S/V Impossible


On the transom of our boat, just below the name and hailing port, there is a picture of a mountain. I presume that the mountain is either Mount Everest or Mount Analogue. The former, because its original owner had been the first American to summit Mount Everest, or the latter, as it had much to do with the origin of the boat’s name: Impossible.


When we moved to Seattle following our big drive, Sheena went to work at the REI headquarters. Each morning she braved I-5 traffic and came to rest in front of the Whittaker Building, named for the company’s first full-time employee and longtime CEO, Jim Whittaker. REI began as a one-man operation in a cramped second story loft downtown, where mountaineers would congregate and order gear from Jim. And who better to sell them mountaineering equipment? Early in his career, and on the heels of Edmund Hillary, he became the first American to summit Mount Everest. Later, while waiting out a storm in his tent as he led the first American ascent of K2 in Pakistan, he stumbled upon the inspiration for the name of his future sailboat, which would later replace mountaineering as his passport to discovery and adventure.

early rei

whittaker on everest

The name S/V Impossible emerged not from the hardships encountered on K2, but rather from the pages of an old French novel. In Jim Whittaker’s memoir, A Life on the Edge, he explains:

“When you’re snowbound, unable to move because of avalanche danger, you lie in your tent desperate to read anything. Labels on clothes take on a new significance. Directions on how to prepare food become a good read. A book you’ve read a mere half-dozen times is a treasure. If you have a good, unread book, you are in heaven…or at least on a journey to somewhere beyond the tent. We had such a book, Mount Analogue, written by French climber-philosopher René Daumal. Published in the 1930s, it is a whimsical parable about a mountain higher than Everest and said to be the link between heaven and earth. It was undiscovered, so the story went, because it was hidden in a kind of space-time warp. However, a series of mathematical deductions had indicated that the mountain would be on an island, also hidden, somewhere in the South Pacific. A group of scientist-climbers set sail from France on a yacht named Impossible to penetrate the warp and find the magic mountain.”

monte analogue

Years later, aboard his very own Impossible, Jim set sail from Port Townsend to points south, making the Big Left Turn at the end of the Strait of Juan de Fuca on an around-the-world sailing expedition. On board were his wife, Dianne, his son Joss, and his other son Leif—author of My Old Man and the Mountain, and whose name still denotes one of our bilge pumps on the pilothouse instrument cluster.


Impossible is a 54-foot 1982 Bruce Roberts-designed steel ketch. Ketch—for those, like us, who are new to the life aquatic, describes a type of sailboat having two masts. The fact that there are two masts means that we have five sails at our disposal—a mizzen, main, two genoas, and a spinnaker. The sixth, of course, is the Iron Maiden: an 80 horsepower John Deere Lugger diesel engine that lives beneath the pilothouse, and which is the size of an adolescent rhinoceros.



She (and I guess she’s a she since this seems a non-negotiable trait assigned to boats by their captains) was constructed in a shipyard in Alaska, and then sent to Port Townsend to be fitted with a custom interior of mahogany and teak. The fact that our boat was built in a shipyard makes it rare among Roberts sailboats, which are most often built by individuals from a set of plans. It shows in the workmanship, and in the well-thought-out (and extensive) systems that live just below the surface. If the fuse panels and engine room are any indication, I will have my work cut out for me in learning the intricacies of the systems that make this boat tick. But if there’s one thing that should have become apparent after having observed my relationship with Nacho, it is that complicated systems are my joie de vivre.





Jim Whittaker came of age in the 1960’s when the world was embarking on all sorts of new frontiers. We had only just reached space, and the world’s highest peaks were virtually unexplored. When he returned from Everest in 1963, astronaut John Glenn, the first American to orbit the earth, famously made a toast: “To Jim Whittaker, the first American to summit Everest. And a chimpanzee didn’t do it before him!” A close friend to the Kennedys, he held Bobby Kennedy’s hand as he died and was a pallbearer at his funeral. He led the first American expedition to the summit of K2, and led the International Peace Climb—a joint Russian/American/Chinese expedition to Everest’s summit amid the tension of the Cold War. JFK called him a national hero.

hubbard medal from jfk

with RFK on mt kennedy

whittaker and rfk

life magazine 1963

Jim’s memoirs, which read like a Forrest Gump screenplay in which he finds himself entangled in a web of significant historical events, were written “in bursts, between watches at the helm and during our sometimes extended stays in the extraordinary places we’ve visited so far” while sailing around the world aboard S/V Impossible. But now the baton has been passed, and we will venture to do our best not to sully the writing desk of one of America’s great explorers and storytellers.

Near the end of his book, Whittaker talks about our boat and the hard decision to let it go.

“Back in Port Townsend, we had to make some big adjustments. While enjoying the cruising life, we would joke that we were ‘sailing around in our children’s college education.’ The years blew by and now college was around the corner. Our lives would necessarily be rooted on land for the next few years, and Impossible was built to sail the oceans of the world. So we sold our beloved boat and bought a small house, being unable to afford both. The saying goes that a boat owner’s happiest time is the day he buys a boat, and the second happiest is the day he sells it. That was not the case for us. We shed tears when the new owners stepped aboard Impossible.”

And while we feel for the man, we are nevertheless overjoyed to have stumbled upon Impossible and made it our home and conduit to new adventures; to join the cast of an ongoing Forrest-Gumpian epic.

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  1. johngo

    SO COOL that you bought the famous Whittakers sailboat! It’s funny, while I was reading your post from a few weeks back describing the boat, I kept thinking about the incredible sailing adventures that the Whittaker family had, and feeling some strange parallel. (I have heard Jim describe his boating adventures in a couple of different slideshows over the years.)
    It’s so wonderful you have this piece of history and adventure now in your hands, and all of your fans I’m sure look forward to the continuing saga.

    Comment by johngo on February 6, 2017 at 7:43 pm

  2. Kristin

    What a fabulous … coincidence ? If there is such a thing. I’ve followed your past adventures (in Nacho) online and am excited to see what happens next ! Also … I’m writing you from Santa Barbara, and my boyfriend is a sea captain (of the motorized type) for a local dive & adventure company called Truth Aquatics. If you make it down the coast this way, I’m sure he would LOVE to have a peek at your fine sailboat, and perhaps we could point you in the right direction for “parking” down here (whatever it’s called for boats ?), or offer some assistance, directions, whatever. Best of luck on this new adventure – the boat could not have come into better hands.

    Comment by Kristin on February 6, 2017 at 8:37 pm

  3. Mashoud Janjua


    You never cease to amaze me..period. I guess, you were always meant to do great things.

    You are an inspiration to an old guy.

    Always the best,


    Comment by Mashoud Janjua on February 6, 2017 at 9:04 pm

  4. LocoCoyote

    What can I say? Awesome…you guys rock!

    Comment by LocoCoyote on February 6, 2017 at 9:05 pm

  5. Rob

    Another home that moves & a home with a history. Nice!

    Comment by Rob on February 6, 2017 at 10:49 pm

  6. Mom

    As for your comment: ” . . . complicated systems are my joie de vivre.”— the term “complicated” is relative, right?! To me, a rubix cube is complicated! The mass of wires and gears and tubes and metal you pictured will be your puzzle, mastered with a zeal and with “relative” ease, no doubt!

    As always, I am so proud of you and Sheena. Anchors away!

    Written from your mom who ALSO has chosen to live in a “home that moves.” You are such an inspiration!

    Love you!

    Comment by Mom on February 7, 2017 at 6:30 pm

  7. ernesto

    Umm que bien, que bien…

    Comment by ernesto on February 7, 2017 at 7:49 pm

  8. Cathy O'Connell

    You are an amazing young family. I cannot tell you how much I enjoyed Nacho and was enthralled by your adventures and writing. Both of you are gifted there…
    I send blessings of safety and continued adventure and love your way! The “bucket list” when you reach my years, might be to settle!!!!!
    Power on!

    Comment by Cathy O'Connell on February 9, 2017 at 12:53 am

  9. Congratulations! I’ve been following you guys since 2012’ish and, along with the Bumfuzzles, you’ve been an inspiration for us. My wife, son, and I left the Seattle area in June (I retired from the Navy in Everett) and are currently traveling around North America in our Airstream–couldn’t talk her into a VW or Sprinter…yet! Anyhow, our original plan was for cruising off into the sunset on a sailboat (we have owned several sailboats over the years, including a 41′ ketch with two circumnavigations under her belt), but we changed our mind when our son came along (he’s now 6)…so cool that you guys are on Jim’s boat and learning the ropes. Small world moment: I shared several drinks with Jim at the Port Townsend Wood Boat Festival in 2009 and heard a lot of stories about his life and especially about his sailing adventures. You have no idea how envious I am! Best of luck!

    Comment by Jeff Sturm on February 12, 2017 at 2:59 am

  10. Brad

    What a cool story, Jeff. The more we poke around the sailing community, the more people we find who have a story about our boat. Thanks for sticking with us–maybe see you out there someday.

    Comment by Brad on February 15, 2017 at 3:52 am

  11. Silver

    I just came across your site – so awesome to read your stories and adventures.

    Comment by Silver on February 22, 2017 at 6:13 pm

  12. Sail Impossible Sail!!!

    Comment by CampFJ on February 23, 2017 at 12:02 am

  13. Congrats on the boat, what an amazing adventure you guys have had. I had read your entire blog but had dropped out once it ended. Hope you will restart it here.
    I will email you tomorrow about something I’m working on.

    Comment by George R Ferreira on March 14, 2017 at 4:12 am

  14. taylor

    Updates man!

    Comment by taylor on April 7, 2017 at 8:16 pm

  15. Mike

    Cool sailboat with interesting history!

    Where is Nacho?

    Comment by Mike on April 28, 2017 at 11:59 pm

  16. Rob

    been a while since we heard from you ? How’s it going?

    Comment by Rob on June 2, 2017 at 4:50 pm

  17. Chris

    How’s it going? We’d love to hear from you guys!

    Comment by Chris on October 13, 2017 at 6:38 pm

  18. Rob

    Still no news from you guys. We’re all waiting with bated breath!,,

    Comment by Rob on October 17, 2017 at 12:25 am

  19. Chris

    GUYS! It’s been a year! How are you?? How’s life on the boat?

    Comment by Chris on February 6, 2018 at 9:16 pm

  20. Mitt

    Hey! Are you guys thinking of heading to Whitehorse, Yukon? If “yes”, drop me a line.

    Comment by Mitt on February 14, 2018 at 11:02 pm

  21. Steve

    Very cool site and congratulations on your journey.
    I came here by way of a search looking for a heat exchanger for hot water aboard SV/Voyager. I managed to find the picture but not any information. If you would be kind enough to forward it, it would be appreciated.
    In the mid 1980’s I spent 2 years traveling America in a Van. A lifetime of memories. Thanks and all the best – Steve

    Comment by Steve on April 26, 2018 at 3:25 am

  22. Mom

    OK Brad—this is your mother speaking (listen to the tone of my voice. Ha!)! So many people want to know what the heck has happened to you since February 2017. See what you started? Such an inspiration to SO many people—including me! Drop a new post update. Yours and Sheena’s life together is amazing, and is always unfolding in surprising ways. Remember Vietnam? Denmark? Mexico? With children now? Sneak peak.

    Love You Guys Always!

    Comment by Mom on August 25, 2018 at 4:17 am

  23. Chris

    Listen to mom, brad.

    Comment by Chris on September 26, 2018 at 11:17 pm

  24. Chris

    2 years! We’d love an update, or a “we won’t be updating this site” post! I check back nearly every day hoping for something!

    Comment by Chris on February 6, 2019 at 5:14 pm

  25. I’m with Chris in the comment above. I still come back here once a quarter or so in hopes of finding some kind of update. I would love to know what happened with the boat…did it ever leave the dock? Did you go the way of the original owners? Decide to sell it and “buy a small house?” Why did you stop posting? Nacho was one of the first blogs I started following so long ago. I would love to know what decisions brought the blog to an end…

    Comment by Suzanne on May 19, 2020 at 6:17 pm

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