Nicholas Riccio, who has amassed considerable wealth in real estate, is an alumnus of Plymouth State University in New Hampshire. He shared insights into his educational background during a rare 2005 interview with the Sunday Herald. While Riccio didn’t divulge his academic performance, his journey reveals a story of resilience. Despite facing homelessness, he was determined to finance his education independently. “At 19 or 20, I’d call friends to watch games at their places just for a shower,” he recounted, highlighting his perseverance.

For Riccio, challenges became catalysts, driving him to pursue a prosperous career in real estate. After completing his studies, Riccio took proactive steps by enrolling in a real estate course, gradually building his success until he established his own firm, Riccio Enterprises, LLC. This success has not only afforded him and Leavitt a luxurious lifestyle but has also paved the way for new aspirations. “Real estate has been instrumental in pursuing my dream of owning a professional sports team,” Riccio shared, expressing confidence that this ambition will soon become a reality.

In Riccio’s case, adversity served as motivation for the future real estate mogul, who started planting the seeds for his successful future soon after graduating.

As Nicholas Riccio relayed to the Sunday Herald, he experienced several bumps in the road during his early years. However, his determination to use real estate to improve his circumstances changed his life in ways he only could have dreamed of. Shortly after graduating from Plymouth State, he took a chance on himself by enrolling in a real estate course, then slowly found success within the business until he founded his own real estate company, Riccio Enterprises, LLC. Aside from his success allowing Riccio and Leavitt to live lavish lives, it also opened up other opportunities for him. “My work in real estate has helped facilitate my dream of owning a professional sports team,” Riccio admitted. “And that will happen one day in the near future.”

Unfortunately, it doesn’t appear as if Riccio has ever actually owned any sports teams as of 2025, but that’s just one more thing to check off of his bucket list one day in the future. What his success has done, however, has helped him to feel comfortable in supporting his wife as she ascends the ranks within her own profession. Leavitt made such an admission during a March 2025 interview on “The Megyn Kelly Show.” During the wide-ranging chat, where Leavitt actually acknowledged that their 32-year age gap wasn’t exactly the norm, she said, “He is my greatest supporter, he’s my best friend and he’s my rock. He’s built a very successful business himself so now he’s fully supportive of me building my success in my career.