''Kiss Toledo Goodbye'' is a 1999

independent Independent or Independents may refer to: Arts, entertainment, and media Artist groups * Independents (artist group), a group of modernist painters based in Pennsylvania, United States * Independentes (English: Independents), a Portuguese artist ...

comedy Comedy is a genre of dramatic works intended to be humorous or amusing by inducing laughter, especially in theatre, film, stand-up comedy, television, radio, books, or any other entertainment medium. Origins Comedy originated in ancient Greec ...

thriller Thriller may refer to: * Thriller (genre), a broad genre of literature, film and television ** Thriller film, a film genre under the general thriller genre Comics * ''Thriller'' (DC Comics), a comic book series published 1983–84 by DC Comics i ...

film A film, also known as a movie or motion picture, is a work of visual art that simulates experiences and otherwise communicates ideas, stories, perceptions, emotions, or atmosphere through the use of moving images that are generally, sinc ...

directed by Lyndon Chubbuck. It stars

Michael Rapaport Michael David Rapaport (born March 20, 1970) is an American actor, comedian, and podcast host. Beginning his career in the early 1990s, he has made over 100 appearances in film and television. His film roles include ''Zebrahead'' (1992), '' ...

Christopher Walken Christopher Walken (born Ronald Walken; March 31, 1943) is an American actor. Christopher Walken on stage and screen, His work on stage and screen has earned him List of awards and nominations received by Christopher Walken, accolades includin ...

Robert Forster Robert Wallace Foster Jr. (July 13, 1941 – October 11, 2019), known professionally as Robert Forster, was an American actor. He made his screen debut as Private L.G. Williams in John Huston's '' Reflections in a Golden Eye'' (1967), followed ...

, Nancy Allen and

Christine Taylor Christine Joan Taylor Stiller (born July 30, 1971) is an American actress. She has played Marcia Brady in '' The Brady Bunch Movie'' and '' A Very Brady Sequel'' and appeared in '' The Craft'', '' The Wedding Singer'', '' Zoolander'', and '' Do ...

. Rapaport plays a young man who suddenly learns that the biological father he knew nothing about is a crime lord. Upon witnessing his father's death, he is expected to join forces with his new "family" and is challenged to prove himself.

Plot

Following the assassination of his crime boss's biological father (

), whom he had not even known existed, a young Ohio investment advisor (

) must impersonate a Mafia Godfather for a few weeks to prevent a gang war. He tries to keep this new life secret from his real family, especially his very jealous fiancée (

), with the help of his new "family" and his father's chief lieutenant (

). At the same time, he is being pressured by his boss at work to sign off on a due diligence report for a questionable investment, trying to keep his family safe, dodging assassination attempts, and trying to uncover who killed his father.

Cast

as Kevin Gower *

as Max *

as Sal Fortuna *

as Deeann Emory * Jamie Anderson as Wendy * Nancy Allen as Madge *

Paul Schulze Paul Schulze (born June 12, 1962) is an American actor. He is known for appearing in ''The Sopranos'', '' Nurse Jackie'', '' 24'' (2002–2004), and ''The Punisher'' (2017), and his films roles in ''Panic Room'' (2002), and ''Rambo'' (2008). C ...

as Nicky *

Paul Ben-Victor Paul Ben-Victor (born ) is an American actor. He is best known for playing Greek mobster Spiros "Vondas" Vondopoulos on the HBO drama series ''The Wire'', Alan Gray in '' Entourage'' (2005–2008), and Ray in '' Body Parts'' (1991). Early lif ...

as Vince * Saul Stein as Anthony *

Robert Pine Robert Pine (born Granville Whitelaw Pine; July 10, 1941) is an American actor. He is best known as Sgt. Joseph Getraer on the television series ''CHiPs'' (1977–1983). Including ''CHiPs'', Pine has appeared in over 400 episodes of various tel ...

as Oz

Reception

Nathan Rabin Nathan Rabin () is an American film and music critic. Rabin was the first head writer for ''The A.V. Club'', a position he held until he left the ''Onion'' organization in 2013.

wrote in ''

The A.V. Club ''The A.V. Club'' is an online newspaper and entertainment website featuring reviews, interviews, and other articles that examine films, music, television, books, games, and other elements of pop-culture media. ''The A.V. Club'' was created in ...

'', "A ham-fisted comedy that plays like a series of sewn-together outtakes from superior films... Chubbuck presides over ''Kiss Toledo Goodbye'' with a leaden comic touch appropriate to his experience directing ''Baywatch'', while displaying all the visual style of a first-time director of amateur porn."

References

External links

* * 1999 films Mafia comedy films 1999 crime comedy films American independent films 1990s English-language films American crime comedy films 1999 independent films 1990s American films English-language independent films English-language crime comedy films {{comedy-crime-film-stub