Kaitlin Olson’s first role model was her father, Donald Lee Olson. “He was always in a good mood. He was always making me laugh,” she says of the man who shaped her sense of humor before the world ever knew her as Dee Reynolds, or Morgan Gillory, or, most recently, DJ Vance. Soon enough, she was making him laugh too. “Honestly, he made me feel like I was his idol, which is the biggest gift because he was mine.”
Raised in Portland, Oregon, Olson grew up with the support of her parents to pursue her dreams, which came true: She has become one of the busiest comedic actors in Hollywood, starring on It’s Always Sunny in Philadelphia and High Potential, along with her scene-stealing work in Hacks, the hit HBO comedy about a legendary stand-up (Jean Smart).
.jpg)
Olson with her father, Donald Lee Olson. “He was so joyful and loved laughing, loved making people laugh,” says Olson.
Courtesy of Kaitlin Olson
On Hacks, Olson played DJ Vance, the messy, vulnerable, attention-starved daughter of Smart’s Deborah Vance. Olson’s comedic strengths were on full display as DJ when creating some of the show’s most cringe-inducing and tender moments. It’s a performance that’s earned her three Emmy guest-actress nominations, including one this year.
But wrapping up the fifth and final season of Hacks ended up being about much more than the show for Olson. Her father, who went by Don, would have turned 77 on August 5, which just happens to be the same day on which Olson was scheduled to talk to Vanity Fair. She questions the scheduling coincidence, with a laugh that’s cut with tears: “Dad, did you have something to do with this?”

“It’s heartbreaking and fun to play a character who will just do anything for her parents’ attention because it so stunts you,” says Olson of DJ. “That’s her singular focus. She hasn’t been able to go off into the world and do things for herself.”
HBO Max/Everett Collection
Olson wasn’t sure exactly how Hacks creators Lucia Aniello, Paul W. Downs, and Jen Statsky planned to close out Deborah and DJ’s story. But when she read the script for the fifth episode, “D’Amazing Race,” she was elated. She lights up describing the physical comedy the episode demanded, as DJ and Deborah attempt to compete on the hit reality show The Amazing Race, shoving people out of the way in an airport, racing up a hill with a giant cheese rack, and replicating a clown dance. “It’s my favorite thing to do, especially when the character is insanely intent on doing it well,” she says. “I love getting aggressively angry about something so ridiculous.”
But underneath the slapstick, she says, is a more emotional end to her character’s arc and relationship with her mother. “Deborah on her own realizes that she has been trying to protect DJ, and maybe DJ doesn’t need to be protected,” she says. “Maybe DJ’s okay with being DJ.” When Deborah finally decided to allow DJ to sell her jewelry line on QVC, it struck Olson as both absurd and moving. “It was so beautiful. And again, so ridiculous.”
Olson was deep in production on High Potential when the request came in for her to be available for five days to film Hacks. Previously, as a guest star, Olson would just pop onto set for a couple of days here and there, but because of the ambitious nature of the Amazing Race episode, she would need to be on set more. She and her team made it work, finding a few days when she could be available over the span of four or five months. “I will do whatever needs to be done to make room for this in my schedule,” she recalls.
What she didn’t know yet was how literally that promise would be tested.
At the end of July, her father went in for a repair of an aortic aneurysm, discovered almost by accident on an MRI. It should have been a routine surgery for him, but his lungs suffered a massive inflammatory response and filled with fluid. He was rushed back into the ICU. Olson got the call while she was on the High Potential set. “I left production. I felt terrible—I obviously never do that,” she says. “I literally just got in the car and drove home, called them on the way, and was kind of shut down for a little bit.”
His lungs turned fibrotic and what followed was, in Olson’s words, “a long, slow, miserable event.” Doctors intubated and sedated him for two weeks while Olson stayed by his side with her mother and brother. When it became clear he’d be in the ICU indefinitely, she began flying back and forth between Oregon and her Los Angeles sets. Olson says she couldn’t stop apologizing to a Hacks production that kept rearranging its schedule around an actor who wasn’t exactly the lead character. “Everyone over at Hacks was so incredibly flexible and kind and understanding,” she says. “This is a gigantic nuisance, and I’m a guest star on their show.”
Eventually, the first day on the Hacks set arrived, and she arrived on set at 5 a.m. for hair and makeup. Then, her phone rang. Her dad had lost consciousness. “Honestly, at this point, it’s a blur,” Olson says. “I collapsed in the line producer’s arms. I said, ‘I have to go.’ And he said, ‘Go.’”
Don, who had moved to a rehab center, had contracted pneumonia, slipped into a coma, and was in an ambulance headed to the emergency room. “Shutting down a production like that is devastating,” says Olson. “I’ll forever be grateful to them for their grace around that.”
Eventually, he stabilized. The doctors told her there would be no real recovery, and that his lungs would never again work on their own. But her parents encouraged her to go back to work. “I’m trying to digest that information and shoot a comedy,” she says. “I’d have to stop and take phone calls and wipe away tears and come back and then try and be funny. And it felt so weird. I felt guilty, because I was legitimately having fun. That was confusing.”
Downs describes Olson as “completely fearless,” and says for the episode she had to get into a pen with untrained goats. “When a goat would knock her over she would use it—she’d incorporate it into the scene seamlessly, never breaking character,” he says. “She is so committed to comedy she will do anything for the work, no matter how punishing or how insane and it’s a marvel to watch. She’s like a modern day Lucille Ball.”
Olson and Smart texted Don, a big fan of Hacks, videos from set throughout the shoot. “He especially loved me screaming at people—we’re just not yellers in real life,” she says. “So every scene I was doing, I was like, ‘Oh God, he is going to think this is so funny.’”
That episode of Hacks—which includes DJ refusing to accept failure in learning a clown routine—would end up being the last episode of anything Olson made that Don watched before he died. “And he loved it,” she says. “It’s just always going to be very special to me, because he got to see it.”

Olson and Smart performing a mother-daughter clown dance in the “D’Amazing Race” episode of Hacks. “It felt like a perfect send off and a testament to how far they both have come,” says Downs.
HBO Max/Everett Collection
By the end of December, Olson and her mom were able to bring Don home, along with his equipment and his nurses, for five more months before he died in May. “I’m grateful, because we got to say all the things that we wanted to say to each other, and watch things that made us laugh together, and have all that time,” Olson says. “But the fact that he suffered for so long is not ideal.”
Olson spent most of the year keeping her father’s illness private, telling almost no one until she had no choice, when she had to leave set. Once the cast and crew found out, she was struck by how many of them had a version of the same story. “People were just coming out of the woodwork talking about how they had just lost somebody,” she says. “Hacks is such a beautiful example of the human experience anyway. It’s just part of life.”
Olson still carries the grief of the devastating loss, but she’s also unequivocal: She wouldn’t change a thing about how it all unfolded and the support she got from everyone she works with along the way. “I’m so grateful for all of it,” she says. “And as traumatic as it was at the time, I’m so glad that my dad is so deeply wrapped up in this episode, because it was so special to me from the beginning.”
-
How Jordan Roth Went From Tony-Winning Producer to Performance Artist
-
Teenagers Are Buying Into the Tradwife Fantasy, Literally and Figuratively
-
The Pitt’s Patrick Ball on Shipping, Stardom, and Season 3

