The Red Bulletin Oct/Nov 2020 (US)

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Lenny poses with the waves in front of his house in Paia, Maui, in October 2019.
JAKE MAROTE Kai Lenny says he’s searching for pure entertainment. Isn’t he always? But since he’s been locked down at home on Maui since early spring, when COVID-19 scratched his plans for 2020, he’s had to settle for adventure closer at hand. Yes— it took a global pandemic to finally slow Kai Lenny down. You can imagine that it took all of two minutes before the 27-year-old pro surfer started to get antsy. Even just talking on the phone, his infectious energy pours across the line and you know that he doesn’t like to sit still. After all, this is the same guy whose parents used to take him to the beach every day as a toddler to tire him out so he would sleep through the night. He’s used to jetting off on a plane every week or two. “It’s the longest stretch I’ve been home probably since I was 12 or something,” he says. That’s how he ended up sailing across the Kauai Channel on a foiling catamaran with two-time World Surf League champion John John Florence in July. “We were just on the phone talking, like, ‘Hey, we should do something fun. What if we sailed your foiling boat from Oahu to Kauai? Let’s do it!’ ” Lenny says. A week later they pushed off from Oahu on Florence’s Flying Phantom. It looks like a spaceship; the foil extends down from the bright-red hulls, lifting up the boat and allowing it to rocket across the surface of the water. Lenny and Florence dangled off the side somewhat precariously. Nine hours later they arrived in Hanalei, Kauai. When asked about the crossing, Lenny says in his trademark stoked tone, “It was so much fun.” But it was more than just the challenge of crossing the channel that excited Lenny. It was the spontaneity of it all. Normally it would take a year or more to pull off something like this. Lenny and Florence (and their people) would have to coordinate their schedules. Between contests, sponsorship obligations and other projects, the chances of finding an overlapping day or two when they’d both be home in Hawaii would be nearly impossible, not to mention a lot of hassle. But with both of their lives on hold, Lenny and Florence are free to do whatever they want in the interim. This spontaneity is a major contrast to how Lenny typically leads his meticulously focused life chasing big projects and big goals. “He has this incredible can-do attitude—I can do that, I’m going to do that—when everyone is like, ‘You’re crazy, man. You’re out of your mind,’ ” says Johnny Decesare, founder of Poor Boyz Productions, who has been filming the watersports prodigy since he was 11 years old. “He looks at things differently. What he really sees is opportunity and possibility.” And Lenny had ambitious plans for 2020: travel with his friends to chase gigantic waves on every big swell around the world, while also giving it his all on the competitive circuit. “Literally, as soon as I really committed to it, it was like the whole world came to a standstill,” he says. While his goals are on hold (for now), his latest project, Life of Kai, which launches in October, offers a glimpse at some of the innovative and mindboggling things the pro athlete has been up to and is capable of. His other web series, Positively Kai and 20@20, which Growing up in Maui, a young Kai Lenny found mentors among surf greats like Laird Hamilton, Dave Kalama and Robby Naish. 47
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