Jason Segel, beloved for his heartfelt roles in How I Met Your Mother and the acclaimed series Shrinking, turned heads at the 77th Primetime Emmy Awards on September 14, 2025. Walking the red carpet with his fiancée, Kayla Radomski, the couple radiated joy as they shared updates about their wedding preparations. Their engagement, announced in June 2025 after nearly two years of dating, marks a beautiful moment in Segel’s life as he balances professional success with newfound personal happiness.
With Segel recently earning an Emmy nomination for Outstanding Lead Actor in a Comedy Series, the spotlight on his relationship with Radomski has only grown brighter. Their journey—from early sparks to a dreamy proposal—has quickly become a fan-favorite love story.
Who Is Jason Segel’s Fiancée?
Jason Segel’s fiancée is Kayla Radomski, an accomplished actor and dancer celebrated for her dynamic talent and versatility. The pair were first spotted publicly in October 2023 at Halloween Horror Nights in Universal Studios Hollywood, holding hands during a casual date that ignited curiosity about their budding romance.
Radomski’s creative background blends seamlessly with Segel’s own artistic world, making their connection feel natural and grounded. By the end of 2023, their bond had strengthened into a steady, low-key relationship built on shared passions, mutual support, and a genuine appreciation for each other’s work.
Jason Segel’s Past Relationships and Personal Growth
Before meeting Radomski, Segel experienced several significant relationships that shaped his understanding of love and compatibility. His early romance with Freaks and Geeks co-star Linda Cardellini lasted from 2001 to 2007 and remained one of his most memorable partnerships. A few shorter connections followed, including brief links to Michelle Ryan and Chloë Sevigny in 2009.
Segel’s relationship with Michelle Williams from 2012 to 2013 brought depth and shared artistry but ended amicably as their lives evolved. His longest relationship was with artist Alexis Mixter, spanning eight years from 2014 to 2021—a period during which Segel embraced a quieter, more grounded lifestyle.
Each chapter gave him greater emotional clarity, ultimately guiding him toward the kind of partnership he found with Kayla Radomski: supportive, creative, and aligned with his life’s direction.
Their Relationship Timeline: Key Moments
Segel and Radomski’s romance became more public in early 2024, when they made their red carpet debut at the Golden Globe Awards. Radomski’s presence at Segel’s professional milestones—like additional red carpet events and award ceremonies—highlighted their supportive dynamic.
In January 2025, they shared another Golden Globes moment as Segel’s career continued to climb. By June 2025, their relationship had culminated in a milestone proposal, followed by a glowing public appearance at the 2025 Emmys that showed just how deeply committed they are to each other.
Inside the Proposal: June 2025
Jason Segel’s proposal to Kayla Radomski was a romantic, cinematic moment set at the Huntington Library in Pasadena, California. Surrounded by elegant arrangements of pink and red flowers, Segel knelt beside a classical statue and presented Radomski with a stunning oval-cut diamond ring set on a platinum band—valued at an estimated $300,000.
A photographer captured the emotional moment, followed by a candlelit dinner in the rose garden. Radomski later shared her excitement online, calling it a “forever yes,” while fans celebrated alongside the couple. The following day, the pair were seen out in Los Angeles, glowing with newly-engaged bliss.
A Look at Their Life as an Engaged Couple
Since announcing their engagement, Segel and Radomski have embraced the joy of planning their future together. At the September 2025 Emmy Awards, they shared that the process has been smooth and collaborative, emphasizing how aligned they are on the major details.
Their relationship thrives on mutual encouragement—Radomski cheering Segel at industry events, and Segel expressing gratitude for her grounding presence. They balance public celebrations with private moments, nurturing a partnership built on admiration and ease.
Kayla Radomski’s Early Life and Dance Origins
Kayla Radomski’s journey began in Aurora, Colorado, where she was raised by her mother, Renee, and supported by her loving grandparents. Surrounded by movie musicals as a child, she was drawn to performance early on and began dance lessons at just two years old.
Her talent blossomed quickly, leading her to competitive dance by age seven. In 2004, at only 13, she achieved a major milestone—becoming the youngest dancer featured in a Britney Spears concert video. That moment set the stage for her future, showcasing her versatility and determination.
Radomski’s youth was filled with competitions, conventions, and countless hours of training. She earned the title of Miss Pre-Teen Colorado at age nine, further demonstrating her emerging potential. Her family’s support fueled her growth, providing the foundation she needed to pursue dance at a national level.
Breakthrough on So You Think You Can Dance
At age 18, Radomski auditioned for Season 5 of So You Think You Can Dance, capturing the judges’ attention with a passionate contemporary routine. Throughout the competition, she proved her adaptability, excelling across choreography styles despite facing multiple bottom-three placements.
She ultimately placed fourth, earning widespread admiration for her expressive storytelling and technical skill. The show introduced her to a broader audience and launched her professional career, leading to tours, performances, and opportunities across the entertainment industry.
Her Transition into Acting
Building on her dance success, Radomski stepped into acting with roles in popular projects. Her film debut came in the 2011 Footloose remake, followed by appearances in Glee, Teen Beach 2, and Once Upon a Time… in Hollywood, where she shared scenes with major Hollywood stars.
Radomski’s acting resume has expanded to include roles in Bunker, More Beautiful for Having Been Broken, and TV series such as Winning Time: The Rise of the Lakers Dynasty. Her ability to merge movement with emotional depth continues to set her apart as a multifaceted performer.
Dancing with Music Icons
Radomski’s talent has led her to stages with some of the world’s biggest artists. She performed alongside Taylor Swift and Brendon Urie during the ME! performance at the 2019 Billboard Music Awards, and has also danced with Jennifer Lopez in high-energy productions.
These collaborations demonstrate her professionalism, adaptability, and enduring passion for performance—qualities that contribute to her artistic connection with Segel.
Jason Segel’s Career Highlights and the Influence of Love
Segel’s career spans heartfelt comedy, emotional storytelling, and meaningful character work. From Marshall Eriksen in How I Met Your Mother to Jimmy Laird in Shrinking, he has carved out a space as one of Hollywood’s warmest and most relatable talents.
His open approach to vulnerability—seen in Forgetting Sarah Marshall and beyond—reflects his belief in emotional transparency, a value strengthened by his relationship with Radomski. As Segel continues filming his upcoming series Anxious People in London, he credits Radomski with providing encouragement and grounding that enhance his creative journey.
Conclusion
Jason Segel and Kayla Radomski’s love story is a beautiful blend of artistry, mutual admiration, and emotional growth. From Radomski’s rise as a talented dancer and actor to Segel’s evolution as an acclaimed performer and writer, their paths converged at a time when both were ready for a partnership built on respect and shared purpose.
Their engagement marks a joyful new chapter—one filled with career milestones, personal fulfillment, and a future they’re excited to build together. Fans can’t wait to see what comes next for this inspiring Hollywood couple.