Son of a Lifeguard, Who Went On To Create History in 2004, Faces ‘Trouble in Paradise’ With Fellow Surfers

Published 04/25/2023, 6:20 PM EDT

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39-year-old Jamie O’Brien was a terrific surfer during his surfing days in the 1990s. With the help of his lifeguard father, Jamie brought out the best in himself. He became a Pipeline specialist by the age of 16, and in 2004, he surprised the surfing community by winning the Rip Curl Pro Pipeline Masters against legendary surfers Sunny Garcia, Kalani Robb, and Bruce Irons. However, bored with competition rules, O’Brien decided to become a free surfer for the rest of his life in 2005. Now, the Hawaiian native is loved globally for his fun surfing videos. Recently, he was captured in a video while doing his regular antics by the beach. 

On April 24, Jamie O’Brien was spotted in a surfer’s Instagram video, who alluded to the 39-year-old with a “Trouble in Paradise” joke. Let’s dive right into it!

Surfer makes a light-hearted joke with Jamie O’Brien’s YouTube channel


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 Free surfer Jamie O’Brien shares a whirlpool of his mind-boggling surfing adventures on his YouTube channel with nearly 888k subscribers. Through his channel, he also discovers great surfing spots around the world and tags them as ‘Surfing Paradise’ in his videos. 


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Recently, a surfer named Guy Mac shared a short Instagram story of surfer Jamie O’Brien walking towards the sea with his fellow surfer Billy Jawn. As soon as he caught a glimpse of the surfer from a distance, he excitedly stated in the video, “Jamie O’Brien ayy… Whoao Whoao Whoao!” He then refers to the 39-year-old surfer saying, “Trouble in Paradise boys…watch out..the police are here.” Guy Mac jokes about calling the police as he spotted one of the greatest surfers of all time. He also wrote the joke in his story “Call the Cops.”

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O’Brien carried a casual look on the sunny day. He donned a pair of black bermuda pants and held a red-colored surfboard in his hands. It appeared like the free surfer was on his way to discover another ‘Surfing Paradise’ on the unnamed beach, just like a few weeks ago, when he discovered a new turf with his girlfriend. 

Jamie O’Brien indulges in a fun pipeline adventure 


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Recently, Jamie O’Brien shared a Facebook video of his long-time wish of pipeline surfing at the Waikiki in Oahu, Hawaii. Accompanied by his girlfriend Tina Cohen, he called it ‘surfing paradise’ in the caption of his vlog.

Looking at the Waikiki beach, O’Brien says in the video“Waves are pretty fun over there.” He was excited to experience the small and big waves at the sea. Moreover, as they began surfing, they struggled to stay steady while riding the swells. By the end of the video, O’Brien admitted that every time he climbed up the waves, he happened to fall. Overall, surfing at the Waikiki turned out to be a fun experience for them. 


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Written by:

Muskan Sharma


One take at a time

Muskan Sharma is a sports writer at EssentiallySports, specializing in Martial Arts, NHL, and other American sports. She is a degree holder in Journalism and Mass Communications. Muskan has been able to bring her unique set of skills and sensitivity while covering news stories.
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Edited by:

Anupama Ghosh