What’s the Best that Could Happen?

Giant cables holding up the Golden Gate Bridge, SF in the background.

Giant cables holding up the Golden Gate Bridge, SF in the background.

Yesterday, someone I haven’t spoken to for years contacted me out of the blue. They’d recently lost a spouse to a terrible battle with cancer, their kids are in college, and are in a major period of transition. Their dilemma: Whether to rebuild a business, or sell it all and head out for travel and exploration, either volunteering abroad or working overseas.

Shifts like these can be terrifying. With no clear path and certainly no easy choice, how do we make a decision? Just arranging our thoughts, with all the different influences and logistical hurdles, can shut down a flow of ideas. Sure, we can say, “What’s the worst that could happen,” and maybe it isn’t TOO bad. Yet we still come away robbed of our full potential.

I try to frame unknown outcomes a different way: What’s the best that could happen? That oh-so-simple tweak has amazing power! Instead of, “Well, what’s the worst that could happen?” think of that flipped 180 degrees. “Best case is that I find a fulfilling, rewarding path that enables me to shake out of this rut and discover something amazing about myself or the world.”

I know a gutsy lady who got on a plane to Prague from the U.S. to meet another traveler for a month-long, blind first date among the castles of the Czech Republic and vineyards on the islands of Croatia. Lots of reasons not to go, yet she did it anyway. I’ve seen positive thinking like that turn into magic when people put themselves out there and transform fear into personal power.

Middle of a redwood grove.

Middle of a redwood grove. (Humboldt Redwoods State Park, NorCal)

The unknown, that wide open horizon when we have many choices or available paths, is often paralyzing. And as if that isn’t enough, fear of being afraid limits action even more. Thinking from the stance of “what’s the worst that could happen?” can drag us down. The problem is that takes us instantly to a dark place, where the tendrils of doubt snake at our brains.

That kind of mental drama saps us of productive efforts to solve a confrontation or travel new roads. Robert Frost’s famous poem about taking the road less traveled, and that making all the difference, is the route of an adventurer. Perhaps…but there is more to it. Take the soul path, that route that most speaks to our inner core, and don’t look back.

I admit that taking the best case can be tough to implement. Fear is a badass opponent and wears many masks, tearing them off to reveal a freezing Medusa when we thought all was well. We still need to plan, and persevere, and fight through the obstacles we’ll encounter along the way. Every business, relationship, or trip has that honeymoon phase of syrupy sweet and then a valley of doubt at the bottom before we climb on out to the canyon rim to look back in triumph.

I didn’t always take this approach. It is still a conscious effort. To turn a best case mentality into a habit, I am constantly reminding myself to take the positive perspective. Not attaching to negative thoughts is hard, probably because trying to control them is far more difficult than just letting the thoughts flicker dully and subside, a fire without oxygen. Focus instead on the empowering thoughts, fanning that flame until our mind is ablaze with the bright possibilities of the future.

Lighthouse at Cape Blanco.

Lighthouse at Cape Blanco.

And often, life rewards us for bravery. That girl who went to Prague for a blind date? Well, that guy she flew to meet is me, and I’m lucky enough to be married to Chelsea because she saw the best case and went for it. The courageous path can unlock potential not just for us, but for those we encounter on that journey as well. We never know where it will go or whom we’ll inspire along the way.

To my friend who is contemplating next steps for their life: Whatever your array of options, take the best case for the possibilities. Mull it over, and then step out there courageously and be rewarded with the fruits of your awesomeness. Good luck on the journey! Seek something you haven’t done before. Do it now! And if you’re scared and excited at the same time, that’s a good sign. May your path be new, scary and exciting wrapped into one.

Why We’re Out Here – A Snapshot

Now that we’re on the road, I don’t want to just talk about the good stuff. After all, the best travel stories are tales of misadventure and discomfort. I can draw a dozen arrows of pain from my memory quiver that still stick in my mind: 14 hours into a packed night train ride in China, Chelsea and I get puked on by a cute little Chinese girl; feverishly ill in a hostel in Burma with MalariaTyphoidDeathFever, which I then give to my friend Eric, who shivers so badly on the plane ride out that he puts a plastic bag on his head to try to stay warm; getting frisked by overzealous Russian policeman knowing that my visa invitation is not legit, and that I’m couchsurfing illegally. You know what I’m talking about. Lost passports, unraveling plans, adversity. The “good” stuff!

All that said: Just so that my mom and dad don’t think traveling is all about suffering, let’s talk about today. It has not been one of those days where we wake up with a Chinese kid’s vomit in our ramen. Today is the wow-how-am-I-so-lucky day.

We woke up to a knock on the van door. Jamie and Evan, our amazing Santa Cruzian™ friends, had a breakfast spread of granola and fruit, buttery English muffins and hot cider ready to munch on looking out over the Pacific Ocean. Yes please, I will have some cinnamon roll too. Then Chelsea and Jamie head out to kayak, and I launch out the door on my mountain bike ride to explore Nisene Marks State Park, right at the bottom of their driveway.

Sunset reflected in the Sprinter. Parked for a few days!

Sunset reflected in the Sprinter. Parked for a few days!

Chelsea is aware that I’m typically an hour to three hours late returning from mountain biking. I’m a punctual guy, yet there is something about biking in the woods that extends timelines and washes away caring about time. Not this time, dang it. I give her a timeline – back at 12:30 – and head out. First phase is a solid eight miles uphill through gorgeous redwoods, and then a quick food break. While I’m there, I chat with three local guys out for a jaunt. “Hey, want us to show you around?” they ask. Yes please.

People who know me (hopefully) consider me a pretty fit guy. Does. Not. Matter. Turns out that Austin, Jeremy and Pete have bikes with rocket boosters on them. Or ate Velociraptor for breakfast and are ready to tear some legs off. We do a climb Jamie said would take me 40 minutes, but in 20. (Wait, I thought this was a good day?) I cease talking about five minutes into the climb and try to keep my tongue out of my spokes and my lungs from pushing my eyes out of my head. Repeat, about a dozen times in the next three hours. Biking is fun.

Mid-ride in Nisene Marks. You can barely tell I'm exhausted.

Mid-ride in Nisene Marks. You can barely tell I’m exhausted. Yes, it’s a blurry snapshot…

However! In between the hamstring-shredding uphills, which I secretly enjoy anyway, we snake through redwood groves on twisty single track that splits my face with a gigantic grin again and again. They tour me through hidden trails cut in way back in the forest where Ewoks chatter from the trees and deer scatter up narrow ravines. It is sunny and 65 and I haven’t a care in the world other than not losing my guides and spending two weeks lost in the wild.

Cut past the end of the ride. Late getting home yet again, only by two hours (sigh). I’m draining four glasses of a tasty berry smoothie while sitting in the warm sun with my shirt off watching birds hop around the yard. Our friend’s dog Cooper repeatedly brings me a ball, which I chuck over and over (who is the trained one here anyway?). I lie down on my back and close my eyes, soaking in the rays on my tired body. This moment right here is why we are on this trip. I know there will be periods of logistical headaches and unforeseen complications that stress us out. Yet as the red glow of a sunset darkens the sky as I write this, I know these snippets of awesome are the reason we are out here.

Now please excuse me while I go stretch my aching hamstrings.

Looking out over the Pacific Ocean.

Looking out over the Pacific Ocean.

Sunset composition.

Sunset composition.

 

Exploring the Bay Area

The last five days have been a whirlwind of visiting friends and exploring the Bay Area. A shift from the empty Northern California coast, and I was surprised by our reaction to the frenetic energy of the big city. I always am, but seem to forget! Portland doesn’t have that giant city feel that San Francisco, New York, and L.A. have, and I feel like a small-town Idaho kid wandering around gaping at horseless carriages!

Under the Golden Gate Bridge.

Under the Golden Gate Bridge.

One thing I noticed was that my focus to write was gone. Not sure why, but a few days in the city and the words just jumbled together. I have a few rough drafts sitting unfinished with threads leading everywhere, yet the ideas not quite coalescing into anything I feel good about publishing. Soon…

The famous Golden Gate Bridge, with San Francisco behind it.

The famous Golden Gate Bridge, with San Francisco behind it.

So for now, here’s a few snapshots from this week. Frenetic energy or not, it has been a fantastic time! Here are a few highlights:

  • Enroute from the coast, a trip to Wild Flour bakery near Bodega Bay. Best. Cinnamon. Rolls. EVER. We grab four giant rolls, plus some scones, to share with buddies in the Bay Area. Nom nom nom nom nom.

    Scones, cinnamon rolls and amazing bread. We got about four of everything. Gluten free we ain't!

    Scones, cinnamon rolls and amazing bread. We got about four of everything. Gluten free we ain’t!

  • Meeting Dave O, aka Graphite Dave, of Sprinter-Source.com fame. When we first got our van, an accessories company said, “Read his stuff. All of it.” So we did. This guy knows everything about vans and has written an amazing amount of helpful information. He’s our Sprinter Hero. And a super nice guy in person too. Oh, and his van is badass.

    Hanging with Graphite Dave, master of Sprinter-Source.com.

    Hanging with Graphite Dave.

  • Feeling cooped up in Oakland. Best way to fix that: a run! Charging past graffiti in the park, up rip-your-lungs-out steep hills into a neighborhood where private security details eye me like I’m wearing an orange jumpsuit. Views of the Bay Area stretch out in the distance and I instantly feel better. I love running in cities that I visit – such a fun way to explore.

    A cheery graffiti face on a bridge pillar seen on a run in Oakland.

    A cheery graffiti face on a bridge pillar seen on a run in Oakland.

  • Seeing old friends! Staying with friends Megan and Chris in their rad new home and hearing all about their adventures. Catching up with my friend Brian and checking out his awesome company, Makani Power, which makes big flying kites that operate as wind turbines with a lease tethered to the ground. So cool seeing what brilliant engineers can come up with. Dinner with Ryan and Kelly with their cmon-can-babies-be-that-cute new daughter. So great to see y’all!

    Great seeing you Brian, Megan/Chris and Ryan/Kelly/Kennedy (in the too-cute pink sleep suit).

    Buddies in the Bay! Megan is wrapped up like a nun to stay warm. And apparently I only take pictures with my hands in my pockets. Or maybe it’s just cold!

  • Back on the road bike! Haven’t been riding much lately with the cold weather and twisty Highway 1 as the option, so it’s fun to get out. Head out from San Francisco across the Golden Gate Bridge, dodging both tourists and glaring Lycra-clad locals, then heading up into the Marin headlands for a fantastic loop with a view of the bay and the city. It must be amazing to have that kind of riding straight from downtown SF!

    Mid-ride across the Golden Gate Bridge on the Marin Headlands loop.

    Mid-ride across the Golden Gate Bridge on the Marin Headlands loop.

  • After a night walk in the picturesque Mill Valley looking out at the valley sparkling below, listening to cars roaring by on a not-so-quiet road alllll niiiiight looong. Still figuring out this “where to sleep” thing. Van life isn’t always easy!
  • Exploring a different view of the Bay - through the pillars of the Golden Gate Bridge.

    Exploring a different view of the Bay – through the pillars of the Golden Gate Bridge.

  • Mountain biking! Hooooray. A coastal mountain bike shred looking out over the bay in China Camp State Park. Chelsea sees 19 turkeys along the way, and I scare about 16 bouncing deer. And drop my backpack down a 100 foot incline and do a little “hiking.”

    A coastal mountain bike ride at China Camp State Park in Marin County.

    A coastal mountain bike ride at China Camp State Park in Marin County.

It was a great city visit. That said, we’re on this trip for access to nature, so we decided to head south to get back to it! Writing this from Santa Cruz, with access to redwood-shaded singletrack for biking. We’ll be here for over two weeks! Seeing some great friends down here and then it’s our holiday location with Chelsea’s family.

Marin Headlands looking into San Francisco.

Marin Headlands looking into San Francisco.

I’m hoping for more room to write and relax, plus add a few adjustments to the van. I’ll be adding some LED lights, a muffler for the spaceship-loud heater, and another sliding drawer in the back. And perhaps learning to surf!

Cheers from Central California,

Dakota

P.S. I added an Instagram feed to the right sidebar. Check it out, or follow along @traipsingabout. I’ll add quick snap shots in there between posts.

Three Weeks on the Road – A Recap

This trip, like most, is comprised of snippets of awesome, wide swaths of normal life logistics and work, periods of discomfort, and peaks of hilarity and loving life. I’ve found it hard to fit in writing, photography, working, adventuring, and spending more time with Chelsea – all priorities for this trip – and so the quick update posts have lagged.

There are certain images from the last few weeks of travel that stick with me, however, and here they are. No particular order, just a brain dump with some photos to help tell the story.

  • Sunset and morning walks on beaches watching seals and birds frolic in the surf. Given the late season, we are so lucky to have had almost entirely blue skies to explore the beaches and forests of Oregon and Northern California.

    Exploring the beach.

    Exploring the beach. (Cape Blanco State Park)

  • Listening to Chelsea giggle hysterically – one of the best sounds in the world – when I pick her up by the elbow and help her skip on the beach.
  • Searching for great food amid the greasy spoon cafes and $$$-on-Yelp seafood restaurants. We are so spoiled by amazing cuisine in Portland. Bandon had some amazing grub (The Loft and Edgewaters), Trinidad had some great vegan food (The Lighthouse Cafe), Ft. Bragg had a great vegan breakfast cafe (Cafe 1), and Mendocino’s Good Life Cafe & Bakery with the best pecan pie everrrrrr, and a lifesaver on a cold rainy day.
  • Running solo on the Avenue of Giants through the redwoods on silent trails with just the sound of my breath puffing in the cold air.

    This one's for Margi. Stretching: an imperative part of anyone's exercise routine.

    This one’s for Margi. Stretching: an imperative part of anyone’s exercise routine.

  • Chelsea making me stop the van to help herd a frog out of the way. Me: “He’ll move.” “No he won’t. DON’T drive!” (At least it was in a campground and not on a highway…geez she loves animals.)
  • Reading a good book by a crackling fire with the wind howling outside. Loving the iPad and ebooks for this trip.

    On the beach near Crescent City.

    On the beach near Crescent City.

  • Getting a knock on the van door while parked at a visitor center in the redwoods. Why hello, Park Ranger. “Sorry to wake you.” (Huh? It’s 11:30 am. Is my hair that bad?) “We got a report that you’ve been camped out here a couple days.” Me: “Oh, we actually move at night. This is the only place in this park where I get reception for my wifi hotspot since I’m working from the road.” Problem solved – she was super nice.
  • Late-night dinner of mashed potatoes in a waffle cone in Trinidad, a tiny little town north of Arcata. That’s a new one!
  • A morning paddle in a canoe on a light work day. Slicing quietly through the water watching geese and then hiking through sand dunes to the ocean.

    Chelsea, the intrepid explorer.

    Chelsea, the intrepid explorer. (Point Arenas)

  • Freezing our butts (and fingers and toes) off. Mostly outside, but it is definitely tougher to keep a van warm when it’s 26 at night, even with a heater and insulation. Hooray for heating pads and a lofty comforter. We’re gonna make it!

    Chelsea knows how to stay warm in an ice age.

    Chelsea knows how to stay warm in an ice age.

  • With all the driving, plus no longer working at a standing desk, I can already feel my hamstrings and hip flexors contracting me into a Gollum-esque pose.
  • To combat the above, a candlelit evening yoga in Arcata for a welcome retreat from the cold rain outside.
  • Working from some seriously random locations. In no particular order: a rest stop, the passenger seat of the van going down I-5 while Chelsea drives, a variety of restaurants and coffee shops, a laundromat, the western-most point in the U.S., next to a 10-foot-tall seagull made from found plastic beach trash, on a dock, from a streambed in the middle of the redwoods, from an estuary watching cascading ripples of shore birds… Technology is a wonderful and empowering thing in some ways.

    Morning frost at the beach.

    Morning frost at the beach. (MacKerricher State Park)

  • Waking up every morning in the cozy cocoon of our van, often taking a second to recenter my compass and figure out where we are!
  • Driving at night on twisty coastal highways, yellow dashed lines rolling off into the distance. Deer grazing on the sides of the road, mice skittering across.

    Night driving.

    Night driving somewhere in the redwoods.

  • Overnight parking anywhere and everywhere. Our van looks more like a surveillance vehicle than an RV and it is easy to sneak incognito into a neighborhood, drop the blackout curtains and kick back in our house on wheels. As Chelsea’s mom innocently asked the other day when we mentioned all the vagrants and panhandlers in Arcata, “So, you just park on the street with all the other vagrants.” Yes, yes we do Linda. You must be so proud.

    From the 1930s, a 11-foot-diameter hollowed out redwood made into a camper van. Our Sprinter has nothing on this.

    From the 1930s, a 11-foot-diameter windfall redwood donated and made into a camper van by a guy who used the rig to spread the preservation message. Our Sprinter has nothing on this.

  • Listening to nature outside the van: crashing waves, rain on the roof (infrequent so far!), wind in the trees, ravens croaking, squirrels duking it out. It feels very up close and personal in a van. Not quite the exposure of a tent, but certainly not the protective moat feeling of a house.

    Hiking in the redwoods.

    In the redwoods prehistoric jungle. (Tall Trees Grove, Prairie Creek State Park)

  • Similar to above, connection to nature: instant access outside our van to hiking, biking, and exploring. This was a big part of our reason to travel in a van, as it saves the trip to get TO nature. Trade-offs, of course, since we don’t have the amenities of the city, but so far a very good exchange.

    Hiking in Tall Trees grove.

    Hiking in Tall Trees grove.

  • Tossing a football on the beach with a young kid from Kansas. I always run a receiving pattern when I see somebody with a football to see if they’ll throw it to me. Often, they do, though sometimes all I get is a wide-eyed “what are you doing?” stare.
  • Finding surprisingly great co-ops down the coast. Lots of bulk food without packaging, which is always hard to find in small towns.

    No packaging party in Crescent City, CA.

    No-packaging party in Crescent City, CA.

  • Silence: Turns out there is nobody around on the NorCal coast in the winter. Most hikes we do are totally alone. Quick story about solitude. Budget reductions in place, the road is closed to Tall Trees Grove in the redwoods. We grab mountain bikes and head out for the seven miles. No big deal. STRAIGHT down the mountain…down down down. It’s bad when you are dreading the ride up before you even start back up. Halfway down, a big black bear runs across the road in front of me. I crank on the brakes so hard hydraulic fluid sprays in my eyes. Or was that adrenaline?
    The hike is totally amazing, with tiny mushrooms sprouting everywhere and 300+ foot redwoods towering over us with a bed of dewy ferns and moss. Not a person to be seen with our wide-eyed stares of gratitude to have this scene to ourselves. The much-feared bike ride isn’t so bad – slow and steady out before it is totally dark. For  me, a  bad day outside in nature is better than a great one inside working on a computer. 

    We'll get outta here even if we have to leapfrog our way.

    We’ll get outta here even if we have to leapfrog our way. (Founders Grove, Humboldt Redwoods)

  • Only a few days into our trip, finding serious inspiration in the WashedAshore.org project and staying around to work on the project and getting to know the founder. They invited us to use their awesome cabin in the woods for three nights, a marvelous retreat. Thanks Angela and Frank!

    Puffin made entirely of plastic trash.

    Puffin made entirely of plastic trash picked up on the beach by volunteers. (Bandon, OR)

  • Talking to a 23 year old engineer above the beach in Bandon. He’s parked with the rear hatch of his Subaru open, dreadlocked hair waving, playing an electric guitar to the ocean. He’s there in the morning, and later when we bike through, and still there when we drive up for the sunset. “Dude, made $44 bucks today playing up here!” He graduated in June, packed his car and drove to Oregon. Two engineering jobs, both quick – “I can’t settle down man, not yet” – and just doing his thing. Homeless, with a world full of options. Nathan, I wish you well on your journey, wherever that takes you.
  • Getting up before dark to write while Chelsea slumbers away. Screen glowing in the quiet van, tick tick tick. My pen pal friend Pam challenged me to write more – she did 1,000 words per day for awhile – so I’m trying!Learning how to write.

I’m finishing up this post, which I started a week ago in the redwoods, from our cozy van in the Bodega Bay Dunes Campground. Clear, cold night, Modest Mouse on the stereo. Got a great run in earlier and then we posted up overlooking a rocky beach and I took a nap while Chelsea read. Saturday afternoons rock! We are headed to the Bay Area later this week to see some friends from college, which I’m excited about.

Contemplative moments abound.

Contemplative moments abound. (Cape Blanco, southern Oregon)

Be well and stay warm out there, wherever you are.

Dakota

Embracing the Hard Path

The foundation for the redwoods, covered with needles.

Floor of a redwood grove.

For a long time, I struggled with jealously and resented the success of others. I wanted the easy route to wealth, admiration and fulfillment. This colored many things in my life, rarely in a positive way.

The shift from jealously to inspiration began in early 2009. I had left my engineering job the summer prior and explored the Pacific NW and Canada rock climbing and cycling nearly every day for about six months. With dwindling funds and a mortgage payment, I needed to make money. The problem was that I had zero idea what I wanted to do, other than it couldn’t involve me going to an office and working for someone else.

As my insightful friend Alex Payne mentions in his great post on advice for someone wanting to work for or build a startup, some people create a business just to have one. For the money, fame, recognition, connections…not because they have an idea they’re passionate about, or a flaming idea in hell what to do with themselves.

I was the latter, and I sought the easy path. A friend and I worked on some tech-related business plans with proposed wow-that’s-a-mouthful names like TechasaurusRex and Techmopolitan. We then succumbed to the Siren Song promises of easy riches via a Multi-Level Marketing (MLM) company called Lightyear Wireless, then tacked on another one for good measure. ACK. Makes me want to gag just writing that.

That experience of a couple months was short-lived, as MLM’s usually are, and I felt dirty and manipulative every day I worked on that project. Not all are bad, but MLM’s often prey on the hopes and dreams of lazy wealth seekers, the down-and-out, and the uneducated, and I was casting about a lot at that point, desperate not to return to engineering heat transfer tables. Chelsea, ever my guiding light and the wiser of our union, immediately smelled stink and was against it from the start, and she was right. Luckily, I managed to escape with only the cost of an LLC license, a few Craigslist ads and a lot of time, but the hard-core shellacking to my ego took awhile to repair. Five years later, I still cringe and want to delete this entire section, and am sharing only because sometimes success looks so easy, with no obstacles, when indeed there are many.

I’ve come to believe there is no easy ticket for creating success. There is only putting yourself out there into the world in a positive, confident way to share the skills you have to offer and develop those you don’t. After that bitter MLM pill, building my business reputation happened client by happy client, and it has taken five years of hard work to get where I am now. (Parked in the Humboldt Redwoods, at this very moment.) There were phone calls with sobbing, stressed out home buyers late at night (one later took me and the Realtor out to an expensive sushi dinner for the hours of counseling), tough decisions, cold calls, presentations to build my business to groups of uninterested people. Hard. Uncomfortable. Honest. WORK.

Anyone who is successful has failures they use as stepping stones to step to the next level, hundreds of pages of torn up rough drafts, miles of training runs, and plenty of nights lying awake worrying about a disappointed client. The grass is always greener until you step in the cow patty two strides into the next field, yet backing up often results in getting snagged in the barb wire fence of your ego. It is so hard to stick to your guns, believe in yourself, and not jump from project to half-started-project when the headaches hit. Yet following that tougher path will motivate both your colleagues, employees and loved ones, to follow you to the bare, bitter end, so long as you have a plan and a vision. They will question you along the way, and should, but believe in you nonetheless.

Such is the path of those who create and push boundaries, whether their own business or at a company. And once you get there, achieve what you’ve dreamt of, many are doomed like Sisyphus to get bored and stale and start over, pushing the rock back up the hill only to look back over a shoulder at the bottom for new, bigger, more lopsided boulders that create a new, “fun” challenge. How much is enough, anyway?

These days, the tables have turned, and in a good way. Same as Alex, I get a lot of calls and emails from people looking to work for themselves who are scared to make the move. Health insurance coverage is a big one – I should write an entire post on that. Loss of camaraderie with co-workers. Fear of failure, which I think is often confused with fear of success – what if I achieve my dreams and show all the people who bet on my failure and want to keep me in a comfortable box where they know how to relate to me? Growth can scare those around you, make them jealous rather than inspiring them to push themselves.

And sometimes, as Alex mentions, you lose friends, health, and other valuable parts of your life because of work, whether you fail or succeed. “When you’re young, friendships feel like a renewable resource” was my favorite line from his post, and I absolutely believe that. It took me awhile to learn that, and now it drives my devotion to the amazing friend support structure I’m lucky enough to have. And support they do – not financially – but in myriad other ways we all appreciate when it happens.

I recall working as an engineer on a project, a new student dorm. It was Chelsea’s birthday. A document set, which would be revised the next day by the architects and waste all my work anyway, had to go out that day. There just wasn’t enough time, and we had dinner reservations for that night at a nice restaurant. The project manager wouldn’t let me leave – he literally stood over me, the sucker young engineer – until I finished it. I pushed back our reservation twice, with Chelsea rescheduling, and then had to cancel entirely.

This wasn’t the first time I’d had to work late, even getting home after midnight occasionally. “Work 50 hours per week minimum if you want to make partner,” was the mantra. When I finally got home, it was after 10 p.m. and Chelsea was all dressed up to go out, crying softly in the dark. My heart just about crumpled.

I gave my notice to the company soon after and haven’t looked back. It hasn’t always been easy, but for me, it has been the right path.

Wishing you all the success in the world,

Dakota


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Why We Traded Our Perfectly Nice House for a Van

People ask why we moved out of our home to hit the road in a van. A reverse American Dream in many ways, right? Stability traded in for the unknown, with all the headaches that traveling daily bring with it. And all the adventures, good or bad. Millennials, through and through!

The nuts and bolts of travel. Laundromats! Haven't been in one of these for ohhhh 15 years? They have wifi now! A great office. :)

The hidden nuts and bolts of travel. Haven’t been in a laundromat for ohhhh 15 years? They have wifi now!

I don’t have a clear answer to this. We are transitioning from holding down the fort, as Colin Wright writes about. After seven years of hard work in Portland, we’ve laid a strong foundation of people, place and work to stretch from, to push some boundaries and explore for awhile.

Somewhere along the way, perhaps life just got too easy? In our 1st-world-problems life, a nice home became merely another thing to maintain, a big time-suck of a residence only to have a place to sleep at night. I feel like I know only what I experience, so time for a new challenge and changing horizons. Plus, we host people constantly at home, and now we’re coming to visit!

Crescent Beach on the Coastal Trail in Northern CA.

Crescent Beach on the Coastal Trail in Northern CA.

The counterpoint: exploring the Beginner’s Mind. Chelsea introduced me to this long ago and describes it as approaching everything as if experiencing it for the first time. Why am I not content waking up in the same place every day and just being, not doing.

As my mother, a Buddhist, likes to say, “Wherever you go, there you are.” I’m different every day based on experience from the day prior, so my relationship with my surroundings and the people around me is fresh and new. I recognize this “moving on” could just be running from something, yet I don’t have a grasp as to what that is, if anything. Is it just who I am, or a deeper sense of dissatisfaction I can’t pin down?

This post doesn’t aim to address THAT Pandora’s Box – that’s going to take some additional writing and thinking to sort out! I identify with Rita Golden Gelman in that I don’t feel like I’m running away, but rather toward something greater – adventure and discovery. Personal growth, at the very least.

My Beginner's Mind coach, my lovely wife.

My lovely wife.

One truth about me: I’m bored if I’m not learning, exploring, tweaking my systems, or pushing new limits. It’s just who I am. I reset my equilibrium quickly at whatever level of success I attain, so my happiness is often temporary. A challenge becomes routine with boredom leaching in. Time to “get on the cushion” to meditate, as my parents might say.

Whatever the reason, I’m living in 72 square feet because I can’t imagine living in 1,800 square feet. Or doing the same bike rides or runs that I’ve done 150 times prior over the (occasionally rainy) Portland winter. We have no children, our fantastic in-laws graciously are watching our cat (thanks guys!), Chelsea is freed from work and able to be our Ambassador of Fun, and my business allows me to roam while working remotely.

Now is the time to explore for so many reasons, and I feel like we have no excuse NOT to go somewhere. And as a cherry on top, it isn’t even hurting my current or  future business prospects in the way shutting everything down and disappearing for a long period of time would be. Though hanging out at the beach below without a cell phone sounds pretty nice…

Sunset at Haystack Rock on the Oregon Coast.

Roaming’s reward.

One thing I feel the Holding Down the Fort article doesn’t discuss is that there are phases to it. His view comes across as black and white – either you are Barracks Stormer or a Fort Defender – whereas I see periods where you can push boundaries in business, yet live in the same place, and vice verse. Opportunity to explore spiritually while business and physical location are the same probably fits in there too, though I don’t feel qualified to comment on that!

Black versus white.

Black and white.

Whether they are boundaries of borders and new places, or ways of doing business through a new lens, I’m certainly inspired to push limits and create. If we were all revamping systems at the same time, the world would be UTTER FREAKING CHAOS. We need people in different phases of their lives and careers bouncing back and forth between Fort Defender and Barracks Stormer. Right now, I’m in the latter phase for awhile, and I suspect that pendulum will take the long slicing sweep back the other direction eventually. But for now, I’m enjoying working next to an amazing bird watching marsh outside of Arcata in Northern California on this sunny, windy day.

View from the office window bird watching outside of Arcata.

Office for the day.

Here’s to deep, happy satisfaction wherever you are right now. I’m aiming to enjoy this moment, which soon will be a lunch break hike around the marsh watching coots and Northern Harriers duke it out in their Fort!

Lunch time birding watching in Arcata.

Digital Nomad Life – Tools to Work Remotely Instead of Sitting in a Cubicle

A day in Grand Teton National Park. Verizon signal throughout most of the park!

A day in Grand Teton National Park. Verizon signal throughout most of the park!

Ten years ago, there is no way I could travel so often. I’d be a stationary desk jockey, working from the same location every day.

LUCKILY, it’s the 21st century and technology is on my side. I’m an early adopter of new tech, and I’m frequently testing new systems, devices, and online services attempting to streamline my life. There is always a period of adjustment trying new tech, but a few years of tweaking and those lifestyle-design enablers are in place and working for me like enterprising Binary Gnomes.

(Side note: If you don’t already run a business you can operate remotely and are looking for ideas, check out my friend Sean’s awesome post. He’s not selling bullshit multi-level marketing gimmicks, and these projects will take actual work, but they can help you create a true digital nomad life if that’s your goal.)

The benefits of working remotely totally transformed my life. Instead of hanging around the office water cooler, the last 1.5 years included:

  • An eight-month road trip in our camper van to mountain bike the best trails in the western US
  • A 4,000 mile unsupported bicycle tour from Washington to Maine
  • Big city living in Manhattan for a month (we saw seven Broadway shows!)
  • An extended Spanish language immersion course in Tulum, Mexico
  • Exploring the islands and jungles of Belize (I updated this literally swinging in a hammock with a view of the Caribbean)

I always get questions on how I’m able to work remotely, so here’s how! I’m leaving out industry-specific items and focusing on tools that would work for any business.

The Tools

  1. First, and most importantly: a wifi hotspot – This handy-dandy device runs off a standard phone network and provides wireless internet wherever you might be. I’m using the tethering feature on my iPhone these days, which turns it into a hotspot. In the past, my hotspot was a Verizon MiFi Jetpack 4620L with 5gb of data per month.
  2. iPhone and Laptop – everyone has these!
  3. Power source – gotta have this! We have 200w of solar on the Sprinter, which then routes through an inverter (to switch from DC to AC current). Easily enough juice to power laptops, not to mention all the other accouterments of a working road trip like an espresso machine, foot massager, and indoor fountain. Ohhhh, if only life were that good! When we bike tour, I use the Goal Zero Venture 30 power pack, which keeps everything charged up.
  4. Google Apps – I power the back-end to my email, calendar, documents, and chat with Google Apps. It’s very affordable, ties most daily functions in seamlessly together, and I’d be a wandering hobo in the desert without it. (As compared to a hobo in a van with it?) My team and I email all day, update shared Google Docs, and chit-chat via Google Chat yet rarely speak on the phone. And it works great!
  5. Dropbox – this is my favorite file sharing service. I share a folder with every new client, and also have a main directory that I share with my team. It automatically keeps everything synced to both computers and to the web, plus backs it up. It also avoids having to email secure info or big attachments.
  6. Echosign (now Adobe Document Cloud) – many people assume legal documents need to be signed in person. Nope! Almost everything, thanks to President Clinton back in the late 90s, can actually be signed electronically. Echosign delivers clearly labeled electronic documents that are easily signed. I L-O-V-E electronic signatures for avoiding missed signatures, hungry fax machines eating client documents, and other technical difficulties.
  7. Efax – an old standby at this point. Instead of sending/receiving faxes, it’s just delivered to your email inbox. I use MyFax, which works great.
  8. Youmail – this is a great FREE visual voicemail service that allows custom voicemails (a fun, or annoying, way to let your friends and colleagues know you care) and also lets you receive voicemails as emailed MP3s, which is great for someone like me who filters, labels and saves all emails for reference later.
  9. Boomerang for Gmail – a helpful productivity tool that allows you to schedule when you send an emails, or set up reminders related to an individual email. This is now built into Google Inbox, which I started testing in November 2014. (Not endorsing it yet.)
  10. Toggl – time tracking software. I track all my time down to the minute as a way to maximize productivity. Since I started using this a couple years ago, my work hours have decreased by over 30% as I nixed the stuff that was wasting my time and not producing revenue or satisfaction for me. Classic Pareto simplification – someday, I’ll write a post on that.
  11. Skype – the old standby online phone and chat system. Great for hearing impaired clients (the chat feature), and then the voice/video feature for those times when you can’t get a cell phone signal or you or the client are overseas. I can run this on wifi while showing my cell phone number so I’m not calling from an unknown number. Working from Mexico or London much?
  12. Freescreensharing.com – a great tool to run tutorials remotely. I use this to train employees on the tools mentioned above.
  13. The Secret Weapon – I use this to keep track of everything in my life. Here’s the full write-up for how I use it. Can’t recommend it enough. In short, it’s Evernote paired with the Getting Things Done method. It’s the one thing I recommend to people who want to streamline their lives and knock off bucket list goals.
  14. Cozy.co – this free, handy rental management service helps us keep our passive income more passive. A simple, efficient way to screen tenants and arrange payment for rental properties. Check out my blog post about them.

The Mindset

Technology doesn’t solve a damn thing if you don’t apply some mental juice to why you’re doing a task.

Put another way, being efficient gets you nowhere if you didn’t effectively choose the project. For instance, I could have figured out efficient ways to attend final document signings with my clients. Instead I tested not attending them at all, which worked fine. A magic gift to myself of 5-10 hours per week (!) freed up simply by asking the right question. That’s a day per week mountain biking instead of sitting in a conference room.

In the end, it’s about having a choice about how you spend your time. Whether it’s time off or space to focus on bigger, higher value-added efforts for your business, the below items put you in command and allow you to be in control, not just be a harried self-employed person. Ask yourself this: are you running your business or is your business running you?

Here are some of the things I’ve learned that made me more effective.

1) Be willing to let some clients go

It took awhile, and still is painful every time (progressively less though), but you can’t work with everyone. And you don’t want to.

For my work, some clients want to sit down and meet in person. I have all the online tools to make this unnecessary in a purely practical sense, yet completely understand when this is a request. It’s one of those trade-offs. Lose some revenue, gain some inspiration and happiness points working remotely. (GDP ain’t the only measure of one’s success in life.) For me, flexibility trumps gross revenue.

2) Don’t do it all yourself

Hire people, even when you don’t think you can afford it! Trust that your freed-up time will yield benefits. Hiring my first employee was one of the scariest things I’ve ever done, and one of the best. (HOW to hire amazing people is another subject entirely! I’ve been blessed with fantastic people joining my team.)

Don’t want to bring someone on payroll? No worries. I’ve outsourced via UpWork.com and Toptal.com; both are great for temporary workers to save you time or crank out a project you can’t do yourself. (Kevin Kelly, founder of Wired Magazine, says his advice to himself at 20 would be to hire out projects whenever possible.)

3) Challenge yourself to see how little you can be involved with your company

Initially, it was all me. Then I cranked hard on the 80/20 Pareto lever using #1 above.

Over the last year, my goal was Pareto squared: 4% of the hours while still making 64% of the revenue compared to doing all the work myself.

I challenge you to do the same.

At 30 hours a week, it’s hard to find the mind space to really create. At 2 hours a week, time in spades floods in and allows you to create, connect and envision your next challenge or contribution to the world.

And that’s not to say you can’t work more when you want to – it’s all about creating choices for yourself. Even hedge fund managers with billions in their funds use the Pareto principle. It’s all about being more effective with your time.

4) Have confidence that following your inner compass results in everything working out, even if it doesn’t seem that way at the time.

This is probably the most important. Ping mentors and close friends for their opinions, but trust your gut. Change leads to dislocation, which is always uncomfortable. And that’s where the good stuff is.

For me, the simple lens through which to view work is this: does it contribute to living the life I seek? There are periods where busy work and boring projects are required, but focus on a long-term goal, while appreciating what you’re building at the moment, and power forward.

In the end, ask yourself whether you’re building an intentional life that allows you to pursue goals that make your heart sing. If you’re doing that, life is good.

Anybody out there use anything not mentioned that I should know about? Shoot me an email or a telegram, or comment below. I’m always interested in learning new tricks.


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