President Obama's Best Pop-Culture Moments

From "SNL" to "To Kill a Mockingbird," revisit eight years of history.

As Barack Obama rides out his final week as president, we’re remembering him as America’s signature pop-culture president.

Oh sure, television got John F. Kennedy elected in 1960, Ronald Reagan began his career as a movie star, and Bill Clinton amplified his cool factor by playing saxophone on “The Arsenio Hall Show” in 1992. The Obamas, however, are the first presidential family to treat popular culture as a clear extension of politics, and not in the Trumpian reality-TV way.

From Oprah Winfrey’s victory-sealing endorsement to frequent late-night appearances and an affinity for Broadway’s “Hamilton,” Obama’s relationship to pop culture was no mere political maneuver ― he’s kept a keen awareness of the role entertainment plays in history and a verifiable appreciation for the arts.

With that, we’ve compiled a list of Obama’s signature pop-culture moments (or at least the ones with audiovisual evidence). Watch our supercut above, then browse the individual items below for an overview of the past eight years, gone too soon.

Nov. 3, 2007: Obama appears in a “Saturday Night Live” cold open in which he attends the Clintons’ Halloween party.

Dec. 8, 2007: Michelle Obama welcomes “first lady of television” Oprah Winfrey at an Iowa campaign rally, about seven months after Winfrey first endorsed Barack Obama. Economists later concluded that Winfrey’s support won Obama 1 million votes in the primaries and caucuses. 

April 17, 2008: Responding to negative campaign ads, Obama alludes to Jay Z’s “Dirt Off Your Shoulder.” 

Jan. 20, 2009: At an inaugural ball, the Obamas share their first dance as the first couple while Beyoncé sings Etta James’ “At Last.”

March 19, 2009: Obama becomes the first sitting president to appear on a late-night talk show. 

Dec. 6, 2009: Obama calls Bruce Springsteen “one cool rockin’ daddy” while feting the singer at the Kennedy Center Honors. “I’m the president, but he’s The Boss,” Obama says.

Dec. 12, 2010: Obama and his family sing “Hark! The Herald Angels Sing” alongside Mariah Carey, Ellen DeGeneres, Matthew Morrison, Maxwell, Annie Lennox, Andrea Bocelli and Miranda Cosgrove during TNT’s annual “Christmas in Washington” special.

Jan. 16, 2012: Obama wishes Betty White a happy 90th birthday. 

Jan. 19, 2012: During a fundraiser at the Apollo Theater, Obama sings a few charming bars of Al Green’s “Let’s Stay Together.”

April 24, 2012: Obama slow-jams the news on “The Tonight Show” for the first time, encouraging Americans to sign up for health insurance. 

Oct. 19, 2012: “We talk about the same things I talk about with all my friends,” Obama says of his rapport with Beyoncé and Jay Z. One of those so-called normal conversation topics includes making sure Jay Z is helping out with Blue Ivy around the house.

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Dec. 29, 2013: The New York Times publishes a detailed account of Obama’s viewing habits. His favorite television shows are “Boardwalk Empire,” “Breaking Bad,” “Downton Abbey,” “Game of Thrones,” “Homeland,” “House of Cards,” “Mad Men” and “The Wire.” (He’d previously told TV Guide he also watches “Modern Family” and “Parks and Recreation.”)

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Jan. 28, 2014: In his State of the Union address, Obama says, “Today, women make up about half our workforce. But they still make 77 cents for every dollar a man earns. That is wrong, and in 2014, it’s an embarrassment. A woman deserves equal pay for equal work. ... It’s time to do away with workplace policies that belong in a ‘Mad Men’ episode.”

March 11, 2014: Obama becomes the first politician to appearing on Zach Galifianakis’ “Between Two Ferns,” where he encourages Americans to sign up for health insurance. (Hillary Clinton appeared on the web series during her 2016 campaign.)

March 12, 2015: Obama reads Mean Tweets.

April 1, 2015: Obama impersonates Kevin Spacey’s fictional “House of Cards” president in an April Fools’ Day video. 

April 25, 2015: Obama invites Keegan-Michael Key’s Luther the Anger Translator to interpret part of his speech at the White House Correspondents’ Dinner. 

June 22, 2015: Obama appears on the podcast “WTF with Marc Maron,” where he says Sasha and Malia find him “completely boring.”

Dec. 17, 2015: Obama survives the Alaskan wilderness on “Running Wild with Bear Grylls.”

Dec. 30, 2015: Obama appears on Jerry Seinfeld’s “Comedians in Cars Getting Coffee.”

Jan. 15, 2016: Obama says he’d pick Kendrick Lamar over Drake in a rap battle, naming “To Pimp a Butterfly” his favorite album of 2015.

March 14, 2016: The Obamas invite the cast of “Hamilton” to the White House to perform the opening number from the smash Broadway musical. (In 2009, Lin-Manuel Miranda performed a rough version of the song at the White House Poetry Jam. No one had heard it before. Miranda said it was from a “hip-hop concert album” he was working on.) 

March 15, 2016: Obama invites Miranda to the Rose Garden for a freestyle rap about the government. 

April 30, 2016: Obama concludes his final White House Correspondents’ Dinner with the words “Obama out” and a mic drop. 

June 9, 2016: Obama meets longtime supporter Madonna, who was the musical guest on his last appearance on “The Tonight Show.”

Aug. 11, 2016: Obama releases a summer playlist.

Oct. 31, 2016: Michelle and Barack dance to Michael Jackson’s “Thriller” at a Halloween celebration. 

Jan. 10, 2017: In his farewell address to the nation, Obama borrows a quote from To Kill a Mockingbird hero Atticus Finch to remind America of the importance of empathy. 

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Before You Go

Barack and Michelle Obama's Sweetest Moments
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The first lady snuggles against the president during a videotaping for the 2015 World Expo in the Diplomatic Reception Room of the White House. (credit:Amanda Lucidon/Official White House Photo)
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President Barack Obama and first lady Michelle Obama ride in the inaugural parade in Washington on Jan. 21, 2013. (credit:Pete Souza/Official White House Photo)
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The Obamas onstage a rally in Dubuque, Iowa, on Aug. 15, 2012. (credit:Nikki Kahn/The Washington Post via Getty Images)
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Barack Obama embraces Michelle Obama as they wait to speak at a rally on the campus of Ohio State University in Columbus, Ohio, on Oct. 17, 2010. (credit:Pete Souza/Official White House Photo)
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Barack and Michelle Obama at the Instagram #GimmeFive photo booth in the East Room of the White House during the annual Easter Egg Roll, April 6, 2015. (credit:Pete Souza/Official White House Photo)
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Barack and Michelle Obama on the kiss cam screen during a timeout in an Olympic basketball exhibition game between the U.S. and Brazil men's teams in Washington on July 16, 2012. (credit:Jonathan Ernst / Reuters)
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Barack and Michelle Obama kiss at an inauguration reception at the National Building Museum on Jan. 20, 2013, in Washington. (credit:BRENDAN SMIALOWSKI/AFP/Getty Images)
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The Obamas attend the "Christmas in Washington" taping at the National Building Museum in Washington on Dec. 13, 2009. (credit:Pete Souza/Official White House Photo)
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Michelle Obama wipes something from Barack Obama's forehead during a dinner at the Schloss Charlottenburg Palace in Berlin on June 19, 2013. (credit:JEWEL SAMAD/AFP/Getty Images)
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The Obamas in Kenya in 1992. (credit:Obama Family Photo)
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Michelle and Barack Obama get into character as they read Where the Wild Things Are at the White House Easter Egg Roll on the South Lawn of the White House on March 28, 2016. (credit:Olivier Douliery/Pool/Getty Images)
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The Obamas watch the fireworks over the National Mall from the roof of the White House on July 4, 2010. (credit:Pete Souza/Official White House Photo)
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Senior adviser Valerie Jarrett with Barack and Michelle Obama in the Red Room of the White House on March 20, 2009. (credit:Pete Souza/White House via Getty Images)
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Barack Obama asks Michelle Obama to dance at the Inaugural Ball in Washington on Jan. 21, 2013. (credit:Kevin Lamarque / Reuters)
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Then-Sen. Barack Obama and Michelle Obama backstage before a primary rally in the gymnasium at Nashua South High School in Nashua, New Hampshire, Jan. 8, 2008. (credit:Charles Ommanney/Getty Images)
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Barack Obama watches as Michelle Obama putts during a round of mini golf at Pirate's Island Golf on Aug. 14, 2010, in Panama City Beach, Florida. (credit:MANDEL NGAN/AFP/Getty Images)
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Barack Obama and Michelle Obama's hands rest on the railing of a boat during a tour of St. Andrews Bay in Panama City Beach, Florida, on Aug. 15, 2010. (credit:Pete Souza/White House/Corbis/Getty Images)
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The Obamas dance during the Western Inaugural Ball on Jan. 20, 2009, in Washington. (credit:Chip Somodevilla/Getty Images)
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Michelle and Barack Obama tour the Iowa State Fair on Aug. 16, 2007, in Des Moines. (credit:Scott Olson/Getty Images)
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Barack Obama and Michelle Obama on the evening of his first inauguration, Jan. 20, 2009. (credit:Pete Souza/Official White House Photo)
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The Obamas hug at a campaign rally in Des Moines, Iowa. (credit:Brooks Kraft LLC/Corbis via Getty Images)
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“I was moving around trying to capture different scenes away from the stage during an event to commemorate the 50th anniversary of Bloody Sunday and the Selma to Montgomery civil rights marches. When I glanced back towards the stage, I noticed the president and first lady holding hands as they listened to the remarks of Rep. John Lewis. I managed to squeeze off a couple of frames before they began to applaud, and the moment was gone.” — Pete Souza (credit:Pete Souza/Official White House Photo)
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Barack Obama and Michelle Obama walk toward Marine One across the South Lawn of the White House. (credit:Brooks Kraft LLC/Corbis via Getty Images)
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The Obamas on their wedding day, Oct. 3, 1992. (credit:Obama Family Photo)
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Michelle and Barack Obama at an Affordable Care Act reception in the East Room of the White House on May 1, 2014. (credit:Pete Souza/Official White House Photo)
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Barack Obama and Michelle Obama celebrate with outgoing social secretary Jeremy Bernard and incoming social secretary Deesha Dyer after a state dinner at the White House on April 28, 2015. (credit:Pete Souza/Official White House Photo)
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The Obamas wait in the Map Room of the White House before welcoming President Felipe Calderón of Mexico on May 19, 2010. (credit:Pete Souza/Official White House Photo)