Oops! The biggest Oscar presenting snafus of all time

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There have been plenty of on-stage presenting flubs at the Academy Awards over the years -- but some were more cringeworthy than others.

In 2009, Alan Arkin pronounced Philip Seymour Hoffman's name correctly during his Best Supporting Actor tribute -- just not in the right order. Yikes!

And how could we forget about Terrance Howard's emotional speech? The "Empire" star took the stage in 2015 to introduce the Best Picture nominees, "Whiplash," "The Imitation Game" and "Selma," and he stopped several times to collect his thoughts.

RELATED: The most outrageous Oscar dresses of all time:

24 PHOTOS
The most outrageous Oscar dresses of all time
See Gallery
The most outrageous Oscar dresses of all time

Cher in 1988

(Photo by Ron Galella/WireImage)

Kim Basinger in 1990

(Photo by Ron Galella/WireImage)

Geena Davis in 1992

(Photo by Ron Galella/WireImage)

Demi Moore in 1989

(Photo by Jim Smeal/WireImage)

Barbra Streisand in 1992

(Photo by Ron Galella/WireImage)

Whoopi Goldberg in 1993

(Photo by Kevin Mazur/WireImage)

Lizzy Gardiner in 1995

(Photo by Barry King/Liaison)

Kate Winslet in 1996

(Photo by Jim Smeal/WireImage)

Susan Sarandon in 1996

(Photo by KMazur/WireImage)

Angelina Jolie in 2000

(Photo by Ke.Mazur/WireImage)

Bjork in 2001

(Photo by SGranitz/WireImage)

Cameron Diaz in 2002

(Photo by Steve Granitz Archive 1/WireImage)

Gwyneth Paltrow in 2002

(Photo Getty)

Faith Hill in 2002

(Photo by Ron Galella/WireImage)

Diane Keaton in 2004

(Photo by Gregg DeGuire/WireImage)

Uma Thurman in 2004

(Photo by KMazur/WireImage for Entertainment Weekly Magazine)

Charlize Theron in 2006

(Photo by Brian VanderBrug/Los Angeles Times via Getty Images)

Sally Kirkland in 2007

(Photo by Jeff Kravitz/FilmMagic, Inc)

Tilda Swinton in 2008

(Photo by Jeff Kravitz/FilmMagic)

Sophia Loren in 2009

(Photo by Steve Granitz/WireImage)

Charlize Theron in 2010

(Photo by Bob Riha, Jr./Getty Images)

Jennifer Lopez in 2010

(Photo by Steve Granitz/WireImage)

Kate Mara in 2012

(Photo Getty)

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But leave it to Sean Penn to stir some controversy. When he opened the envelope to announce "Birdman," directed by the Mexican-born Alejandro Iñárritu, as the winner for Best Picture in 2015, he also included a controversial quip: "Who gave this son of a b*tch his green card?"

With the 2017 Academy Awards upon us, we're highly anticipating more jaw-dropping moments.

Watch video above for more humiliating flubs, including Zac Efron's major word mistake!

RELATED: See the 2007 Oscars red carpet:

46 PHOTOS
Academy Awards 2007 Looks
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Academy Awards 2007 Looks
Actress Penelope Cruz arrives at the 79th annual Academy Awards?? held at the Kodak Theatre. Dress by Atelier Versace; jewelry by Chopard; clutch by Daniel Swarovski. (Photo by Frank Trapper/Corbis via Getty Images)
Hollywood, UNITED STATES: British actress Kate Winslet arrives at the 79th Academy Awards in Hollywood, California, 25 February 2007. AFP PHOTO/Timothy A. CLARY (Photo credit should read TIMOTHY A. CLARY/AFP/Getty Images)
Reese Witherspoon during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Hollywood, California, United States. (Photo by Jeff Kravitz/FilmMagic, Inc)
Leonardo DiCaprio, nominee Best Actor in a Leading Role for �Blood Diamond� (Photo by Dan MacMedan/WireImage)
Nicole Kidman during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Hollywood, California, United States. (Photo by Jeff Kravitz/FilmMagic, Inc)
Celine Dion during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Actress and singer Beyonce Knowles arrives at the 79th Annual Academy Awards?? held at the Kodak Theatre. Dress by Armani. (Photo by Frank Trapper/Corbis via Getty Images)
Anne Hathaway during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Hollywood, California, United States. (Photo by Jeff Kravitz/FilmMagic, Inc)
Actress Helen Mirren, who received the Oscar?? for Best Actress in a Leading Role for 'The Queen,' arrives at the 79th annual Academy Awards?? held at the Kodak Theatre. Dress by Christian Lacroix, jewelry by Chopard. (Photo by Frank Trapper/Corbis via Getty Images)
Mark Wahlberg, nominee Best Actor in a Supporting Role for The Departed (Photo by Jeff Kravitz/FilmMagic, Inc)
Jada Pinkett Smith during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Emily Blunt during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Cameron Diaz during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Hollywood, California, United States. (Photo by Jeff Kravitz/FilmMagic, Inc)
Joan Rivers during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Jennifer Hudson, nominee Best Actress in a Supporting Role for �Dreamgirls� (Photo by Steve Granitz/WireImage)
Actress Gwyneth Paltrow arrives at the 79th annual Academy Awards� held at the Kodak Theatre. (Photo by J. Emilio Flores/Corbis via Getty Images)
Actress Portia de Rossi arrives at the 79th annual Academy Awards?? held at the Kodak Theatre. Dress by Zac Posen. (Photo by Frank Trapper/Corbis via Getty Images)
James McAvoy during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Actress Jessica Biel arrives at the 79th annual Academy Awards held at the Kodak Theatre.Dress by Oscar de la Renta; jewelry by Neil Lane. (Photo by Frank Trapper/Corbis via Getty Images)
Lara Spencer arrives at the 79th Annual Academy Awards?? held at the Kodak Theatre. (Photo by Frank Trapper/Corbis via Getty Images)
Rachel Weisz during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Maggie Gyllenhaal during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Actress Abigail Breslin ('Little Miss Sunshine') arrives at the 79th annual Academy Awards� held at the Kodak Theatre. (Photo by J. Emilio Flores/Corbis via Getty Images)
Rashida Jones during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Kevin Mazur/WireImage)
Actress Cate Blanchett ('Notes on a Scandal') arrives at the 79th annual Academy Awards� held at the Kodak Theatre. (Photo by J. Emilio Flores/Corbis via Getty Images)
Hollywood, UNITED STATES: Kirsten Dunst arrives at the 79th Academy Awards in Hollywood, California, 25 February 2007. AFP PHOTO/Roberto SCHMIDT (Photo credit should read ROBERTO SCHMIDT/AFP/Getty Images)
Actress Jodie Foster arrives at the 79th annual Academy Awards� held at the Kodak Theatre. (Photo by J. Emilio Flores/Corbis via Getty Images)
Eddie Murphy, nominee Best Actor in a Supporting Role for 'Dreamgirls' (Photo by Steve Granitz/WireImage)
Naomi Watts during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Giuliana DePandi during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Queen Latifah during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Hollywood, UNITED STATES: Actress Eva Green arrives at the 79th Academy Awards in Hollywood, California, 25 February 2007. AFP PHOTO Timothy A. CLARY (Photo credit should read TIMOTHY A. CLARY/AFP/Getty Images)
Kathy Bates during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Hollywood, California, United States. (Photo by Jeff Kravitz/FilmMagic, Inc)
Anika Noni Rose during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Hollywood, California, United States. (Photo by Jeff Kravitz/FilmMagic, Inc)
Michael Sheen during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Dan MacMedan/WireImage)
Kelly Preston during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Mary Hart arrives at the 79th Annual Academy Awards?? held at the Kodak Theatre. (Photo by Frank Trapper/Corbis via Getty Images)
Catherine Deneuve during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Keith Robinson during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Hollywood, California, United States. (Photo by Jeff Kravitz/FilmMagic, Inc)
Tanika Ray during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Melissa Rivers during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Jann Carl during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Rinko Kikuchi, nominee Best Performance by an Actress in a Supporting Role for 'Babel,' arrives at the 79th annual Academy Awards?? held at the Kodak Theatre. (Photo by Frank Trapper/Corbis via Getty Images)
Tracey E. Edmonds during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
Lisa Ray during The 79th Annual Academy Awards - Arrivals at Kodak Theatre in Los Angeles, California, United States. (Photo by Steve Granitz/WireImage)
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