Charissa Thompson delivered a sharp, self-deprecating punchline during Amazon Prime Video’s Thursday Night Football postgame coverage following the Chicago Bears‘ 30-24 victory over the New England Patriots.
Anticipating a ranking segment, the 44-year-old host prefaced it by saying he thought the panel might ask him to rank his “good, better, best ex-wives, and they’re all bad.”
The quip quickly spread online, drawing laughs for its timing and some criticism for deviating from football talk.
Thompson has been open about his personal history for years. He married for the first time at age 25; She’s kept most of the details private, though a 2016 Facebook post described her ex as a “hot mess” while saying she loved him and that he was single.
Her second marriage, to sports agent and former baseball player Kyle Thousand, took place on Dec. 30, 2020, in Scottsdale, Arizona. Thompson filed for divorce in April 2022, citing irreconcilable differences after the couple separated nearly a year earlier.
to him calm down podcast at the time, she acknowledged the shame of a second divorce near the age of 40, noting that she grew up watching her parents’ long marriages and hoping the second one would last.
Thompson has repeatedly said she has no intention of legally remarrying. She is currently in a relationship with marketing executive Steven Cundari, whom she met at the Los Angeles Rams quarterback Matthew Stafford and his wife, Kelly, for introducing him in 2022.
The couple discussed the celebration with friends but did not have formal marriage papers.
This is not Thompson’s first on-air reference to his divorces. In December 2025, on FOX NFL Sundayhe told Michael Strahan that he knew “when to come out.”