Richard Clarke was raised on Toronto Island and first sailed at 4 years old. An impressive performance with Canadian Youth sailing led him to compete in the Finn Class in four consecutive Olympic Games with Team Canada. This opened the door to a wildly successful professional sailing career. Richard was part of a winning Volvo Round the World crew, has broken the 24-hour sailing distance record four times, holds both the Transatlantic and the Transpac records – his accolades are jaw dropping, and these are only a handful. Richard is a great storyteller, so I’m sure you are going to love this episode, full to the brim with stories – insightful and entertaining.

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This season of ON THE WIND is sponsored by Weather Routing Inc., aka 'WRI', 59º North's longtime weather routing & forecasting friends. To learn more and sign up for WRI, go to wriwx.com and tell them that 59º North sent you.

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This season of ON THE WIND is also sponsored by Boat How To, an educational website co-founded by longtime friend of the pod & sailing tech guru Nigel Calder. Check out the courses at BoatHowTo.com.

Bob and his wife Jody spent most of their life as live-aboards and at sea. Their marital dynamic and life long friendship is infectious. Bob dives into his younger years as a Hells Angel, his entrepreneurial mindset, and how sailing literally saved his life. Bob has owned and operated more businesses than he can barely count, and has written and self-published eleven books on the side. We discuss some of the darker times in Bob's life, and how attitude towards adventure has been his most valuable asset. Jody shares some insight about her fears in taking off to sea with Bob and how she gained confidence. She highlights how their differences have complimented one another over the years and also discusses how their mindset on adventure and life helped them navigate the loss of their entire home in a 2020 wildfire.

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This season of ON THE WIND is sponsored by Weather Routing Inc., aka 'WRI', 59º North's longtime weather routing & forecasting friends. To learn more and sign up for WRI, go to wriwx.com and tell them that 59º North sent you.

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This season of ON THE WIND is also sponsored by Boat How To, an educational website co-founded by longtime friend of the pod & sailing tech guru Nigel Calder. Check out the courses at BoatHowTo.com.

Longtime friend of the pod Jessie Zevalkink returns to the show ahead of her debut as host of ON THE WIND! We first met Jessie back in 2017 at the Annapolis Sailboat Show, interviewing her after she'd completed the Great Loop with her friend Katie. As happens in the sailing community, we kept running into her, and starting next week she'll be co-hosting the show! Andy caught up with Jessie to talk about life after cruising, single-parenting and how she feels about filling in on the podcast.

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This season of ON THE WIND is sponsored by Weather Routing Inc., aka 'WRI', 59º North's longtime weather routing & forecasting friends. To learn more and sign up for WRI, go to wriwx.com and tell them that 59º North sent you.

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This season of ON THE WIND is also sponsored by BoatHowTo.com, an educational website co-founded by longtime friend of the pod & sailing tech guru Nigel Calder. Check out the courses at BoatHowTo.com

Ben Doerr, longtime friend of the pod and founder/skipper at Sail Bainbridge in Seattle, returns to the show to spin some yarns with Andy. This episode is really a catch-up between Ben & Andy, who haven't spoken in a while, and is a wide-ranging episode on everything from sailing & skiing in Alaska to being away from home when you've got a young family. We also briefly touched on Ben's new Sail2Run project in the San Juan Islands. Check out Ben on sailbainbridge.com.

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This season of ON THE WIND is sponsored by Weather Routing Inc., aka 'WRI', 59º North's longtime weather routing & forecasting friends. To learn more and sign up for WRI, go to wriwx.com and tell them that 59º North sent you.

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This season of ON THE WIND is also sponsored by Boat How To, an educational website co-founded by longtime friend of the pod & sailing tech guru Nigel Calder. Check out the courses at BoatHowTo.com.

Louay Habib is a true sailing insider. Everyone who participates regularly in any of the major offshore races around the world will know Louay. In fact, if you yourself follow sailing – say races like the Fastnet, the Ocean Race - you probably know Louay too – well his writing at least. Currently he is the communications manager at the Royal Ocean Racing Club. But for two decades, Louay has reported on sailing. He is a master in conveying the drama and passion of the sport – to both sailors, and non-sailors. I figured, someone who has been so deeply embedded in this industry for so long must have garned some wisdom and insider knowledge worth sharing. I hope you enjoy.

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ON THE WIND is presented by Forbes Yachts, the yacht sales professionals. Forbes Yachts sell the boats that allow you to effortlessly connect your passion for yachting to the sea, bringing your world one step closer to perfection. Visit forbesyachts.com to get in touch.

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ON THE WIND is also supported by Boat Doctor, powering life on the water. Boat Doctor designs high-powered, off-grid energy systems for boats, RVs and other off-grid applications. To find out more, go to boatdrusa.com.

Katy Campbell is a world-class sailor, groundbreaking entrepreneur, and one of my lifelong friends. A decade ago, Katy launched her sailing school ‘Sea to Sky Sailing’. Sea to Sky is now the only RYA-recognized training center on North America’s west coast, and Vancouver’s only school offering both cruising and racing programs, including a regular winter Caribbean race circuit which is where we recently got together to record this podcast. Google Katy, and the title: “Dinghy Sailor Turned Keel Boat Goddess” comes up. Yes, she really is a goddess, a wonderful friend – and as you are about to find out – a trail blazing source of inspiration for any of you who dream of carving your own adventurous path in this world.

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ON THE WIND is presented by Forbes Yachts, the yacht sales professionals. Forbes Yachts sell the boats that allow you to effortlessly connect your passion for yachting to the sea, bringing your world one step closer to perfection. Visit forbesyachts.com to get in touch.

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ON THE WIND is also supported by Boat Doctor, powering life on the water. Boat Doctor designs high-powered, off-grid energy systems for boats, RVs and other off-grid applications. To find out more, go to boatdrusa.com.

Matt Rutherford returns yet again to the podcast, this time from his outpost in the Philippines. It's always fun to catch up and shoot the shit with Matt, but this time I really wanted to hear about his near-sinking on a Caribbean delivery last fall. Matt talks through the entire ordeal, from riding out a gale with all the pumps running, to nearly losing the rudder out of the bottom of the boat, to ultimately his safe landfall in Bermuda.

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ON THE WIND is presented by Forbes Yachts, the yacht sales professionals. Forbes Yachts sell the boats that allow you to effortlessly connect your passion for yachting to the sea, bringing your world one step closer to perfection. Visit forbesyachts.com to get in touch.

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ON THE WIND is also supported by Boat Doctor, powering life on the water. Boat Doctor designs high-powered, off-grid energy systems for boats, RVs and other off-grid applications. To find out more, go to boatdrusa.com.

Jesse Terry is a normal guy — dad and husband, keeps a 9-5 job, lives in the city, etc etc, all that "normal" stuff. But he's decidedly not normal as a boat owner — keeping a classic wooden ketch in top condition with some friends and racing & cruising her up and down New England's coast and out to Bermuda. I talked to him about the contrast between his "normal" life and sailing life, what it's like owning a wooden boat and a recent heavy-weather Bermuda Race which saw a few major incidents at sea.

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ON THE WIND is presented by Forbes Yachts, the yacht sales professionals. Forbes Yachts sell the boats that allow you to effortlessly connect your passion for yachting to the sea, bringing your world one step closer to perfection. Visit forbesyachts.com to get in touch.

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ON THE WIND is also supported by Boat Doctor, powering life on the water. Boat Doctor designs high-powered, off-grid energy systems for boats, RVs and other off-grid applications. To find out more, go to boatdrusa.com.