Jack O’Grady, the 20-year-old Australian skateboarding prodigy, is living proof that dreams can become reality with talent and hard work. He’s not just any skater; he’s the Australian SOTY winner and a rising star with Nike. But behind the accolades is a down-to-earth, fun-loving guy who’s just as comfortable sharing a laugh as he is landing a difficult trick. Fresh out of his parents’ house and diving into city life, Jack’s unfiltered perspective offers a refreshing take on the skateboarding world.
Jack O'Grady looking to the left
The Move to Sydney and a Rough Start
Leaving his hometown, “The Shire,” Jack’s move to Sydney was far from smooth. His first weekend was a mix of celebration and misfortune, involving goon (cheap wine) and a bicycle accident. After a night of partying, Jack attempted a “jump” on his bike, which ended with him flying headfirst into a row of bins. “I cut the front on my lip. And then I concussed,” he recalls, “That next week my lip was so fat, I had this massive cut, but it looked like a cold sore.” The city, as he puts it, was “eating him up” right from the start.
Despite the mishap, Jack’s laid-back attitude shines through. When asked about being called a hobbit because of his hometown’s name, he laughs it off, admitting he has never seen Lord of the Rings. This lighthearted approach to life is a constant theme, even when discussing potentially dangerous skateboarding situations.
Supportive Parents and the Perils of Skating
Even with the risks of his profession, Jack’s parents are supportive, although not without the typical parental concerns. “Every time a video comes out, my dad is always like, ‘Mate, that was crazy,'” he says. His parents often worry about the out-of-control aspects of his skating, like nearly being hit by a car during the AM Scramble trip. He finds humor in their worry, understanding it’s a part of being a parent.
Jack O'Grady riding his skateboard in an alley
Jack’s candor extends beyond skateboarding. He freely discusses awkward moments, like being walked in on at home. “Yeah, a few times,” he admits, describing his strategy of pulling the sheets over him. His humor and openness make him relatable, a stark contrast to the often-guarded image of professional athletes.
Jack O'Grady doing a trick in a gif
From Pool Cleaning to Full-Time Skateboarding
Jack’s journey to full-time skateboarding wasn’t handed to him. He worked various jobs, including cleaning pools. “It’s a blessing every day to not have to work,” he acknowledges, expressing gratitude for the opportunity to focus on skating. He previously worked at a skate shop called LoDown, a pool shop, and as a delivery boy for a chemist. These jobs instilled in him a sense of hard work. He recognizes that some skaters “don’t really have to do fuck all if they’re getting a fat check,” but believes that having worked “proper” jobs has given him a different perspective on life.
Jack O'Grady looking to the right
Reflecting on these past experiences, Jack shares a funny story about a coworker named Sam, who went from yelling at him to unexpectedly sharing stories about his past. These experiences taught Jack that working for something is vital and gave him a deeper appreciation for his current career. He recognizes the importance of understanding hard work and not taking anything for granted.
Jack O'Grady doing a trick in a gif
The Australian Skateboarding Culture
Jack’s insights extend to the Australian skateboarding scene. He notes the common use of the word “cunt” in Australian vocabulary, explaining that it’s just a normal part of everyday speech. He also observes how people treat him differently now that he’s gained recognition. “There’s this one guy, back in the day he used to be in the scene… but now, I start riding for Pass~Port and he’s like ‘Hey! How you doing!?'” Jack recalls, emphasizing that he won’t forget how some people treated him before his success. He values genuine relationships and doesn’t appreciate people who only try to connect because of his fame.
Jack O'Grady looking down
Quarantine and Creative Pursuits
During quarantine, Jack picked up painting, a skill he had enjoyed in school. He created a piece dedicated to two friends who had passed away. “Lately, I’ve been waking up, having some coffee and if it’s sunny I’ll go out for a bit, and then painting on this big canvas,” he explains, demonstrating his creativity extends beyond skateboarding. He also mentions his past interest in graffiti, showing his artistic side.
Jack O'Grady painting with two people in the background
Jack O'Grady doing a trick in a gif
Unexpected Connections and Personal Identity
A rather unusual connection Jack made was dating the sister of Dustin Dollin’s wife. This coincidental connection brought him into a unique family circle. He also touches upon comparisons to Dustin, particularly after dyeing his hair black, emphasizing his desire to be known for his own unique identity. “I’m not trying to be anyone else, I’m just trying to be myself. I want to try to be my own person and be known for me not someone else,” Jack states.
Jack O'Grady looking to the left
Life Lessons and Future Aspirations
Jack is constantly learning and seeking self-improvement. He admits, “Sometimes I feel like a dumb cunt,” and desires to be more knowledgeable. He believes school should include a “life subject,” focusing on everyday skills and personal growth. This should include topics like learning how to deal with hangovers, shaving, and puberty. “I don’t want to ask my dad which is the right way to shave my pubes,” he admits, emphasizing the need for open conversations about life’s awkward moments. He envisions this “life” class being taught by someone young, not someone older, who may be out of touch.
Jack O'Grady doing a trick in a gif
His ultimate dream is to make it big in skating and move to America, a common goal for Australian skaters. He notes the financial limitations within the Australian skateboarding scene, saying, “You have to work a job and then also be fucking paid to skate.” He believes moving to America is necessary to truly make a living in the skateboarding world, although he sees potential changes in the future.
Jack O'Grady riding a skateboard on a ramp
The Future of Australian Skateboarding
Jack is optimistic about the future of Australian skateboarding, highlighting talents like Rome Collyer, Rowan Davis, and Sam Sutton. He believes Australia could be the next big scene, similar to what happened in Europe.
Jack O'Grady doing a trick in a gif
When asked about whose career he would emulate, he references John Cardiel. “He’s just a legend, and everything happened with him, but everyone is still fucking talking about him.” He wants to have the same lasting impact on skateboarding as a whole. Despite all the achievements, including being named Australian Skater of the Year, Jack remains grounded. “I’m Jack from Sydney, you know what I mean?” He stays humble, remembering that he’s just a regular person with a passion for skateboarding.
Conclusion
Jack O’Grady’s journey is a testament to his talent, hard work, and genuine character. He is not just an extraordinary skateboarder but also a relatable individual with insightful perspectives on life. His story from pool boy to skateboarding sensation is both inspiring and uniquely his own. His blend of talent, humility, and an unvarnished approach to life positions him as a refreshing force in skateboarding. Jack’s story is just beginning, and it’s safe to say, the world is watching.
