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Wedding Daze

*Wedding Daze* is a 2006 American romantic comedy film written and directed by Michael Ian Black.

By Ethan Anderson| Reviewed by Olivia Bennett, Standards & Fact-Checking Lead| Updated July 27, 2026|2 min read| Fact-checked

Wedding Daze is a 2006 American romantic comedy film written and directed by Michael Ian Black. It stars Jason Biggs and Isla Fisher as a grieving man and a waitress who become engaged after a spontaneous proposal, leading to a series of comic complications. The film was released theatrically in 2007 after premiering at the Toronto International Film Festival in 2006.

Plot

The story follows Anderson, who remains in mourning after his girlfriend dies during a marriage proposal. On a dare, he asks out and then proposes to waitress Katie, and the pair’s engagement triggers increasingly chaotic family and relationship complications.

Production and release

Michael Ian Black wrote and directed the film. It premiered at TIFF in September 2006 and was later released theatrically in the United States in June 2007.

Cast

Jason Biggs and Isla Fisher play the leads, with supporting performances by Joe Pantoliano, Joanna Gleason, Edward Herrmann, and Michael Weston.

Reception and box office

The film was marketed as a romantic comedy and has a reported worldwide box office gross of US$11.5 million. Available source material in this dataset does not provide a full critical consensus.

Key facts

  • Originally titled The Pleasure of Your Company.
  • The plot centres on Anderson, who proposes to a stranger after the death of his girlfriend.
  • The film also stars Joe Pantoliano, Joanna Gleason, Edward Herrmann, and Michael Weston.
  • It premiered at the Toronto International Film Festival on 10 September 2006.
  • Its US theatrical release was on 1 June 2007.
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Canadian context

The film premiered at the Toronto International Film Festival, giving it a direct Canadian festival connection.

Frequently asked questions

What is Wedding Daze?
A 2006 American romantic comedy film written and directed by Michael Ian Black.
Who stars in Wedding Daze?
Jason Biggs and Isla Fisher star in the lead roles, with Joe Pantoliano, Joanna Gleason, Edward Herrmann, and Michael Weston in supporting roles.
What is the plot of Wedding Daze?
A grieving man impulsively proposes to a waitress after a dare, and the engagement leads to comedic family and relationship complications.
When was Wedding Daze released?
It premiered at TIFF in September 2006 and received a US theatrical release in June 2007.
What was the film’s original title?
The Pleasure of Your Company.

References

  1. Wikipedia — https://en.wikipedia.org/wiki/Wedding_Daze
    Supports: Title, original title, director, cast, release dates, runtime, box office, and plot overview.
  2. IMDb — https://www.imdb.com/title/tt0484877/
    Supports: Director, writer, country, language, release information, and cast.
  3. Rotten Tomatoes — https://www.rottentomatoes.com/m/pleasure_of_your_company
    Supports: Synopsis, director, rating, genre, runtime, and release information.
  4. BBC — https://www.bbc.co.uk/films/2007/05/28/wedding_daze_2007_review.shtml
    Supports: Plot description and UK release context.