Jack Sparrow

Album: Turtleneck & Chain (2011)
Charted: 69
Play Video

Songfacts®:

  • In this song, the guys from The Lonely Island team up with Michael Bolton to create a club banger that will blow some minds. Bolton shows up and tells them he's written a "big, sexy hook," and also that he's been watching the Pirates Of The Caribbean movies.

    The song starts off all gangsta, with the boys blinged-out, rolling into the club where they drop their American Express Black Card at the bar and start making their moves. But when they get to Bolton's hook, it's all about Captain Jack Sparrow from Pirates Of The Caribbean - big, but not sexy. The action returns to the club, but Bolton keeps pulling it back to his pirate theme, eventually stretching it to other films: Forrest Gump, Erin Brockovich, and Scarface. Turns out Michael Bolton is a big-time cinephile.
  • The Lonely Island is the comedy team of Andy Samberg, Jorma Taccone and Akiva Schaffer. They specialize in original songs with hilarious videos that often aired on Saturday Night Live, where Sandberg was a cast member and Taccone and Schaffer were writers. By 2011, they were so popular that their songs were released as singles and got huge view counts on YouTube after they aired on SNL.

    Michael Bolton was a big fan. When Samberg called him with a pitch, he was all in. At their first meeting, Bolton told them his daughters were very excited that he was working with them; Samberg said his mom was stoked that he was working with Bolton.
  • According to Bolton, "Jack Sparrow" was a lot dirtier when it started. The Lonely Island had to clean up the language to make it work for Bolton, who didn't want anything so filthy it would disturb his fanbase.
  • Bolton really is a big Scarface fan, which is why The Lonely Island wrote that into the ending.
  • Bolton was one of the biggest pop stars of the '90s, landing hit after hit with grandiose ballads for the ladies (you never would have guessed that he once fronted a hard rock band). "Jack Sparrow" showed his sense of humor and endeared him to the younger crowd, increasing his cool factor considerably. After the video took off, Bolton did more comedy, guesting on the sitcom Two And A Half Men and appearing Popstar: Never Stop Never Stopping, another Lonely Island production.
  • Other Lonely Island videos include "I Just Had Sex" (featuring Akon) and "Motherlover" (featuring Justin Timberlake). "Jack Sparrow" is one of their most popular, with well over 200 million views on YouTube.
  • The beat was created by the British producer Michael Woods. Under the name Warrior, he makes dance music popular in UK clubs.

Comments

Be the first to comment...

Editor's Picks

Jay, Peaches, Spinderella and other Darrining Victims

Jay, Peaches, Spinderella and other Darrining VictimsSong Writing

Just like Darrin was replaced on Bewitched, groups have swapped out original members, hoping we wouldn't notice.

Modern A Cappella with Peder Karlsson of The Real Group

Modern A Cappella with Peder Karlsson of The Real GroupSong Writing

The leader of the Modern A Cappella movement talks about the genre.

Sarah Brightman

Sarah BrightmanSongwriter Interviews

One of the most popular classical vocalists in the land is lining up a trip to space, which is the inspiration for many of her songs.

Al Kooper

Al KooperSongwriter Interviews

Kooper produced Lynyrd Skynyrd, played with Dylan and the Stones, and formed BS&T.

Michael Glabicki of Rusted Root

Michael Glabicki of Rusted RootSongwriter Interviews

Michael tells the story of "Send Me On My Way," and explains why some of the words in the song don't have a literal meaning.

Brian Kehew: The Man Behind The Remasters

Brian Kehew: The Man Behind The RemastersSong Writing

Brian has unearthed outtakes by Fleetwood Mac, Aretha Franklin, Elvis Costello and hundreds of other artists for reissues. Here's how he does it.