The Osmonds star said he and Jackson would reunite to “laugh and reminisce” about the comparisons made between both their respective careers.

Donny Osmond looks back on his friendship with Michael Jackson.

The entertainer, who grew up in the popular family band the Osmonds, reflected on the frequent comparisons between his upbringing and the Jacksons as a member of the Jackson 5 as part of MTV Entertainment Studios’ recent documentary, Larger than Life: Reign of the Boybands.

“I spent a lot of time with Michael Jackson. I mean, you look at the Osmonds and the Jackson 5, the comparisons between the two families are just uncanny,” Osmond explained. “There are nine children in every family. Mike and I are both the seventh child out of nine. Our mothers have the same birthday. Michael and I are the same age.”

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The similarities didn’t end there. Both Osmond and Jackson, who died at age 50 In 2009, they rose to popularity at a young age as part of their respective family bands, before eventually launching their own successful solo careers. In fact, the “One Bad Apple” singer said he and Jackson would often reunite to “laugh and reminisce” about their similar childhoods and career comparisons.

“Michael said something to me one day,” he recalled. “He said, ‘Donny, you’re the only person on this planet who knows what my childhood was like.’

In addition to their walks down memory lane together, Osmond noted that Jackson also often told him stories about his father Joe Jackson. He added, “You look at the dangers of show business in general, whether you’re a single artist or a boy band, I don’t know if I could have survived show business if I didn’t have my family.”

Osmond also revealed that his own father, George Osmond, similarly made sure that all of his children understood the importance of having an incredibly strong work ethic.

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“I remember as a little toddler my brothers in front of the piano playing and teaching me the parts and harmonizing to where it was perfect,” he said. “My father was an army sergeant and so that kind of infiltrated the way he raised us. I never wanted to disappoint my father.”

Even at the height of her fame in the 1970s, the Osmonds weren’t allowed to relax. “When we hit it big, my father said, ‘Back in the ropes. Learn a new number. Keep this engine going,” he said. “I think having a very strong father figure was very important to our success, but it can go a little overboard.”

Larger than life now streaming on Paramount+.