Charissa Thompson boyfriend Steven Cundari is a marketing executive and entrepreneur who has been in a relationship with the FOX Sports and Amazon Prime Video broadcaster since 2022. They are not legally married, and Thompson said in August 2026 that she does not intend to marry again, although she is open to celebrating her commitment to Cundari with friends and family. Her position follows two previous marriages, both of which ended in divorce.

Introduction

Interest in Charissa Thompson boyfriend Steven Cundari has grown as the FOX Sports and Amazon Prime Video broadcaster has become increasingly open about her personal life and her changing views on marriage.

Thompson and Cundari have been together since 2022 after being introduced through Los Angeles Rams quarterback Matthew Stafford and his wife, Kelly Stafford. Unlike Thompson’s previous relationships, however, the couple have not moved toward a legal marriage. In fact, Thompson made her position especially clear in August 2026, saying she would not legally marry again.

That does not mean she has ruled out a long-term commitment.

After attending the 2026 wedding of Taylor Swift and Travis Kelce, Thompson said on her Calm Down with Erin and Charissa podcast that the event was “magical” and acknowledged that she might like a celebration resembling a commitment ceremony. At the same time, she maintained her distinction between celebrating a relationship and legally marrying.

Her current relationship with Cundari therefore represents a different approach to commitment after two previous marriages.

What Happened With Charissa Thompson and Steven Cundari?

Thompson and Cundari began dating in 2022, shortly after Thompson’s second marriage ended.

The relationship came about through mutual friends in the NFL world. Thompson has credited Matthew and Kelly Stafford with helping introduce her to Cundari.

During an appearance discussed by Calm Down coverage, Thompson joked that the Staffords had become matchmakers because they were tired of her dating the wrong people. The relationship subsequently developed into a serious long-term partnership.

Cundari has generally maintained a lower public profile than Thompson. However, he has accompanied her to public events and has occasionally appeared alongside her in sports and entertainment settings.

The pair were photographed together at the NFL Honors event in February 2026, and they also attended Taylor Swift and Travis Kelce’s July 2026 wedding together.

Their public appearances have provided confirmation that their relationship remains active.

Key Details About Charissa Thompson and Steven Cundari

• Charissa Thompson: FOX Sports broadcaster and Amazon Prime Video sports host.
• Steven Cundari: Marketing executive and entrepreneur.
• Relationship began: 2022.
• How they met: They were introduced through Matthew and Kelly Stafford, according to Thompson.
• Current marital status: Not legally married.
• Thompson’s current position on marriage: She has said she will not legally marry again.
• Previous marriages: Thompson has been married twice.
• Second husband: Sports agent Kyle Thousand.
• Second marriage: December 2020.
• Second divorce: Thompson filed for divorce in April 2022.
• Children: Thompson has publicly said she does not have children.
• 2026 development: She said she would be open to a celebration or commitment ceremony with Cundari, despite ruling out another legal marriage.

Who Is Steven Cundari?

Steven Cundari is a marketing executive and entrepreneur who keeps a considerably lower public profile than Thompson.

He has been identified in media reports as a marketing and creative-business professional and a co-founder of Summit House.

His career is separate from the sports broadcasting world in which Thompson works, although the couple’s relationship has naturally connected him to some of the NFL’s most visible events.

Cundari’s connection to Thompson became more widely known after she publicly discussed how the Staffords helped bring them together.

Unlike Thompson, who regularly appears on national television during NFL coverage, Cundari does not maintain the same level of public exposure.

That difference appears to be one reason relatively little verified information about his private life is available.

How Did Charissa Thompson and Steven Cundari Meet?

Thompson has said that Matthew Stafford and Kelly Stafford helped introduce her to Cundari.

The Staffords have long been part of Thompson’s broader NFL social circle. Thompson and Erin Andrews also have a close friendship with the Stafford family.

Thompson’s description of the introduction was humorous. She said the Staffords were effectively playing matchmakers because they wanted to see her in a healthier relationship.

The relationship eventually developed into a serious partnership.

By 2025 and 2026, Thompson was openly referring to Cundari as her boyfriend, and the pair were appearing together at major events.

In September 2025, Parade reported that Cundari was part of a group chat involving Thompson, Erin Andrews, Taylor Swift and Travis Kelce, illustrating how closely their social circles overlap.

Are Charissa Thompson and Steven Cundari Married?

No.

As of October 2026, there is no verified evidence that Thompson and Cundari have legally married.

In August 2026, Thompson directly addressed the issue during an Instagram Stories question-and-answer session.

When asked whether marriage was in their future, she said she would not legally marry again and did not want to sign marriage paperwork. She added that she would be happy to have a party celebrating how much she loves Cundari with friends and family.

That distinction is important because headlines referring to Cundari as Thompson’s “husband” would currently be inaccurate.

He is her boyfriend and long-term partner, not her legal husband.

Why Doesn’t Charissa Thompson Want to Get Married Again?

Thompson’s decision is closely connected to her previous experiences with marriage.

She has been married twice.

Her first marriage took place when she was around 25. She has discussed that relationship publicly but has generally kept her former husband’s identity private.

In a 2024 episode of Calm Down with Erin and Charissa, Thompson revealed more about that first marriage and described herself as young at the time. She said the marriage ultimately ended in divorce but that she remained on good terms with her former husband.

Her second marriage was to sports agent Kyle Thousand.

The couple became engaged in January 2020 and married later that year. They separated in December 2021, and Thompson filed for divorce in April 2022.

After those two marriages ended, Thompson became increasingly direct about not wanting to marry for a third time.

Her current relationship with Cundari has therefore developed without a legal marriage.

Charissa Thompson’s Marriage History

First Marriage

Thompson has said she married for the first time when she was about 25.

She has described that period as an impulsive stage of her life and has acknowledged that the marriage ended in divorce.

Unlike her later marriage to Kyle Thousand, details about her first husband and the exact timeline have largely remained private.

Thompson has also said that she eventually regained a friendship with her first husband.

Because she has not publicly provided a complete account of that marriage, detailed claims about the reasons for the divorce should not be treated as confirmed.

Second Marriage to Kyle Thousand

Thompson’s second marriage was much more public.

She became engaged to sports agent Kyle Thousand in January 2020.

The couple married on December 30, 2020, in a small ceremony.

Thompson later filed for divorce in April 2022 after the couple had separated.

Their marriage therefore lasted roughly one year before separation, although the divorce process continued into 2022.

Thousand is a sports agent who had worked in baseball representation, making the relationship another connection between Thompson’s personal life and the professional sports world.

What Has Charissa Thompson Said About Her Previous Marriages?

Thompson has become unusually candid about her relationship history.

In a 2024 episode of her podcast, she explained that she did not believe a third marriage was the right choice for her.

She has also discussed the idea that her previous relationships taught her what she does and does not want from a long-term partner.

That history helps explain why her relationship with Cundari is not following the same path as her earlier relationships.

For Thompson, the absence of a marriage certificate does not necessarily mean the absence of commitment.

Her public comments indicate that she separates emotional commitment from legal marriage.

Did Taylor Swift and Travis Kelce’s Wedding Change Charissa Thompson’s View?

Interestingly, the answer is partly yes—but not in the sense of Thompson deciding to marry Cundari.

Thompson and Cundari attended Taylor Swift and Travis Kelce’s wedding in New York in July 2026.

Following the event, Thompson and Erin Andrews discussed the wedding on their Calm Down podcast.

Thompson described the celebration as “magical” and suggested that seeing the couple’s wedding may have awakened a desire for a similar celebration of love and commitment.

But she did not reverse her position on legal marriage.

Instead, she talked about the possibility of having something adjacent to marriage—a celebration of commitment without necessarily signing legal paperwork.

This distinction is at the center of Thompson’s current relationship plans.

What Are Charissa Thompson and Steven Cundari’s Future Marriage Plans?

Based on Thompson’s most recent public comments, there is no announced plan for a legal wedding.

In August 2026, she explicitly said she would not legally marry again.

However, she also said she would be happy to celebrate her relationship with Cundari through a party with friends and family.

That leaves open the possibility of a commitment ceremony or another type of celebration, but there is no confirmed date, venue or formal ceremony announced by the couple.

Therefore, reports describing an upcoming wedding should be treated cautiously unless Thompson or Cundari confirms one.

What Did Charissa Thompson Say About Commitment?

Thompson’s public comments suggest that she does not consider legal marriage the only way to demonstrate commitment.

Her remarks about Cundari emphasize the relationship itself rather than the legal status.

This became particularly clear after the Swift-Kelce wedding.

Rather than saying she had changed her mind about marriage, Thompson suggested that she might want a similar celebration while maintaining her decision not to legally marry.

That makes her current position more nuanced than simply saying she is “against marriage.”

She appears to distinguish between the celebration of commitment and the legal institution of marriage.

What Is Steven Cundari’s Role in Charissa Thompson’s Life?

Cundari appears to be a significant part of Thompson’s personal and social life.

They have attended major public events together, traveled together and appeared together within Thompson’s wider circle of friends.

He has also been connected to Thompson’s NFL social network, which includes Erin Andrews, the Staffords and other figures from the football broadcasting world.

Their appearance together at the 2026 Taylor Swift and Travis Kelce wedding was one of the clearest recent public indications of their ongoing relationship.

However, both generally keep the details of their private life away from constant media attention.

What Is Charissa Thompson Doing Professionally?

Thompson remains a prominent sports broadcaster.

She has worked extensively with FOX Sports and Amazon Prime Video and is known for NFL studio and hosting work.

She also co-hosts the Calm Down with Erin and Charissa podcast with longtime friend and fellow broadcaster Erin Andrews.

Her relationship with Cundari has occasionally entered the podcast conversation because Thompson is comfortable discussing relationships, dating and personal experiences.

That platform has provided some of the clearest first-hand information about her views on marriage.

What Officials / Organizations Said

There is no government or sports-league announcement concerning Thompson and Cundari’s relationship.

The most useful evidence comes directly from Thompson’s own public comments and from reputable reporting of her statements.

Her August 2026 Instagram response provides the clearest current information about her marriage plans. She said she would not legally marry again but remained open to celebrating her relationship with Cundari.

Her Calm Down podcast has also provided first-hand discussion of her relationship history.

Sports Illustrated separately reported her comments after the Swift-Kelce wedding and described Cundari as her current boyfriend.

Recent event coverage also photographed Thompson and Cundari together at the July 2026 Swift-Kelce wedding, providing additional evidence that they remain together.

Why This Matters

The interest in Charissa Thompson boyfriend Steven Cundari goes beyond celebrity relationship curiosity because Thompson’s current approach represents a significant change from her earlier relationship history.

She has experienced two marriages and two divorces.

Now, with Cundari, she is choosing a different model: a committed relationship without legal marriage.

That does not necessarily indicate a lack of seriousness.

Instead, Thompson has explicitly said she is comfortable celebrating the relationship without signing marriage paperwork.

Her comments also demonstrate why describing Cundari as her “husband” can create a misleading impression.

The current verified description is boyfriend or long-term partner.

What Happens Next?

The next step in Thompson and Cundari’s relationship remains a private decision between them.

There is currently no confirmed legal wedding planned.

Thompson has said she would be open to a celebration of their commitment, but she has not announced a date or formal ceremony.

Her recent comments following the Swift-Kelce wedding could indicate that she likes the idea of celebrating love publicly, but they do not amount to an engagement announcement.

For now, the confirmed picture is straightforward: Thompson and Cundari remain together, but Thompson does not intend to legally marry again based on her latest public comments.

Frequently Asked Questions

Who is Charissa Thompson’s boyfriend?

Charissa Thompson’s boyfriend is Steven Cundari, a marketing executive and entrepreneur. The couple began dating in 2022 after being introduced through Matthew and Kelly Stafford.

Is Charissa Thompson married to Steven Cundari?

No. Thompson and Cundari are not legally married. In August 2026, Thompson said she would not legally marry again, although she would be open to celebrating their relationship with family and friends.

How did Charissa Thompson meet Steven Cundari?

Thompson has said that Matthew Stafford and Kelly Stafford introduced them. The Staffords apparently acted as matchmakers, and the introduction eventually developed into a long-term relationship.

How long have Charissa Thompson and Steven Cundari been together?

Public reporting places the beginning of their relationship in 2022. They have continued to appear together publicly through 2026.

Has Charissa Thompson been married before?

Yes. Thompson has been married twice. Her first marriage took place when she was around 25, and her second marriage was to sports agent Kyle Thousand in 2020. Both marriages ended in divorce.

Why won’t Charissa Thompson marry Steven Cundari?

Thompson has said that she will not legally marry again after her previous experiences with marriage. In August 2026, she specifically said she would not sign marriage paperwork but would be happy to celebrate her love for Cundari with friends and family.

Did Charissa Thompson change her mind about marriage after Taylor Swift’s wedding?

Not about legal marriage. After attending Taylor Swift and Travis Kelce’s July 2026 wedding, Thompson said the celebration was magical and acknowledged that she might like a commitment ceremony of her own. However, she maintained that she did not want to legally marry again.

Does Charissa Thompson have children?

Public biographical reporting indicates that Thompson does not have children. Her public discussions of family and relationships have focused primarily on her career, marriages and current relationship with Cundari.

Where was Charissa Thompson and Steven Cundari’s most recent major public appearance?

The couple attended Taylor Swift and Travis Kelce’s wedding at Madison Square Garden in New York on July 3, 2026. They were among the guests photographed arriving for the event.