At the Golden Globes 2025, Nikki Glaser showed off her roastmaster skills with sharp wit and careful preparation. Her monologue carried a perfect balance of self-deprecating humor and pointed jabs, all delivered with a good-natured intention that kept things light. She took aim at Hollywood’s egos and double standards, but her delivery was so smooth that the crowd stayed entertained and comfortable.
On a personal front, comedian Nikki Glaser has been on a rollercoaster of a love story with her producer boyfriend, Chris Convy. Since they got together in 2013, their relationship has seen deep connections, personal growth, and some time apart. Glaser’s honest take on their journey gives a glimpse into a bond that’s faced its share of challenges but keeps growing stronger.
Nikki Glaser’s Love Story: 10 Years, 5 Breakups, and No Wedding Bells
Nikki Glaser has never been married and never had kids, but she’s been dating her on-and-off boyfriend, Chris Convy, for over 10 years. During that period, Nikki says they’ve broken up around five times and the breaks have lasted from a few days to three years. This is probably why Chris is yet to become her husband.
Speaking of her decision to not have children, Nikki said:
You see your friends wanting it so badly—genuinely wanting it—and you feel like, ‘What’s wrong with me that I don’t want it?’ You kind of feel left out. And that’s what I’m struggling with more than just, ‘Well, should I do it?’ Because I’m kind of sure I don’t want it. But I’m like, ‘Why don’t I want this thing that everyone seems to want?’
Nikki Glaser and Chris Convy’s story began on the set of Glaser’s MTV show ‘Nikki & Sara Live,’ where Convy was a producer. Both from St. Louis, they clicked over their shared hometown, but it wasn’t exactly love at first sight. At the time, Glaser was newly sober and cautious about getting close to people who seemed to party hard.
Her first impression of Convy? She met him at a party and thought he was “too fun” to not be drunk. But when she found out he was sober too, everything changed. She started to see him differently, comparing the quiet admiration she felt to the Jim-and-Pam vibes from ‘The Office.’ Convy ended up becoming her first serious boyfriend—a milestone she reached at the age of 24.
In the early days of their relationship, Glaser tried hard to be the “perfect” girlfriend, admitting later that it was all an act. She held back her real feelings because she was scared of driving Convy away. This dynamic led to multiple breakups, some lasting just a few days, while one stretched on for three years. Looking back, Glaser admitted her fear of abandonment and difficulty being honest made things messy. But she also shared how Convy helped her face those issues, pushing her toward being more authentic and growing from it all.
Despite the on-and-off nature of their romance, Glaser and Convy still found ways to team up professionally. In 2016, Convy produced Glaser’s Comedy Central show ‘Not Safe With Nikki Glaser.’ When the show got canceled, they broke up again, but working together creatively kept popping up in their relationship. Even when they were apart, their mutual respect and understanding always seemed to set the stage for them to get back together.
Perfectly Imperfect: How Nikki Glaser Learned to Embrace Real Love
The COVID-19 pandemic was a big shift for the couple. Nikki Glaser moved back to St. Louis and started filming her docuseries ‘Welcome Home Nikki Glaser?,’ originally pitching it as a dating show. While she began seeing Chris Convy again off-camera, she made it clear she’d explore on-camera relationships unless he was ready to be part of her public life. His choice to join in turned out to be a game-changer, showing how much he genuinely cared. His flexibility brought them closer, and it pushed Glaser to make their relationship a bigger priority—like carving out time for him and working through things in therapy.
By 2022, the couple started going to therapy every week. What began as part of Glaser’s docuseries soon turned into a real effort to work on their relationship. Therapy helped them see things from each other’s point of view, even if not every issue got solved right away. Glaser says those sessions brought them closer and made them feel more connected, displaying just how powerful open and honest communication can be.
Despite all the progress, they hit another big crossroads in September 2022. Glaser called it a “do-or-die” moment, where they had to take a hard look at their goals and priorities. At first, they’d brushed off traditional milestones like marriage and kids, but as they moved into their late 30s and early 40s, their views started to change. It was a reminder that relationships are always evolving and that they were willing to face difficult questions together.
🔇LUCKY Boyfriend 😂💀😂 | We Might Be Drunk Podcast w/ Nikki Glaser pic.twitter.com/I0aXue1Udv
— ComedyClipsCentral (@ComedyClipsCent) May 21, 2024
Glaser didn’t shy away from opening up about her relationship struggles, even in public. During a 2024 appearance on ‘The Howard Stern Show,’ she admitted that her habit of oversharing on her podcast had put a strain on their relationship. When Convy heard about it, he had a hard time squaring her revelations with the person he thought he knew. But instead of letting these issues pull them apart, the two used them as a chance to work through deeper problems, which only brought them closer.
Later that year, in September, Glaser had a lightbulb moment she shared on Bill Maher’s Club Random podcast. At a point when things between them felt shaky, she realized that chasing the idea of a “perfect” partner to replace Convy was pointless. This insight helped her double down on their relationship, clearing her doubts and strengthening their bond. Her honest acknowledgment of her love for Convy—flaws, challenges, and all—showcased just how much she embraced their journey together.
Say hello to your roast for the night—Oops, we mean HOST for the night… @NikkiGlaser! 🎙️ #GoldenGlobes pic.twitter.com/MVa5FQ1NoS
— Golden Globes (@goldenglobes) January 6, 2025
Convy isn’t just a big part of Glaser’s personal life; he’s also her creative partner. He’s been there to help her navigate the ups and downs of her career, including producing her standup special ‘Nikki Glaser: Someday You’ll Die.’ Their partnership is almost symbiotic in nature with their personal and professional lives completely intertwined.
Even though they’re not married, Glaser and Convy have a relationship that breaks away from traditional labels. Glaser has been pretty open about her doubts regarding lifelong commitments, claiming they can feel like they take away freedom and excitement. But over time, it seems like she’s come to really value the partnership they’ve built. Through therapy sessions, creative projects, and honest conversation, their relationship has centered around growth and a love that is unlikely to end anytime soon.
