Alexander Ross Winter (born 17 July 1965) is a British-American actor and filmmaker. As an actor, he is best known for playing Bill S. Preston, Esq., in the 1989 film Bill & Ted's Excellent Adventure and its sequels Bill & Ted's Bogus Journey (1991) and Bill & Ted Face the Music (2020). He is also known for his role as Vladimir in the 2026 Broadway revival of Waiting for Godot, and for playing Marko in the 1987 vampire film The Lost Boys.

As a filmmaker, Winter is known for his documentaries, including Zappa (2020) and Deep Web (2015), for directing the feature film, Adulthood (2025), and co-writing, co-directing, and starring in the 1993 surrealist comedy film Freaked. He has also directed numerous television shows and co-created sketch comedy series The Idiot Box (1991).

Early life

Winter was born in London on 17 July 1965. His mother, Gregg Mayer, is a New York-born dancer who trained with Martha Graham, and founded a modern-dance company in London in the mid-1960s. His father, Ross Albert Winter, is an Australian who danced with Winter's mother's troupe and co-founded the Mid American Dance Company in St. Louis. His father has English ancestry and his mother is Jewish, of Ukrainian Jewish descent. His family wasn’t observant with their Judaism although he went to Jewish summer camp and learned Yiddish through his grandmother.

Winter received training in dance as a child. When he was five, his family moved to Missouri, where his father ran the Mid-American Dance Company (later, Modern American Dance Company), while his mother taught dance at Washington University in St. Louis. The two divorced in 1973.

In 1978, Winter moved to the New York City area, where he and his mother lived in the city and in Montclair, New Jersey. During this time Winter began performing as an actor on and off Broadway, commuting into New York City.

In 1983, after graduating from Montclair High School, Winter was accepted into the Tisch School of the Arts at New York University, where he majored in film and minored in photography. While at NYU, he met fellow aspiring filmmaker Tom Stern. The two collaborated on a number of 16 mm short films.

Career

Acting & directing

Winter began acting professionally at ten years old and spent his teen years on Broadway with supporting roles in productions of The King and I, with Yul Brynner, Peter Pan, with Sandy Duncan, and the American premiere of Simon Gray's Close of Play at the Manhattan Theatre Club, directed by Lynne Meadow.

Winter made his feature film acting debut in the 1985 film Death Wish 3, while still a film student at NYU. He dropped out of film school before his senior year in order to accept a role in the film, The Lost Boys (1987). Winter moved to Hollywood, where he began to write and direct a number of short films and music videos. He continued to find work as an actor, with notable roles in such productions as Ivan Passer's Haunted Summer and Percy Adlon's Rosalie Goes Shopping (1989).

In 1989, Winter found international success when he co-starred with Keanu Reeves, playing William "Bill" S. Preston Esq. in the comedy Bill & Ted's Excellent Adventure, a role he reprised in its 1991 sequel, Bill & Ted's Bogus Journey.

Following the success of Bill & Ted, Winter and creative collaborators Tom Stern and Tim Burns were hired to develop a sketch comedy show for MTV. The result, 1991's The Idiot Box, was a hit for the network in its first season. Winter, Stern and Burns declined an offer to make a second season of the Idiot Box and instead accepted a $12 million deal from 20th Century Fox with Winter and Stern jointly making their feature film directorial debut and Winter starring in the 1993 comedy, Freaked. The film was never widely released, despite positive reviews from The New York Times and Entertainment Weekly. It has since become a cult favorite, with a global re-release in 2025, with the Idiot Box being re-released at the same time.

Winter at the 1999 Cannes Film Festival

Winter spent the next several years in London, directing award-winning TV commercials and music videos. He returned to feature films in 1999, when he wrote and directed the psychological thriller Fever which starred Henry Thomas in the lead role. The film was shown at film festivals worldwide, including Official Selection in the Director's Fortnight at Cannes. The New York Daily News called the film "a claustrophobic mind bender. Winter sustains an aura of creepiness worthy of Roman Polanski." In the New York Times, AO Scott praised the film as "Pure Hitchcockian panic. An arresting example of what a talented filmmaker can accomplish with the sparest of means."

In 2007, Winter directed and acted in the live-action adaptation of the hit Cartoon Network series Ben 10, which aired on Cartoon Network in November 2007 and garnered the highest ratings in the channel's history. He also directed its sequel, Ben 10: Alien Swarm, which aired on Cartoon Network in November 2009 and captured over 16 million viewers in its premiere weekend. In 2010, he was attached to direct a 3D-remake of the 1987 horror film The Gate, which was scheduled for release in 2011 but the film was never made.

In 2011, Winter formed his company, Trouper Productions, to service his directing work. Winter's 2012 VH1 rock doc Downloaded earned worldwide acclaim at theatrical and festival screenings. Winter's award-winning 2015 documentary Deep Web had its world premiere at SXSW and a broadcast premiere in the U.S. on the MGM network alongside a global festival tour.

In 2013, he featured in the thriller Grand Piano, starring Elijah Wood and John Cusack, in his first major feature film role after 20 years.

In 2016, Winter released a short documentary entitled Relatively Free about journalist Barrett Brown's release from prison. This was followed in 2017 by another short documentary, Trump's Lobby

In 2018, Winter released two documentaries; multiple award-winner The Panama Papers, executive produced by Laura Poitras, about the largest global corruption scandal in history, and the journalists who worked in secret and at considerable risk to break the story. And Trust Machine: The Story of Blockchain. In July 2015, Winter began work on a biographical documentary of the rock guitarist and composer Frank Zappa. The Zappa Family Trust publicly gave its approval to Winter's plans for the film. Released on November 27, 2020, Zappa was the first documentary with access to his archives, and was the highest funded documentary in crowdfunding history, via Kickstarter. The film was a Critics Pick in the New York Times, and nominated for Best Music Documentary by the Critics Choice Awards.

In 2020, Winter also released his feature documentary, Showbiz Kids, which premiered on HBO to positive reviews, garnering a Critics Choice nomination for Best Score by Tweedy.

Winter at the 2025 Toronto International Film Festival

In April 2011, Winter's Bill & Ted co-star Keanu Reeves confirmed that a third installment of the film series was under way; the film was in development for most of the 2010s. Winter returned as Bill Preston in the film, Bill & Ted Face the Music, which was released on August 28, 2020; as the number one movie in North America and several countries internationally, with Reeves describing the plot as, "Basically, they're supposed to write a song to save the world and they haven't done that." In January 2024, Alex hinted about a possibility of a 4th film "Bill & Ted 4".

Winter’s feature documentary The YouTube Effect, was produced in 2022 by Winter, in partnership with Gale Anne Hurd and Glen Zipper. The film premiered at Tribeca in June 2022, completed a sold-out theatrical run in July 2023, and was released worldwide on digital from Drafthouse Films.

In 2024, Winter produced and co-starred in the gonzo horror-comedy Destroy All Neighbors which premiered on Shudder and in limited theaters in January, 2024, and Absolute Dominion from director Lexi Alexander, and as the voice of Hefty Smurf in Paramount Pictures' animated movie, Smurfs.

Winter produced, directed and co-starred in the feature film Adulthood, starring Josh Gad, Kaya Scodelario, Billie Lourd and Anthony Carrigan. The film opened in theaters and digitally, in the fall of 2025, to positive reviews, following a world premiere at the Toronto International Film Festival, and garnering a nomination for Best Independent Film at the 2026 Saturn Awards.

Winter recently returned to Broadway, co-starring with Keanu Reeves in the hit revival of Waiting For Godot, directed by Jamie Lloyd.

Personal life

Winter was married to Sonya Dawson, with whom he had a son, born in 1998. The couple later divorced. In 2010, he married Ramsey Ann Naito. They have two children. Winter maintains dual British and American citizenship.

In 2018, Winter revealed that he suffered "intense and prolonged" child sexual abuse at the hands of an older man while acting on Broadway as a child. Winter has said that he experienced PTSD due to the abuse, saying, "I had extreme PTSD for many, many years."

Politics and activism

Technology and piracy

Winter began devoting a lot of his attention to online communities in the 1980s. Winter liked the idea of large numbers of anonymous users discussing a variety of topics in an anonymous space. "I found that really striking then. And it seemed liked the beginning of something." He has criticized media companies and news outlets for exaggerating how many people used Napster for digital piracy.

Winter's interest in technology, the Internet and privacy inspired him to make his celebrated documentaries about the rise of global movements online. In 2015, Winter gave a popular TED talk about the need for greater privacy and security in the digital age, in the face of powerful tech companies.

Activism against Elon Musk

In response to Elon Musk's activities with the Department of Government Efficiency, in February 2025, Winter helped initiate the Tesla Takedown movement, a peaceful protest held outside Tesla showrooms worldwide. He has stated that the intention was to be anti-Elon Musk and not Tesla. Winter, an avid electric-vehicle owner, called Musk a “toxic figurehead” for the company and set a goal with the protests to help educate people about Musk's nefarious activities and motivate the general public to protest.

Palestine

In October 2023, Winter signed an open letter by Artists4Ceasefire that called for a ceasefire in the Gaza war. In April 2024, Winter signed an open letter in support of Jonathan Glazer's Oscar speech for The Zone of Interest, in which he criticized the dehumanization of victims of the ongoing Gaza genocide.

In June 2025, Winter read out a letter by Mahmoud Khalil, an activist detained for his support of Palestinian rights, after he was released from custody. That September, Winter signed an open pledge with Film Workers for Palestine pledging not to work with Israeli film institutions "that are implicated in genocide and apartheid against the Palestinian people."

Filmography

Director

Feature films

YearTitleDirectorWriterProducerNotes
1993FreakedYesYesYesCo-director with Tom Stern
1999FeverYesYesNo
2015Smosh: The MovieYesNoNo
2025AdulthoodYesNoYes

Short films

YearTitleDirectorWriterProducerNotes
1984NYU Sight & Sound ProjectYesNoNoCo-director with Tom Stern
1985Squeal of DeathYesYesYes
1989Aisles of DoomYesYesNo
Bar-B-Que MovieYesNoNo
1990Howie Meets the Ghost of Environmental Disasters Yet to ComeYesNoNo
2016Anyone Can QuantumYesNoYes
2017Trump's LobbyYesNoYes

Television

YearTitleDirectorWriterProducerNotes
1991The Idiot BoxYesYesNo6 episodes, Co-director with Tom Stern, co-writer of 1 episode: "The Best of the Idiot Box"
2003Jimmy Kimmel Live!YesNoNoVarious segments
2005Dirty FamousYesNoNo
2005–07The Andy Milonakis ShowYesNoNo
2007Ben 10: Race Against TimeYesNoYesTelevision film
2009Ben 10: Alien SwarmYesNoYes
2011Blue Mountain StateYesNoNoEpisodes "The Corn Field", "The Corn Field 2"
2011–13Supah NinjasYesNoNo5 episodes
2012Level UpYesNoNo4 episodes
2013Marvin MarvinYesNoNoEpisode "Mr. Earth"
BetasYesNoNoEpisode "Show & Tell"
2014Maker Shack AgencyYesNoNoEpisode "Pilot"
2015Bella and the BulldogsYesNoNoEpisode "Tornado Afraido"
Kirby BucketsYesNoNoEpisodes "Gimme Some Room", "All Hands on Dexter"
2016Quantum Is CallingYesNoYesTelevision film

Documentary works

YearTitleDirectorWriterProducerNotes
2012DownloadedYesYesYes
2015Deep Web: The Untold Story of Bitcoin and the Silk RoadYesYesYes
2016Relatively FreeYesNoYesDocumentary short
2018The Panama PapersYesYesYes
Trust Machine: The Story of BlockchainYesYesYes
2020ZappaYesYesYes
Showbiz KidsYesYesYes
2023The YouTube EffectYesYesYes

Music videos

YearSongArtistNotes
1989"Knock Me Down"Red Hot Chili PeppersCo-director with Tom Stern
"Taste the Pain"
1990"Who's the Mack?"Ice CubeCo-director with Tom Stern
"Me & Elvis"Human Radio
"Decadence Dance"Extreme
1991"Photograffitti"
1993"The Jackal"Ronny Jordan
1994"Milquetoast"Helmet
"Wilma's Rainbow"
1995"1 to 1 Religion"Bomb the Bass feat. Carlton
"Verklemmt"Foetus
1996"If 6 Was 9"Axiom Funk
1997"Bug Powder Dust"Bomb the Bass feat. Justin Warfield
"Exactly What You Wanted"Helmet
2003"Talamanam Sound Clash"Tabla Beat ScienceConcert DVD, Co-director with Zane Vella

Actor

Feature films

Key
Denotes films that have not yet been released
YearTitleRoleNotes
1985Death Wish 3Hermosa
1987The Lost BoysMarkoCredited as 'Alexander Winter'
Medium RareTimmy
1988Haunted SummerJohn William Polidori
1989Bill & Ted's Excellent AdventureBill S. Preston, Esq.
Rosalie Goes ShoppingSchatzi Greenspace
1991Bill & Ted's Bogus JourneyBill S. Preston, Esq. / Evil Robot Bill / Granny Preston
1993FreakedRicky Coogin
1997The BorrowersTV GangsterCameo
1999FeverSubway passenger
2013Grand PianoAssistant
2015Smosh: The MovieUncle Keith
2019In Search of DarknessHimself (interviewee)Documentary film
2020Bill & Ted Face the MusicBill S. Preston, Esq.
In Search of Darkness: Part IIHimself (interviewee)Documentary film
2022In Search of Tomorrow
Blue's Big City AdventureCab Driver
2024Destroy All NeighborsVlad / Public Defender
2025Absolute DominionDr. Jehuda Bruno
AdulthoodDoug Metzger
SmurfsHefty Smurf (voice)
2026PrimetimeTBACompleted

Short films

YearTitleRoleNotes
1984NYU Sight & Sound ProjectGeek
1985Squeal of DeathHowie / various charactersAired on Night Flight and West Coast Cable
1989Aisles of DoomGrendel T.W. Ulcerous
Entering Texas a.k.a. Bar-B-Que MovieMexican hitchhikerPart of Stuart S. Shapiro's Impact Video Magazine
1990Howie Meets the Ghost of Environmental Disasters Yet to ComeHowiePart of Nigel Dick-directed Save the Planet: A CBS/Hard Rock Cafe Special

Television

YearTitleRoleNotes
1985The EqualizerJeffrey SimsEpisode: "Mama's Boy"
1990Bill & Ted's Excellent AdventuresBill S. Preston, Esq. (voice)13 episodes
1991The Idiot BoxVarious roles6 episodes
1993Basic Values: Sex, Shock & Censorship in the 90'sStinx on IceTV movie
2007Ben 10: Race Against TimeConstantine Jacobs
BonesMonte GoldEpisode: "The Girl in the Gator"
Saul of the Mole MenKing Mole Man (voice)5 episodes
2009Ben 10: Alien SwarmNanomech (voice)TV movie
2012, 2019Robot ChickenBill S. Preston, Esq., Steve Burns, Earl the Lego Man (voice)2 episodes
2018Into the DarkThe Voice (voice)Episode: "The Body"

Music videos

YearSongArtistNotes
1989"Knock Me Down"Red Hot Chili Peppers
"Higher Ground"
1994"Hard Act to Follow"Brother Cane

Stage credits

YearShowRoleVenueNotesRef.
1977–78The King and ILouis LeonowensUris Theatre, New York CityReplacement
1979US tour
Peter PanJohn Darling
1979–81Lunt-Fontanne Theatre, New York City
1981Close of PlayMatthewManhattan Theatre Club, New York CityUS premiere
2025Waiting for GodotVladimirHudson Theatre, New York City

External links