Jenna Bush Hager admitted she regretted not expanding her family with husband Henry Hager sooner—but a heartfelt suggestion from guest co-host Justin Sylvester showed the 44-year-old mom, who’s now dreaming of a fourth child, exactly how she could still make that dream come true.

Jenna Bush Hager Reflects on Family, Fertility, and Creating a Safe Haven for Her Kids

Justin Sylvester pushes Jenna Bush Hager after she gets too close

Jenna Bush Hager, the vibrant co-host of TODAY With Jenna & Friends, recently opened up about her longing to expand her family with husband Henry Hager. During the October 3 episode, the 43-year-old mother of three shared a heartfelt mix of regret and hope, revealing her wish for a fourth child. “I would have had 22 children… not 22,” she laughed, quickly correcting herself. “I had three, which feels like 21. I would have had one more. I would have rounded that out.”

The conversation took a turn when guest co-host Justin Sylvester chimed in with optimism, saying, “It’s never too late, though!” Jenna, however, expressed doubt, replying, “Yeah, it’s probably too late. It feels like that ship has sailed.” Yet, the seed of possibility was planted years ago when Hollywood medium Tyler Henry appeared on the show and predicted a baby boy in her future. That moment shifted her perspective. “Once he said that, and once I told my husband, I was like, ‘I kind of want that,’” she recalled. “All I had to sort of think was, ‘I want that.’”

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Jenna, mother to Mila (12), Poppy (10), and Hal (6), acknowledged the fertility struggles faced by many, including her mother, Laura Bush, and grandmother, Barbara Bush. “I come from a long line of women that had major infertility issues, so I know how lucky I am,” she said, grounding her personal dreams in gratitude. Justin highlighted how her youngest, Hal, was an unexpected blessing, to which Jenna jokingly responded, “You still have to come over and babysit that little guy! He’s going to give you a run for his money.”

Beyond her reflections on family size, Jenna also shared her deeper mission as a mother during the October 2 episode of TODAY With Jenna & Friends. She spoke passionately about creating a “safe spot” for her children in a world complicated by social media. “I hope my kids come home and they’re like, ‘Ah,’” she said, envisioning a home where her children can exhale and feel secure. “Of course, there are moments they don’t feel like that because mama’s strict. But they can come, and they can just exhale.”

Jenna Bush Hager's Kids: All About Mila, Poppy and Hal

Jenna contrasted her own childhood with today’s, lamenting the constant pressure kids face due to social media. “The problem with social media is they’re never exhaling,” she noted. Reflecting on a “simpler time” in her high school years, she recalled finding solace with her grandmother or in moments of reprieve from social pressures. “I feel so bummed for the kids of this generation because there’s really no safe spot because of social media,” she said. For Jenna, fostering an environment where her kids can be themselves, imperfections and all, is paramount. “You’re never going to feel like you fit perfectly, and that’s okay,” she emphasized.

Jenna’s candid reflections reveal a mother balancing personal dreams with the realities of parenting in a digital age. While she may regret not expanding her family sooner, her focus remains on nurturing a loving, authentic home for Mila, Poppy, and Hal—a place where they can always find their safe spot.

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