Although it did not contain all of Madonna's music videos at that point, the collection marks the first time the clip for "Oh Father" (1989) was commercially available worldwide, as it was first limited to the United States.

In the United States, the release reached number one on the Top Music Videos chart, and was certified triple platinum by the Recording Industry Association of America (RIAA), denoting shipments of over 300,000 copies across the country.

[3] Following the completion of the 1990 Blond Ambition World Tour, Madonna began rushing the project aimed to be released in time for the year's Christmas season, working on new material for the album with Shep Pettibone and Lenny Kravitz.

[6] Two new songs, "Justify My Love" and "Rescue Me", were included on the album in order to generate public interest, and were later released as singles from the project.

"[7] Giving the release a positive review and giving five out of five stars, Russell Brown from Select magazine noted the absence of many of Madonna's videos, and felt that from "Like a Prayer" (1989), "anything subsequent had to be a let-down", but called the video for "Cherish" (1989) a "return to form", and concluded: "So there it is: good sex, bad sex, dominance, submission, money, religion, race, image, reality, sleaze and innocence.

"[19] Writing a review for Music Week, Selina Webb opined that from "Material Girl" (1985) onwards, "a glossy sheen replaces the do-it-yourself styling and Madonna's evolution from alternative pop bimbo to internationally acclaimed artist is brought into sharp focus", also pointing out that her most recent videos in the collection "demonstrate what can be achieved with huge budgets".

[24] It also became certified triple platinum by the Recording Industry Association of America (RIAA) on September 20, 1994, denoting shipments of over 300,000 copies across the United States.