Diana Ross Presents The Jackson 5

Motown CEO Berry Gordy brought the group to Motown's Hitsville U.S.A. studio in Detroit, Michigan, and assigned them to work with Bobby Taylor as their producer. Taylor, who had personally brought the Jacksons to Motown, began having Michael, Jermaine, Jackie, Tito and Marlon record cover versions of current and past soul compositions, including many in the Motown catalog. Over two dozen of these recordings were done, including covers of songs by the Temptations ("(I Know) I'm Losing You", "Born to Love You"), Marvin Gaye ("Chained"), Stevie Wonder ("My Cherie Amour"), the Miracles ("Who's Lovin' You"), and the Four Tops ("Standing in the Shadows of Love"). Among the non-Motown covers done were versions of Sly & the Family Stone's "Stand!", the Delfonics' "Can You Remember", and "Zip-a-Dee-Doo-Dah" from the Walt Disney film Song of the South. The Jackson 5 also re-recorded "You've Changed", a song they first recorded in 1967 which was released on the B side of their first local hit single Big Boy for the Steeltown label before joining the Motown roster.

All of the songs Taylor recorded with the Jackson 5 during these summer 1969 sessions held close to the group's traditional R&B/soul sound, a sound somewhat less pop-aware than Motown's signature "Motown Sound". Of these recordings, the most famous became the cover of "Who's Lovin' You", with Michael Jackson re-delivering Smokey Robinson's often-covered plea for the return of a long-gone lover. The Jackson 5's version of the song supplanted the Miracles' original as the definitive recording of the song, and many of the future covers of the song (for example, En Vogue's cover at the beginning of their 1990 single "Hold On"), are based upon this version.

The Jackson 5 recorded a number of songs with Bobby Taylor during these summer 1969 sessions that remained in the Motown vault for several years, including covers of Ray Charles' "A Fool for You", the Four Tops' "Reach Out, I'll Be There", the Isley Brothers' "It's Your Thing", and a version of Bobby Taylor's own "Oh, I've Been Blessed". These recordings would turn up on various Jackson 5 compilations, and virtually all of them were included on the boxed set Soulsation!.

In August 1969, Berry Gordy decided to take a more direct role in the Jackson 5's career. He had the Jacksons and their father, Joseph, move from Detroit to Los Angeles, California, where Gordy had a satellite studio (the Motown operation would move to Los Angeles by 1972). Taylor followed the group, and continued to work on the cover songs.

During this period, Gordy came across "I Want to Be Free", a composition written by West Coast-based Motown producers Freddie Perren, Alphonzo Mizell, and Deke Richards for Gladys Knight. At first, Gordy wanted the three producers to instead record the song with Diana Ross, but soon decided to give the song "the Frankie Lymon treatment"[8] and record it with the Jackson 5. Richards, Mizell, and Perren began re-working the song, and Gordy and Taylor also became involved in the revision process. The result was "I Want You Back", which became the Jackson 5's first Motown single, and the first of four Jackson 5 songs that went to number-one on the Billboard Hot 100 chart in 1970.

"I Want You Back" became the blueprint for future Jackson 5 recordings: there was now less of an emphasis on traditional soul, and more prominent elements of doo-wop and bubblegum pop music. In fact, Motown's publicity department dubbed the Jackson 5's sound "bubblegum soul".

Gordy, Richards, Mizell, and Perren also contributed the album track "Nobody" to Diana Ross Presents the Jackson 5; left out was Taylor, although he later performed uncredited production work on the second Jackson 5 album, ABC and its singles. All of the songs produced and written by Gordy, Richards, Mizell and Perren were billed under the name "the Corporation," a group that Gordy formed to handle future Jackson 5 recordings to avoid a repeat of the issues that arose when former Motown songwriters/producers Holland-Dozier-Holland were known by name and became as famous as the artists for whom they produced.

The songs on the album were recorded during May–August 1969.

Other tracks taken from its sessions include:

• "Listen I'll Tell You How"
• "Oh, I've Been Bless'd"
• "To Sir, with Love"
• "I'm Your Sunny One"
• "After You Leave Girl"
• "You've Really Got a Hold on Me"
• "It's Your Thing"
• "Since I Lost My Baby"

In 2001, Motown Records remastered all Jackson 5 albums in a "Two Classic Albums/One CD" series, as they had previously done in the late 1980s. Diana Ross Presents the Jackson 5 was paired up with ABC. One bonus track was included in a cover of Bobby Taylor's "Oh, I've Been Bless'd", a song also released on the rare 1979 outtakes album Boogie.