This Week in Billboard Chart History: In 1999, Santana & Rob Thomas Made a 'Smooth' Ride to No. 1

Edu Hawkins/Redferns via Getty Images
Carlos Santana performs at Auditorium Stravinski on July 14, 2015 in Montreux, Switzerland.  

The song ushered in the No. 1 album "Supernatural." Plus, remembering feats by Jay Sean, T.I. & Bruce Springsteen.

Your weekly recap celebrating significant milestones from more than seven decades of Billboard chart history.

Oct. 17, 2009
Seven years ago today, "Down" was up, atop the Billboard Hot 100, as British pop singer Jay Sean, with Lil Wayne, reigned with his debut U.S. single.

Oct. 18, 2008
T.I. tallied his third Billboard 200 No. 1, as Paper Trail launched at the top spot. The set yielded the Billboard Hot 100 No. 1s "Whatever You Like" and "Live Your Life" (featuring Rihanna), the latter of which began a six-week Hot 100 rule the same day.

Oct. 19, 1985
With its memorable comic book style video, a-ha's "Take on Me" topped the Billboard Hot 100. A new version of the song, remixed by Kygo, hit No. 25 on the Hot Dance/Electronic Songs chart in September 2015.

Oct. 20, 2007
Bruce Springsteen became boss of the Billboard 200 with his album Magic. The set arrived as his eighth No. 1 (of 11 to date) and generated the hit single "Radio Nowhere."

Oct. 21, 1989
Elton John crowned Adult Contemporary with the inspirational "Healing Hands," from his album Sleeping With the Past. The set would also produce the top five AC hits "Sacrifice" and "Club at the End of the Street." "Healing Hands" became the eighth of John's 15 AC No. 1s; he and the Carpenters share the mark for the most leaders in the chart's 55-year history.

Oct. 22, 1988
Phil Collins' "Groovy Kind of Love" topped the Billboard Hot 100. The original (more uptempo) version by The Mindbenders peaked at No. 2 in 1966.

Oct. 23, 1999
Santana's late-'90s comeback was in full force, as "Smooth," featuring Rob Thomas, began a 12-week command on the Billboard Hot 100. Parent album Supernatural also spent 12 weeks atop the Billboard 200.