Former NFL Coach Bill Belichick Ex, Enterpernuer Linda Holliday Enjoys Life with her Twin Daughters From Her First Husband, Dennis Hess

The Hess twins described Linda as their “best friend” and role model.

July 25, 2026

This article was last updated by Alisha Shrestha on July 25, 2026

Linda Holliday, a former sports correspondent at Style Boston, was married to her first husband, Dennis Hess, before entering into a long-term relationship with NFL coach Bill Belichick.

While not yet confirmed, multiple sources speculate that Linda has been married at least twice, prior to her partnership with Belichick.

However, details on her earlier spouses are limited and largely unconfirmed, except for her marriage to Dennis Hess.

Apart from the name, not much information about Dennis Hess is publicly disclosed, and Linda herself has not provided any details about her first marriage.

However, what is known is that the couple tied the knot in the early 1990s, during a time when Linda was still pursuing her career in medical imaging sales after graduating from Vanderbilt University.

Post-split from NFL Coach Bill Belichick, Linda Enjoys Motherhood With “The Hess Twins,” her Daughters From Her First husband, Dennis Hess

After parting ways with Belichick in 2026, Linda is seen enjoying life with her twin daughters, affectionately known as “The Hess Twins.”

Linda Holliday welcomed her twin daughters, Ashley and Katrina “Katie” Hess, in May 1992 with her first husband, Dennis Hess.

Katie was born just seven minutes before Ashley. Despite their mother’s later public life, the twins spent their early years out of the media.

Over time, they’ve become known online as “The Hess Twins,” establishing themselves as digital creators, lifestyle influencers, and occasional DJs.

Linda shares an incredibly close and affectionate relationship with both daughters. She’s often described them as her greatest joy. On National Daughters Day, Linda once posted saying

Happy National Daughters Day @thehesstwins! You guys are the love of my life & I couldn’t be more proud of you both! Keep shining your positivity and light! ILYSM!! 

Her Instagram display picture features her daughters, reflecting her deep bond with the twins, and she often shares her joy in their achievements.

Moreover, in December 2026, Linda hosted a holiday event in Nantucket where her daughters were the featured DJs.

The night gained media attention when Linda asked Bill Belichick’s new girlfriend, Jordon Hudson, to leave the venue after a verbal confrontation.

Despite the breakup, both Linda and Bill appear to be moving on with their lives. Linda continues to support her daughters, while Bill is engaged with his new girlfriend.

In Case You Don’t Know

• Before involved in television, Linda was once crowned Miss Arkansas USA in 1981 and competed in Miss USA.
• Linda met Bill Belichick in 2007 at a Florida nightclub called Cielo.
• Linda Holliday has a dog named Nike, an Alaskan Klee Kai she shared with Bill Belichick.

• Check other Articles on

Nishan Dahal writes sports with a human touch, covering breaking news, athlete lives, and the stories that stats can't tell. Nishan believes every athlete has a story worth telling. With the goal of bringing those stories to life with honesty, heart, and a touch of curiosity, he shares his insights through PlayerBio.

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