Jenna Bush Hager’s love story with Henry Hager could easily rival a Hollywood rom-com — complete with presidential security, secret proposals, and a few hilarious mishaps along the way.
The daughter of former U.S. president George W. Bush met Henry Hager during her father’s 2004 re-election campaign, when Hager — then a political aide — caught her eye at a football game watch party. Despite having a girlfriend at the time, sparks flew, and their connection quickly deepened. By the Inauguration, the two were inseparable.
But dating a First Daughter came with unique challenges — namely, the ever-present Secret Service. Hager’s attempts to keep things private often went comically wrong. Once, his car ran out of gas and rolled backward into a Secret Service vehicle; another time, he tried to sneak out of the White House after dozing off and got caught. Even so, their bond endured.
After Jenna drunkenly “proposed” just three months into dating, Henry wisely told her she was “too young.” Years later, he made it official with a proper proposal in Maine — after first asking President Bush for permission. The couple married in 2008 at the Bush family’s Texas ranch, surrounded by family and friends.
Today, Henry — once a political insider — has transitioned to a thriving corporate career. A graduate of Wake Forest University and the University of Virginia’s Darden School of Business, he’s now a managing director at Waterous Energy Fund, an investment firm specializing in oil and gas ventures.
The couple has since built a beautiful life in New York City with their three children: Mila, Poppy, and Hal. Jenna, now a Today show co-host and bestselling author, often shares lighthearted stories about their early years together — including the infamous White House incident and her bold “proposal.”
Despite their powerful family backgrounds, Jenna and Henry have maintained a grounded, warm dynamic that continues to charm fans. Their story blends humor, romance, and resilience — proof that even under the watchful eyes of Secret Service agents and political scrutiny, love can find its way.
Now, nearly two decades later, the pair’s relationship stands as one of the most enduring legacies of the Bush family — not defined by politics, but by partnership, laughter, and the kind of love that begins with chaos and ends with commitment.
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