Nikki Glaser is the queen of the "too much information" era. If you’ve watched her host the Golden Globes for the second year in a row in 2026, or caught her legendary roast sets, you know she doesn't hold back. She talks about sex, she talks about her body, and she talks about her "hot guy on discount." That guy is Chris Convy, and he is much more than just the person sitting in the wings while she eviscerates Hollywood A-listers.
To understand the Nikki Glaser boyfriend saga, you have to embrace the chaos. This isn't your typical PR-scrubbed celebrity romance. It’s a 13-year rollercoaster that has survived five breakups, a move back to St. Louis, and some very public jokes about height and polyamory.
Who Is Chris Convy?
Chris isn’t a stand-up, but he’s "comedy adjacent." He is an Emmy-winning TV producer who has worked on everything from the MTV Video Music Awards to specials for Dave Chappelle and Adam Sandler. Basically, he’s the guy who makes sure the cameras are pointed at the right person when the jokes start flying.
They met back in 2013 on the set of Nikki’s first talk show, Nikki & Sara Live. Nikki has described her initial crush as a "Jim and Pam" situation from The Office. She was Jim—pining from a distance—while Chris was the cool producer who happened to be from her same hometown of St. Louis.
Funny enough, she almost wrote him off at first. She saw him dancing and smiling at a party and assumed he was hammered. Since Nikki had recently quit drinking, she didn't want to date someone who was always drunk. It turned out Chris was just naturally that happy and sober. Once she realized that, the pining went into overdrive.
The "On-Again, Off-Again" Reality
Honestly, most couples would have called it quits after breakup number three. But for Nikki and Chris, the "off" periods seemed to be a necessary release valve.
"I think the off and on is because committing to anything forever makes me think of no other adventures. It’s kind of admitting defeat." — Nikki Glaser on The Howard Stern Show.
They’ve been through it all. When her 2016 show Not Safe with Nikki Glaser was canceled, the relationship imploded along with the production. They didn't speak for three years. But like a plot point in a rom-com that refuses to end, they always find their way back.
💡 You might also like: Bad Bunny Calvin Klein Campaign: What Really Happened Behind the Scenes
Why they kept breaking up
- Public Venting: Nikki used to talk about their private fights on her podcast before actually talking to Chris. He’d listen to the episodes and realize his girlfriend was furious about things she’d never mentioned to his face.
- Commitment Phobia: Nikki has been very vocal about how the idea of "forever" feels claustrophobic.
- Career Stress: When they work together—and they work together a lot—the line between "producer" and "boyfriend" gets blurry.
The St. Louis Shift and Couple's Therapy
The pandemic changed everything. Like a lot of people in 2020, they retreated to their roots in Missouri. This era was captured in the reality show Welcome Home Nikki Glaser?, where viewers saw the raw, unpolished version of their dynamic.
They started couple’s therapy in 2022, and unlike most "reality TV therapy," they actually stuck with it. Nikki told Bill Maher in late 2024 that they still go every single week to the same therapist. It’s clearly working. Chris has become her "creative partner," helping her navigate the massive career peak she’s currently riding in 2026.
The SNL Controversy and the "Discount" Joke
If you want to know how Chris feels about being the Nikki Glaser boyfriend, look no further than her Saturday Night Live monologue in late 2025. Nikki went on a riff about Chris being 5'7" while she’s 5'9".
She called him a "10 in the face" but a "5'7" in the height," comparing him to getting a "hot guy on discount." Some people on social media thought it was mean-spirited or "body shaming," but Chris was reportedly fine with it. His only rule? "You can talk about anything on stage about me as long as it's funny."
📖 Related: Stephanie Zimbalist Children: The Truth About the Remington Steele Star's Family Life
What Most People Get Wrong About Them
People often ask why they aren't married yet. After 13 years and a 2026 Golden Globes hosting gig, you’d think there’d be a ring. But Nikki is focusing on professional stability. She’s at the top of her game, and a wedding just isn't the priority.
There was also that whole conversation about polyamory. Nikki once told Graham Bensinger that she encouraged Chris to have "flings" as long as there was no emotional attachment. However, by 2022, she walked that back, deciding she actually wanted to be monogamous. They’re "figuring it out" in real-time, which is probably why people find them so relatable.
Actionable Insights for Your Own Relationships
- The "Jim and Pam" Rule: Sometimes a crush from afar is worth pursuing, even if you have to wait years for the timing to align.
- Therapy is Maintenance: You don't wait until the car is totaled to change the oil. Weekly therapy seems to be the "secret sauce" for their 2026 stability.
- Set Boundaries for Public Sharing: If you’re going to talk about your partner on social media or to friends, make sure they’ve heard the complaints from you first.
- Accept Imperfection: Nikki’s "breakthrough" was realizing that no replacement for Chris would be perfect either. Acceptance is often better than the fantasy of "the one."
Chris Convy remains a steady, behind-the-scenes force in Nikki's life. He’s the guy who stayed when things got loud, and the one who came back when things went quiet. Whether they ever get married or not, they’ve proven that "messy" can still be "permanent."