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Today in Madonna History: May 30, 1987

May 30, 2026 By in 1987, May Tags: , , , , , , , , , 1 Comment

On May 30th 1987, Breakfast Club scored their biggest hit as Right On Track peaked at #7 on the Billboard Hot 100.

Madonna became a member of Breakfast Club in late 1979, first as a drummer before branching out to keyboards and guitar, all the while sharing vocal duties (and living quarters) with her boyfriend, Dan Gilroy, and his brother Ed.

Bassist Gary Burke left Breakfast Club with Madonna and Mike Monahan to form Emmy with Stephen Bray in early 1981.

As Madonna was achieving success as a solo artist, Burke and Bray rejoined the Gilroy brothers for Breakfast Club’s 1984 single, Rico Mambo, on ZE Records, followed by a self-titled LP for MCA Records in 1987.

In yet another Madonna connection, Re-Invention Tour back-up singer/dancer Siedah Garrett makes an appearance in the video for Right On Track and also provided backing vocals for the song.

Today in Madonna History: May 29, 1995

May 29, 2026 By in 1995, May Tags: , 2 Comments
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On May 29 1995, Robert Hoskins was shot by a security guard outside Madonna’s Castillo Del Lago estate in Los Angeles, California for trespassing on her property and threatening to marry or kill Madonna. Madonna was not at home during the time of the incident.

Hoskins was shot in the arm and hip and was arrested on $150,000 bail.

Today in Madonna History: May 28, 1994

May 28, 2026 By in 1994, May Tags: , , , 1 Comment

On May 28 1994, I’ll Remember (Theme From The Motion Picture With Honors) peaked at #2 on Billboard’s Hot 100 Singles Sales chart (one week), Hot 100 Airplay chart (five weeks) and Top 40 Mainstream chart (three weeks).

This combined push allowed the single to reach its overall peak of #2 on the Hot 100 Singles chart.

Had the single’s slower growing success on the Hot AC chart (which would peak at #1 for four weeks beginning June 11th) aligned with its sales peak on May 28th, I’ll Remember might have advanced to the top spot on the Hot 100. Instead, a very respectable four-week run at #2 would have to do.

Today in Madonna History: May 27, 2015

May 27, 2026 By in 2015, May Tags: , , , 1 Comment
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On May 27 2015, Forbes magazine announced that Madonna topped the annual list of top-earning musicians and also claimed the No. 28 spot on their list of America’s richest self-made women.

Here’s what Forbes had to say:

The wealthiest musician on the list, Madonna has an estimated net worth of $520 million, with her main source being from music, clothing, and real estate  One of the top pop divas of all time. Her tours have grossed an estimated $1.2 billion over the years, including $305 million from her 2012 MDNA tour. That helped her earn an estimated $125 million during the ensuing 12-month period during which Forbes calculated celebrity earnings, more than any other musician. Look for another bump when she goes on the road with her latest album, Rebel Heart, in August.

Today in Madonna History: May 26, 2005

May 26, 2026 By in 2005, May Tags: , , 1 Comment

On May 26 2005, Madonna’s Official Fan Club (ICON), released this album teaser (for what would eventually be Confessions On A Dance Floor):

If you haven’t heard that Madonna is back in the studio recording, then you might be living under a rock! Chatter & speculation about the new album has been non-stop.

What will be the theme of the album? Who does Madonna collaborate with? When will the album be released? Fans everywhere are dying to find out the truth. At this time, Madonna.com can confirm that Madonna is busy in the studio collaborating with new producers that she has never worked with before. Can’t confirm any names yet, but stay tuned to Madonna.com for more insider information.

Today in Madonna History: May 18, 2005

May 18, 2026 By in 2005, May Tags: , , , , , 1 Comment

On May 18 2005, Madonna issued a statement in support of fellow pop singer Kylie Minogue, wishing her a quick recovery from her battle with breast cancer:

“I was saddened to learn about Kylie Minogue’s breast cancer diagnosis. I’m so grateful that they found it early. (Yet another reminder for all women to have annual mammograms.) Aside from being tremendously talented, Kylie’s a fighter and I know this is a battle she will win. Let’s all pray for her speedy recovery and send all of our best wishes her way. With love and light to you Kylie…Madonna.”

Following her surgery and recovery, Kylie’s 2006 return to the stage was captured in the behind-the-scenes documentary, White Diamond. The film included Kylie’s version of an unreleased Madonna/Rick Nowels collaboration from the Ray Of Light sessions, titled Alone Again. Kylie had recorded the track as a potential b-side to her 2002 single, Come Into My World, but for unknown reasons it remained shelved until its use in the documentary several years later. Madonna received special thanks from Kylie in the film’s closing credits.

Today in Madonna History: May 17, 1991

May 17, 2026 By in 1991, May Tags: , , , , 1 Comment

On May 17 1991, Madonna: Truth Or Dare was released in 538 U.S. movie theatres.

Madonna: Truth or Dare chronicled the life of Madonna during her 1990 Blond Ambition World Tour.  The film was well received by critics and was successful at the box office, at that point becoming the highest-grossing documentary of all time with a worldwide gross of $29,012,935.

Outside of North America, where the game that inspired the documentary’s title was not well known at the time, the film was marketed under the title In Bed with Madonna – despite protests from Madonna herself who found the alternate title unoriginal.

A Blu-Ray edition of the documentary was recently announced for the UK market and interestingly it uses the film’s original, Madonna-approved title, Madonna: Truth or Dare. If the release pans out as announced, it will be the first domestic UK release of the film to use this title.