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The Man Who Won Her Heart: Everything About Charissa Thompson’s Boyfriend, Steven Cundari, In 2025

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The relationship status of Charissa Thompson, one of the most recognizable faces in sports broadcasting, is a constant source of public curiosity, especially following her high-profile divorce. As of December 2025, the Fox Sports and Amazon Prime Video host is officially off the market, currently dating businessman Steven Cundari. This article dives deep into her current romance, the surprising way they met, and the full timeline of her past relationships.

This update provides a fresh look at Thompson’s personal life, confirming that her new partner, Steven Cundari, is a successful marketing executive and CEO. The sportscaster has been open about her new relationship dynamic, which comes after a period of significant personal change, including her separation from ex-husband Kyle Thousand. With Thompson declaring she won't walk down the aisle again, her partnership with Cundari represents a new, mature chapter in her life.

Charissa Thompson: A Quick Biography and Professional Profile

Charissa Jean Thompson is a highly successful American television host and sportscaster known for her versatile work across multiple major networks. Her career spans over a decade, making her a staple in the world of sports media.

  • Full Name: Charissa Jean Thompson
  • Date of Birth: May 4, 1982
  • Age (as of 2025): 43
  • Place of Birth: Seattle, Washington, U.S.
  • Residence: Malibu, California
  • Education: University of California, Santa Barbara (B.A. in Law and Society)
  • Current Roles: Host for Fox NFL Kickoff (Fox Sports), Host for Thursday Night Football (Amazon Prime Video), Co-host of the “Calm Down” podcast with Erin Andrews.
  • Notable Career Milestones: Previous roles at ESPN, Versus, and the Big Ten Network. She is a three-time lettered athlete in basketball, track, and volleyball.
  • Marital Status: Divorced (Twice)
  • Children: None

Steven Cundari: Who is Charissa Thompson's Current Boyfriend in 2025?

Following her divorce from Kyle Thousand, Charissa Thompson found love again with Steven Cundari. The two have kept a relatively low profile, but Thompson has confirmed the relationship on her popular podcast, "Calm Down," which she co-hosts with Erin Andrews.

The Businessman Behind the Romance

Steven Cundari is not a celebrity or professional athlete, but rather a successful businessman in the corporate world. He is the CEO of The Cundari Group, a prominent marketing and advertising firm. His background in the business sector places him outside the typical sports media circles that Thompson often navigates, offering a different dynamic to her personal life.

A Match Made by NFL Royalty

The story of how Charissa Thompson and Steven Cundari met is one of the most intriguing aspects of their relationship. According to reports and Thompson's own accounts, Cundari was "handpicked" and introduced to her by close friends. Specifically, it has been widely suggested that the matchmakers were none other than Los Angeles Rams quarterback Matthew Stafford and his wife, Kelly Stafford. This connection highlights the tight-knit circle of friends Thompson has within the NFL community.

Co-host Erin Andrews has also publicly endorsed the relationship, expressing her fondness for Cundari on their podcast, further cementing his place in Thompson's life.

Why This Relationship is Different

Charissa Thompson has been very open about her past relationship struggles and the reasons for her two divorces. The relationship with Steven Cundari appears to be a conscious step toward a less formal, more grounded partnership. Thompson has stated emphatically that she does not plan to get married again, a sentiment likely influenced by her previous experiences. This perspective suggests that her current relationship is focused on companionship, mutual respect, and shared life experiences, free from the pressures of traditional marriage expectations.

The couple's privacy and Cundari's non-celebrity status contribute to a more stable and less scrutinized environment, a significant change from her previous public relationships with figures like Kyle Thousand and Jay Williams.

Charissa Thompson’s Complete Relationship and Marriage Timeline

Charissa Thompson’s dating history includes two marriages and a relationship with a former NBA star. Her openness about these experiences has resonated with many fans, providing a transparent look at her journey to finding happiness.

First Marriage (Unnamed)

Thompson first got married when she was only 25 years old. The details of this marriage, including her ex-husband’s name and the exact duration, have been kept private. She has described this early marriage as a learning experience that ultimately ended in divorce.

Dating Jay Williams (2013 – 2015)

From 2013 to 2015, Charissa Thompson was in a public relationship with former professional basketball player and ESPN analyst, Jay Williams. Williams is a Duke Blue Devils legend and former Chicago Bulls star. Their relationship was one of her first high-profile romances in the media spotlight, but it eventually concluded, allowing both to focus on their respective careers.

Second Marriage: Kyle Thousand (2020 – 2022)

Thompson’s most recent and most public marriage was to Kyle Thousand, a prominent sports agent and Managing Director at Roc Nation Sports.

  • Engagement: Thompson and Thousand got engaged in January 2020.
  • Wedding: They were married in December 2020 in a beautiful, star-studded ceremony.
  • Divorce: By early 2022, reports surfaced that the couple had separated. Thompson filed for divorce later that year, citing irreconcilable differences. The divorce was finalized in 2022.

The Kyle Thousand divorce was a difficult period for Thompson, which she has discussed candidly on her podcast. The experience, following her first failed marriage, led her to the firm decision that she would not pursue marriage a third time, preferring the freedom and simplicity of a committed, unmarried partnership.

The Future of Charissa and Steven Cundari

The current relationship between Charissa Thompson and Steven Cundari seems to be built on a foundation of mutual understanding and respect for Thompson’s career demands. As a leading figure at Fox Sports and Amazon Prime Video, her schedule, particularly during the NFL season, is demanding, requiring a partner who is supportive and independent.

With Cundari’s own successful career as a CEO and Thompson’s stated intention to remain unmarried, their partnership is a modern example of a committed, long-term relationship. Fans and followers of the popular sportscaster can expect to see her continue to thrive professionally while enjoying a stable, private life with her boyfriend in Malibu, California.

charissa thompson boyfriend
charissa thompson boyfriend

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