Karoline Leavitt’s Marriage to Older Husband Sparks Curiosity — The Real Surprise Is His Journey From Homeless to Millionaire

Karoline Leavitt made headlines when she became the youngest person ever appointed as White House Press Secretary under former President Donald Trump. But lately, it’s her personal life—specifically, her marriage to real estate tycoon Nicholas Riccio—that’s been capturing public interest. At 27, Leavitt is married to Riccio, a man 32 years her senior, and while the age gap has caused a stir, it’s his remarkable backstory that truly stands out.

A Powerful First Impression

Leavitt made a commanding debut behind the White House podium on January 28, instantly earning praise for her poise, clarity, and professionalism. The mother of one handled the intense public scrutiny of her new role with confidence, proving herself more than capable of navigating the pressures that come with being a national political figure.

While the political world dissected her every move, another spotlight began to shine on her husband, Nicholas Riccio—a man with a compelling past and an impressive career in real estate. Despite preferring to remain out of the limelight, Riccio has become an unexpected figure of public fascination.

The Man Behind the Curtain

Though not active on social media and rarely making public appearances, Riccio’s accomplishments speak for themselves. He’s widely recognized in New Hampshire for building a multimillion-dollar real estate business, a dream he pursued against all odds. According to public records and reports, Riccio’s net worth is estimated at $6 million—an incredible achievement considering the adversity he faced in his youth.

Raised in New Hampshire, Riccio endured a difficult childhood marked by the divorce of his parents, Anthony and Marilyn, at a young age. After bouncing between homes, he eventually found himself homeless at 18, often calling friends just to find a place to shower.

Still, he didn’t let those struggles define him. Riccio supported himself through college by working retail jobs and taking out loans. He eventually earned his degree from Plymouth State University and soon after discovered a passion for real estate.

From Sleeping in His Car to Owning the Block

Riccio’s real estate journey began humbly. Unable to afford housing, he often slept in his car. He took his first real estate course in 1990, and it ignited a passion that would shape his future. While driving with his mother through Hampton Beach, New Hampshire, Riccio noticed an entire street—M Street—lined with dilapidated buildings. Despite the area’s condition, he saw potential where others saw decay.

Determined to transform the street, Riccio scraped together enough funds to buy just one property. It became the first of many. His business grew slowly but steadily, eventually becoming Riccio Enterprises LLC, a subsidiary of Nautical Beach Properties.

A Thriving Real Estate Portfolio

Today, Riccio oversees a robust property portfolio. According to property records, his LLC owns 10 homes—nine in New Hampshire and one in West Virginia. Most of the properties date back to the late 1900s, with purchase prices ranging from $5,500 to $400,000.

In 2023, one of his New Hampshire properties made the news when it was heavily damaged by fire. The cause remains undetermined, but it highlighted the risks that come with managing aging real estate. Nonetheless, Riccio’s business continues to thrive, offering rentals to beachgoers and vacationers through Nautical Beach Properties.

The company’s website boasts inviting language: “Make yourself comfortable at Nautical Beach Properties…just a short walk from sandy shores, local attractions, and family-friendly entertainment.”

Rooms and homes under his management range from $139 per night for a one-bedroom suite to approximately $154 for a larger beach house.

A Private Romance in the Public Eye

While the exact timing of their relationship remains unclear, it’s widely believed that Leavitt and Riccio met at a political gathering through mutual friends. Leavitt, who had served as part of Kayleigh McEnany’s team in the Trump White House, once described her husband as her “total opposite.”

“He’s an introvert and stays away from social media,” she shared. “I really respect his privacy. He’s my biggest supporter, an incredible father, and truly the best man I’ve ever met.”

Riccio’s support extended beyond the personal. In 2022, he financially backed Leavitt’s congressional run in New Hampshire’s 1st District. Though she didn’t win the seat, it elevated her profile in conservative political circles—and spotlighted her relationship with Riccio.

The couple went public on Instagram in 2023, when Leavitt shared a photo of Riccio proposing. Her caption read: “I get to marry the man of my dreams. I feel SO overwhelmingly BLESSED. Thank you God.”

A New Chapter: Parenthood and Public Life

On July 10, 2024, Leavitt gave birth to the couple’s first child. She later described the experience as the most profound moment of her life, writing, “It’s true what they say—nothing compares to the love you feel for your child. I’m overflowing with gratitude for our happy, healthy boy.”

As she prepared to return to the White House in her new role, Leavitt was open about the emotional challenge of balancing work and motherhood.

“I pray about it every day,” she admitted in an Instagram Q&A when asked about missing time with her son. “I went back to work just days after giving birth. I’ve had to learn how to juggle and prioritize.”

Despite the challenges, she expressed gratitude for Riccio’s unwavering support. “He’s the reason I can do this. I remind myself this role is temporary and an honor—and I know one day, our son will be proud of his mama.”

Life in Transition

With her appointment as Press Secretary, Leavitt also faced the logistical hurdle of relocating her family back to Washington, D.C. Fortunately, it wasn’t unfamiliar territory. “I lived in D.C. during Trump’s first term, so I know the city well,” she wrote. “We’re preparing to move again, and I’m excited to get back.”

The Final Word

Karoline Leavitt’s rapid rise in American politics is a story of ambition, resilience, and dedication. But it’s her husband Nicholas Riccio’s inspiring path from homelessness to real estate success—and their unconventional but devoted partnership—that’s adding a new dimension to her public image.

While their relationship may have drawn attention due to their age gap, it’s the strength of their bond, shared values, and mutual support that continues to impress those following their journey. Together, they represent a unique fusion of private perseverance and public accomplishment—each contributing in their own way to one of the most watched political narratives of the moment.