Michelle Obama’s brother Craig reveals why he doubted brother-in-law Barack years before divorce rumors

Michelle Obama’s brother Craig reveals why he doubted brother-in-law Barack years before divorce rumors
Michelle Obama’s brother Craig Robinson said he initially thought his sister and brother-in-law Barack Obama's relationship wouldn't last long (Getty Images and YouTube/ Michelle Obama)

WASHINGTON, DC: Former first lady Michelle Obama’s brother has shared some of his thoughts about his sister and brother-in-law Barack Obama’s relationship when the pair began dating, years before their divorce rumors started.

During Wednesday’s, April 16, episode of his and Michelle’s ‘IMO’ podcast, Craig Robinson disclosed that he was cynical about the duo’s romance.

He claimed, “So Mich starts to date Barack, and we don’t know who this guy is, we’re just like, ‘Barack? Who’s got a name like Barack?” as reported by Page Six.



 

Craig Robinson thought Barack and Michelle Obama won’t last long

“And I’m thinking it’s gonna last a month like most of your relationships,” Robinson told the former first lady.

Barack Obama (L) greets former first lady Michelle Obama as he arrives to speak on stage during the second day of the Democratic National Convention at the United Center on August 20, 2024 in Chicago, Illinois. Delegates, politicians, and Democratic Party supporters are gathering in Chicago, as current Vice President Kamala Harris is named her party's presidential nominee. The DNC takes place from August 19-22. (Photo by Chip Somodevilla/Getty Images)
Barack Obama (L) greets former first lady Michelle Obama as he arrives to speak on stage during the second day of the Democratic National Convention at the United Center on August 20, 2024, in Chicago, Illinois (Chip Somodevilla/Getty Images)

The 61-year-old jokingly replied, “That’s not true. I’ve had many a long-term boyfriends.”

But her brother said, “I wouldn’t call those guys boyfriends.”

Michelle’s elder brother also recalled their mother Miriam Robinson’s words when she met the 44th president for the first time.

“I remember mom’s first thing was, ‘Oh, at least he’s tall!’ That was her first thing she said, because Mich was usually posting up her other boyfriends,” the 62-year-old mentioned.

But Craig was not fully sure about Barack as he added, “And I said to myself, ‘Too bad it’s not going to last.’”

Former President of the United States Barack Obama and his wife Michelle Obama look on during ther Women's Singles First Round match between Coco Gauff of the United States and Laura Siegemund of Germany on Day One of the 2023 US Open at the USTA Billie Jean King National Tennis Center on August 28, 2023 in the Flushing neighborhood of the Queens borough of New York City. (Photo by Sarah Stier/Getty Images)
Barack Obama and his wife Michelle Obama look on during ther Women's Singles First Round match between Coco Gauff of the United States and Laura Siegemund of Germany on Day One of the 2023 US Open at the USTA Billie Jean King National Tennis Center on August 28, 2023, in the Flushing neighborhood of the Queens borough of New York City (Sarah Stier/Getty Images)

Michelle Obama called out societal biases against women

Despite all the doubts, Michelle and Barack Obama got married in 1992 and went on to welcome two daughters—Malia, 26, and Sasha, 23.

LOS ANGELES, CALIFORNIA - MAY 23: (EDITORIAL USE ONLY, NO BOOK COVERS) In this screengrab released on May 23, Michelle Obama speaks during the 2021 Billboard Music Awards, broadcast on May 23, 2021 at Microsoft Theater in Los Angeles, California. (Photo by Billboard Music Awards 2021 via Getty Images)
Michelle Obama speaks during the 2021 Billboard Music Awards, broadcast on May 23, 2021, at the Microsoft Theater in Los Angeles, California (Billboard Music Awards 2021 via Getty Images)

The candid conversation between the brother-sister duo came after Michelle and Barack faced divorce rumors after the former missed many high-profile events her husband attended alone.

But the ‘Becoming’ author slammed the speculations during the ‘Work in Progress’ podcast by Sophie Bush.

She said, as per Page Six, “The interesting thing is that when I say ‘no,’ for the most part, people are like, ‘I get it,’ and I’m OK.’ And that’s the thing that we as women struggle with — disappointing people.”

Michelle Obama questioned society’s expectations of women

AUSTIN, TEXAS - MARCH 13: Michelle Obama speaks onstage during a recording of the
Michelle Obama speaks onstage during a recording of the 'IMO with Michelle Obama & Craig Robinson' podcast during the 2025 SXSW Conference and Festival at Austin Convention Center on March 13, 2025, in Austin, Texas (Julia Beverly/WireImage)

“So much so that people, they couldn’t even fathom that I was making a choice for myself, that they had to assume that my husband and I are divorcing,” the mother-of-two added.

Michelle further pointed out the society’s expectations of women.

She asserted, “If it doesn’t fit into the sort of stereotype of what people think we should do, then it gets labeled as something negative and horrible.” 

Former U.S. President Barack Obama and his wife Michelle close the Obama Foundation Summit together on the campus of the Illinois Institute of Technology on October 29, 2019 in Chicago, Illinois. The Summit is an annual event hosted by the Obama Foundation.
Former president Barack Obama and his wife Michelle close the Obama Foundation Summit together on the campus of the Illinois Institute of Technology on October 29, 2019, in Chicago, Illinois (Getty Images)

Reflecting on her own freedom and happiness to do what she actually wants, Michelle stated, "I get to look at my calendar, which I did this year. It was a real big example of me, myself, looking at something that I was supposed to do, you know, without naming names, and I chose to do what was best for me."

"Not what I had to do, not what other people wanted me to do, and between you and me, that was an important test for me just as a woman, as an independent person. Because, like all women, I operate from guilt," she claimed.

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