Phil Keoghan says ‘Hacks’ star asked to be on ‘Amazing Race’ during crossover episode — then backtracked

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Kaitlin Olson asked Phil Keoghan to beryllium connected “The Amazing Race” erstwhile they filmed nan “Hacks” crossover section that aired Thursday night.

“Kaitlin, who plays [Jean Smart’s] daughter, she had expressed immoderate liking successful going,” Keoghan told Page Six successful an exclusive interview. “And I started talking done it each pinch her.”

But Keoghan, 58, said nan “It’s Always Sunny successful Philadelphia” character backtracked erstwhile she heard “what’s really involved” successful appearing connected nan CBS reality show.

Phil Keoghan exclusively told Page Six that Kaitlin Olson asked him to beryllium connected “The Amazing Race” erstwhile they filmed nan “Hacks” crossover episode. Courtesy of HBO Max and photographed by Kenny Laubbacher
But Olson (seen supra pinch Jean Smart during nan episode) backtracked astir going connected nan CBS reality show erstwhile she heard “what’s really involved,” Keoghan told us. HBO MAX

And Olson wasn’t nan only personification connected nan “Hacks” group who inquired astir going connected “Amazing Race.”

“Lots of group expressed an interest, moreover for illustration unit and everything,” Keoghan told us. “And that is ever a bully sign.”

He continued, “I do get celebrities attack maine and opportunity that they want to beryllium connected ‘Amazing Race.’ And past I commencement to spell done nan logistics of what that is. Then erstwhile they perceive a small spot much astir what’s involved, they go, ‘Oh, really?’ You sprout 12 shows successful 21 days?'”

“I’m for illustration like, ‘Yeah, there’s nary there’s nary trailer. It’s not a batch of pampering,'” Keoghan added.

Keoghan besides revealed that aggregate unit members expressed liking successful going connected “Amazing Race” (Olson and Smart are pictured supra successful a segment from nan crossover episode). HBO MAX
“Lots of group expressed an interest, moreover for illustration unit and everything,” Keoghan told america (Smart is pictured supra during nan episode). HBO MAX

The caller section of “Hacks” features Deborah (Smart) and DJ (Olson) competing connected a personage type of “The Amazing Race” against “Property Brothers” Drew and Jonathan Scott and influencer Trisha Paytas and her partner.

Keoghan makes a cameo — first to footwear disconnected nan title astatine nan starting line, and past to destruct Deborah and DJ aft they travel successful past spot connected nan first leg.

The Emmy Award-winning big told america nan thought for nan crossover arena came from “Hacks” creators Paul W. Downs, Lucia Aniello and Jen Statsky, who are each superfans of “The Amazing Race.”

The Emmy Award-winning big besides said that nan “Hacks” creators came up pinch nan thought for nan crossover section (Smart and Carl-Clemons Hopkins Jr. are seen above). HBO MAX
Keoghan (seen supra connected “The Amazing Race”) said creator and prima Paul W. Downs “was very keen connected making it happen.” CBS via Getty Images

“The producers of ‘Amazing Race’ and ‘Hacks’ were astatine nan aforesaid event, and that’s wherever nan chat was first had,” Keoghan explained. “The thought was floated retired there, and past conversations started to happen. Paul was very, very keen connected making it happen.”

Keoghan said erstwhile producers sent him nan script, he gave them notes to make judge nan “Hacks” section was religious to “The Amazing Race.'”

“I realized location were immoderate things that I wouldn’t say. So I was a spot hesitant successful nan opening to beryllium like, ‘Do you mind if I alteration this?’ But they opened it up to being a collaboration. So I tentatively, pinch respect, [told them] ‘Could we alteration that?’ And they were like, ‘Oh, please!'”

Keoghan (pictured supra astatine nan CBSFEST 2026-2027: Fall Schedule Announcement) besides confirmed that nan “Hacks” producers fto him edit nan book for nan episode. CBS via Getty Images
Keoghan added that his favourite portion of shooting nan section was getting to activity pinch Smart (Olson, who plays Smart’s girl successful “Hacks,” is seen supra astatine DIsney’s Emmy Season Toast to TV event). Getty Images

But nan “best part” for Keoghan was getting to interact pinch Smart, 74, erstwhile nan cameras stopped rolling.

“Once we sewage a return done of immoderate of nan scenes that I was in, Jean would conscionable commencement to riff,” he told us. “And I utilized to do improv theater. So I abruptly recovered myself conscionable going backmost and distant pinch her.”

Keoghan added, “And it was a existent thrill to conscionable beryllium successful this surreal infinitesimal of having fun.”

The 5th and last play of “Hacks” airs caller episodes connected Thursdays astatine 9 p.m. ET connected HBO Max.

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