scheduled to appear in each city.
William Montgomery Tickets
Looking for William Montgomery tickets? Ticket options can vary depending on the venue, but most shows offer several choices, from basic admission to premium seating.
Available ticket types:
- General Admission: usually the most affordable option and a good choice if you simply want to enjoy the show without paying extra for a specific seat.
- Standard or Reserved Seating: a good middle-ground option if you want a guaranteed seat and a more predictable view of the stage.
- Preferred or Premium Seating: a better choice if you want to sit closer to the stage. These tickets usually cost more but can be worth it at smaller comedy clubs.
- VIP Tickets: available for selected events. Depending on the venue, a VIP package may include premium seating, early entry, or other extras. Always check what is included before paying more.
How Much Are William Montgomery Tickets?
Prices depend on the venue, date, seating section, demand, and availability. As a general guide:
- General Admission: around $40–$80
- Standard Seating: around $50–$90
- Preferred or Premium Seating: around $80–$120+
- VIP Tickets: varies by event
These are approximate price ranges rather than fixed prices. Some shows may be cheaper, while popular dates and resale tickets can cost considerably more.
Which Tickets Should You Choose?
For most fans, General Admission or standard seating offers the best value. You can enjoy Williams Montgomery live comedy without spending a lot on premium seating.
Choose Preferred or Premium if being close to the stage is important to you. This can make a noticeable difference at smaller comedy venues.
VIP makes the most sense when you actually want the additional benefits included in the package. Check the details carefully, as VIP perks vary between events.
Tips for Buying William Montgomery Tickets
- Buy early if you want better seats or a specific section.
- Compare ticket types before choosing the cheapest option.
- Check the final price, including service fees and other charges.
- Verify the date and venue before completing your purchase.
- For Killers of Kill Tony events, check the lineup for your specific city, as performers can vary from one date to another.
For an easy way to compare available shows and ticket options, you can purchase William Montgomery tickets through our website. Choose your preferred date, compare the available options, and select the ticket that fits your budget and seating preferences.
Best William Montgomery Videos
William Montgomery’s comedy is especially easy to discover through video. His unusual delivery, sudden reactions, one-liners, and unpredictable conversations often create moments that are just as entertaining on screen as they are in a live comedy club. The videos below highlight different sides of his career, from Kill Tony appearances to stand-up, crowd work, and his own podcast.
Best Kill Tony Performances
Kill Tony played a major role in making William Montgomery one of the most recognizable comedians in the show’s history. His performances range from short stand-up sets to chaotic interviews and unexpected exchanges with Tony Hinchcliffe and other comedians. These videos showcase some of the moments that helped define his Kill Tony persona.
William Montgomery First Appearance – Kill Tony #296
This video captures William Montgomery’s first appearance on Kill Tony. It offers a look at the comedian before he became one of the show’s longest-serving regulars, making it a useful starting point for fans who want to see where his Kill Tony journey began.
William Montgomery Roast Moments
Roast comedy is an important part of Montgomery’s style. He can take a small observation and turn it into an exaggerated joke, often using his voice, timing, and physical reactions to make the moment even funnier. These clips focus on his sharpest and most memorable roast exchanges.
Best One-Liners
William Montgomery can get a lot out of a very short joke. His one-liners often work because of the combination of the punchline, timing, delivery, and reaction that follows it. These videos highlight some of his quickest and most memorable jokes.
Stand-Up Clips
While Kill Tony introduced Montgomery to a much wider audience, his stand-up shows reveal more of his work as a traditional comedian. Longer clips give his jokes more room to develop and show how he builds a set beyond the short format of the podcast.
Crowd Work
Crowd work brings out Montgomery’s improvisational side. Instead of relying entirely on prepared material, he reacts to audience members and turns their answers, personalities, and unexpected moments into comedy. These videos offer a good idea of what makes his live performances unpredictable.
The William Montgomery Show
The William Montgomery Show gives fans a different look at Montgomery outside the Kill Tony format. The weekly comedy podcast allows him to spend more time talking with guests, developing bits, telling stories, and exploring ideas that do not necessarily fit into a short stand-up set. These videos are a good choice for viewers who want to see more of his personality and conversational style.
FAQ
Who is William Montgomery?
William Montgomery is an American stand-up comedian from Memphis, Tennessee, best known for his long-running role on Kill Tony and his distinctive, unpredictable comedy style.
Where is William Montgomery from?
William Montgomery is from Memphis, Tennessee. He is now based in Austin, Texas.
How old is William Montgomery?
William Montgomery’s exact age has not been reliably confirmed by authoritative public sources.
When did William Montgomery join Kill Tony?
He made his Kill Tony debut on September 24, 2018, in Episode #296.
Is William Montgomery still on Kill Tony?
Yes. He remains a regular part of Kill Tony and continues to appear on the show.
What is William Montgomery known for?
He is known for his Kill Tony appearances, absurd jokes, loud delivery, one-liners, and unpredictable stage persona.
What type of comedy does William Montgomery perform?
His comedy combines stand-up, absurdist humor, roast comedy, one-liners, character work, and crowd work.
Is William Montgomery touring in 2026?
Yes, he continues to perform live in 2026. His individual dates should be checked through current venue and event listings.
Where can I see William Montgomery live?
You can see him at selected comedy clubs and live events, as well as during his regular Kill Tony appearances at Comedy Mothership in Austin.
What is The William Montgomery Show?
The William Montgomery Show is his comedy podcast, featuring conversations with guests, stories, jokes, and Montgomery’s distinctive style.
Is William Montgomery part of Killers of Kill Tony?
Killers of Kill Tony is a separate touring production, and its lineup varies by city. Check the specific event listing to see which comedians are performing.
What is William Montgomery net worth?
William Montgomery comedian net worth has not been publicly confirmed. Estimates online vary, so there is no reliable official figure available.
Where can I watch William Montgomery videos?
You can watch William Montgomery videos on YouTube, including Kill Tony appearances, stand-up clips, crowd work, and episodes of The William Montgomery Show.