Kiwi comedian wins $1500 top prize at the Sydney Comedy Festival

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The winners of the Sydney Comedy Festival Awards have been announced, with Kiwi comedian and podcaster Guy Montgomery taking out Best of the Fest for My Brain Is Blowing Me Crazy.

Guy Montgomery is familiar to Australian audiences from Have You Been Paying Attention?Credit: Janie Barrett

He is known by Australian audiences for his appearances on Have You Been Paying Attention? and at comedy festivals around the country, and is the host of New Zealand panel show Guy Montgomery’s Guy Mont-Spelling Bee and the podcast The Worst Idea of All Time.

Speaking from Wellington, where he is performing at New Zealand International Comedy Festival, Montgomery, 34, says he never expected to win an award.

“I had such a good time, but I was only in Sydney for like five days, and I got to do the show three times,” he says. “I loved it … [but] I just thought I’d had a lovely little trip to Sydney. And so this is all gravy. This is unreal.”

Chinese-born Sydney comedian He Huang won Best Newcomer, the prize for a comedian performing their first hour at the festival, for her show Bad B****.

Her win caps off a stellar six months for Huang, who went viral in October for her audition for Australia’s Got Talent. In April, she was also nominated for Best Newcomer at Melbourne International Comedy Festival.

He Huang went viral in 2022 with her audition for Australia’s Got Talent.Credit: Dominic Lorrimer

Melbourne sketch duo Hot Department – aka Honor Wolff and Patrick Durnan Silva, whose web series Dark Web premiered on Aunty Donna’s YouTube channel, Grouse House, in 2022 – won Director’s Choice for their show Wet Heat.

Melbourne sketch duo Hot Department won Director’s Choice in the Sydney Comedy Festival Awards.Credit: The Junkyard

All three categories are worth $1500. Montgomery’s plan for the money? “Put it straight back into the Australian economy. I’ll buy 10 coffees and it will be gone,” he chuckles.

This year’s Sydney Comedy Festival boasts more shows and higher ticket sales than before the pandemic, when numbers fell, according to festival director Jorge Menidis.

“It’s felt like the first festival that’s properly back from the pandemic,” he says, pointing to the presence of international talent this year.

Menidis is proud that the festival celebrates people from different cultural backgrounds, as well as comics working across different styles of comedy. The award winners reflect the diversity of the festival line-up, he says: “We’re seeing a crashing of barriers that would exist for all sorts of people.”

But he has long wanted to give the top gong to Montgomery, who he praised for his “unique brain”.

“I’ve wanted to award Best of the Fest to Guy Montgomery for the last couple of festivals,” says Menidis. “[His show] was a great piece of comedy and we [the judges] all genuinely left that show feeling super happy.”

Montgomery says: “That’s so nice! I’m glad he’s finally managed to achieve his goal of giving me the award. Everyone’s kicking goals!

“I feel like I’m still improving,” he adds. “I’m trying not to plateau or rest on my laurels or anything.”

Montgomery won for his eighth hour-long show, which he has been touring around Australia, and now New Zealand, since the Adelaide Fringe in March.

He started out in stand-up in Montreal in 2012, before moving home to New Zealand. He performed in Australia for the first time three years later, in 2015, as part of a split bill with fellow Kiwi comedian Rose Matafeo and in improv group Snort at Melbourne International Comedy Festival.

That first taste of the Australian comedy scene has seen Montgomery return to the country again and again.

“I get quite inspired by Australian stand-ups,” he says. “Over the 11 years I’ve been doing comedy, at different times, I’ve been influenced by comics like Aaron Chen, obviously, John Cruckshank and Luke Heggie.

“I think Australians are very funny. And so I love being able to come over and spend time and watch shows and hang out with the comics. It’s nice to feel like I’m part of the Australian comedy community as a New Zealander.”

Sydney Morning Herald subscribers can enjoy 2-for-1 tickets* to the Archibald, Wynne and Sulman Prizes exhibition at the Art Gallery of New South Wales during June 2023. Click here for more details.

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