Timberlake portrays Napster founder Sean Parker in a movie about the creation of Facebook. The film is based on the book The Accidental Billionares. On working with director David Fincher Timberlake says:
He is one of the most brave directors you could ever be lucky enough to work with. But, I’ll say this as well: he does not get bored easily. And when I say easily, I mean at all. Every take he would find something that was so specific. There was no question in your mind what he was trying to get you to accomplish, what he wanted to see through your character. I’ve never seen someone so hyper-smart and multitasking.
Timberlake appears on the cover of the March 2009 issue of GQ magazine. He talks about his style icon.
Kate Moss. She looks good in anything. She would look good in one of your T-shirts, in her T-shirt, in a man’s suit, in a huge gown. She looks amazing naked. She even makes nude look stylish. That, to me, is a style icon. She could put a barrel on and it would be some sort of statement.
The artist releases her song, 4 Minutes, from her album, Hard Candy. Madonna co-writes the song with Timberlake, Hills and Timbaland.
I really enjoy writing with Justin. We had psychoanalytic sessions whenever we wrote songs first. We’d sit down and we’d start talking about situations. And then we’d start talking about issues or problems or relationships with people. That was the only way, because you know, writing together with somebody is very intimate. That was fun, because he’s open and he’s got talent. He’s a songwriter. I haven’t worked with a lot of songwriters where I’m instantly connected and start riffing and playing with the rhythm of the words. He’s as interested in the rhythm of the words as the meaning of the words.
Timberlake wins the Grammy for Best Male Pop Vocal Performance for What Goes Around…Comes Around, and Best Dance Recording for LovedStoned/I Think She Knows.
Timberlake wins an Emmy for his music and lyrics for the song Dick in a Box. Timberlake cannot accept the award in person because he’s preparing for his performance at the MTV Video Music Awards in Las Vegas. Saturday Night Live’s Andy Samberg:
We’ll definitely give him a call and let him know.
Timberlake and T.I. win the Grammy for Best Rap/Sung Collaboration for My Love.
Jackson does not speak to Timberlake anymore after their 2004 Super Bowl performance. After her breast was revealed on national television in front of millions, Jackson received a lot of backlash and Timberlake did not come to her defense, as she felt a friend should.
We haven’t spoken. But I consider him a friend, and I’m very loyal, and friendship is very important to me. He has reached out to speak with me. Like I said, friendship is very important to me – and certain things you just don’t do to friends. And in my own time, I’ll give him a call.
Timberlake and Timbaland perform Sexy Back on The Late Show with David Letterman to promote Timberlake’s album, Future Sex/ Love Sounds.
Four years after his first album release, Timberlake releases a second full length studio recording. Though nine million copies sell worldwide – with four million sales in the United States alone – the album initially receives poor reviews, and sells less than a million copies in the first week.
When put it out, everybody was laughing at me – critics, radio programmers and to their credit, I understand why. But I wanted to do something different at that time. I wanted to do something that was like, this is like nothing I hear on the radio. That was my effort with that one.
Timberlake recalls how he was in love with Spears at first sight. After their breakup, Timberlake wrote the song Cry Me A River in attempt to discuss his frustrations about their breakup. When asked if he advised Spears to divorce her husband Federline, Timberlake stated he never gave her that advice and wishes she comes out on top.
When we initially parted ways I felt like she had a couple of opportunities to just sort of stick up for me, and she didn’t. Which is fine. But at that time, you know, I fought back.
Timberlake leaves the band to pursue a solo career, after the popular boy band sells over 50 million albums worldwide between 1997 and 2001. In an interview with Oprah Winfrey, Timberlake explains his decision:
I would wake up every morning feeling this more and more of an urge to step out on my own and try my own hand as a musician just by myself… It was hard to say goodbye to that era, but I felt it changing. I felt music changing. And I felt myself changing.
It’s one of the best/worst things that I have ever done. It was hard to say goodbye to that era, but I felt it changing. I felt music changing. And I felt myself changing.
Timberlake wins the Grammy for Cry Me A River, and Best Pop Vocal Album for Justified.
It is an honor just to be in the company I was in.
Timberlake and Jackson sing together during the half-time show at the Superbowl. During the live performance broadcast to 140 million viewers rips off part of Jackson’s costume, leaving her bare breast exposed. Timberlake issues a public apology:
I am sorry if anyone was offended by the wardrobe malfunction during the halftime performance at the Super Bowl. It was not intentional and is regrettable.
Jive Records releases Timberlake’s debut studio album. Guest vocalists featured on the recording include Janet Jackson, Bubba Sparxxx, and others. The album sells more than 7 million copies worldwide. Timberlake says:
Half of this album is autobiographical and the other half is a fantasy. When I’m in the studio, there are no boundaries. You know, when you’re writing the song, it’s about what goes from the first bar to the last. It’s not about “Oh, am I going to hurt somebody’s feelings?” Right there, you’ve killed the whole thing that’s special about writing.
Timberlake performs Like I Love You during the MTV Video Music Awards show to promote Justified.
Aaliyah, Timberlake and Lance Bass of N’Sync have fun at a TEEN People photo-shoot. Aaliyah:
Look what I have to deal with, the only mature under 21 person here.
Lou Pearlman, manager of boy band Back Street Boys, recruits Timberlake to join a new band in the making. N’Sync consists of Justin Timberlake, JC Chasez, Chris Kirkpatrick, Joey Fatone, and Lance Bass – with Timberlake and Chasez as lead singers. The band is put together in Orlando, Florida and launched in Germany.
Timberlake is hired for The Mickey Mouse Club, appearing on the programs until it ends two years later. He works alongside other children who also grow up to become celebrities – Ryan Gosling, Brittany Spears, and Christina Aguilera.
At age 11 Timberlake appears on the television talent show Star Search, performing country songs under the stage name Justin Randall. He loses the competition to a 10 year old girl, Anna Nardona.
Justin Randal Timberlake is born to parents Lynn Harless (nee Bomar) and Randall Timberlake. His paternal grandfather is a Baptist minister. His parents divorce when he is only five years old, and both remarry. About his relationship with his mother:
We have a very special relationship. She’s been my best friend since I figured out what I wanted to be. With girls, you keep searching for someone that’s as good as your mum, and that’s a losing battle.