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A 100 Mile Challenge in the High Cascades
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A 100 Mile Challenge in the High Cascades

Jul 13, 2017

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A 100 Mile Challenge in the High Cascades
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At 5:30 tomorrow morning, I’ll pedal off on my mountain bike (along with 350 other lunatics) to race 100 miles. The event, High Cascades 100, traverses some of the best trails around Bend and climbs about 10,000 feet in the process.

It’s the culmination of months of hard training. I’ve put in the time and am confident, but feel excited, a bit nervous, and ready to ride!

I’ve never raced mountain bikes before, so starting small with a mere 10 hours of pedaling is just the ticket. HA. At least I’m consistent, since that’s the same way I jumped into bike touring - “hey, let’s ride across the US!” or started a business - “I’ll leave engineering for finance and fake it ‘til I make it!”

Registering for High Cascades was partially a reaction to landing last fall after three years on the road. Both Chelsea and I were tired of constantly saying goodbye to friends and wanted to park it in a cool outdoorsy town, but that glitzy sparkle of long-term travel was hard to shelve. A goal months down the road was just the ticket, so I woke up Thanksgiving Day and signed up for the race, ran a 10k event, then ate myself silly.

Nearing the end of a long, hard ride with my MTB crusher friend Paul.

If I’m honest with myself, I’ve coasted a bit the last three years. With my business running nearly on auto-pilot and the open road in front of us, it was easy to live in the moment and enjoy myself. Sure, we did some big bike tours, volunteered at Farm Sanctuary, saw stunning places, and I blogged frequently - but that’s for fun. I wasn’t elbow-deep in any projects with a long view.

For five years prior to 2013, I’d focused on chasing greenbacks. I worked like a tornado, spinning in one place until I realized I needed to think about something - anything - other than work/business/making money. Thanks to my supportive and adventurous wife, that led to travel and a focus on creative projects. Blogging, photography, video: all were intentional projects with no revenue model in mind. I’m no expert in any of them, but can now produce work that I'm proud of.

Still, I’m not the type to sit around and relax. After the dust from High Cascades settles (and my legs stop hurting), I’ll need a project to set my sights on. This time around, it won’t be a purely physical one. I’m feeling the desire to make something, be it a business, a creative work, or a service for others. (Don’t get me wrong - my bucket list continues to grow. The 670 mile Oregon Timber Trail, yessss!)

Camped out after a great day in the mountains.

I’m currently intrigued by the intersection of the athletic/plant-based movement, which is gaining more steam every day. The desire to create a documentary still lights up my ambition circuits. All it takes is commitment and daily effort. Waiiiit a second...just like getting up with tired legs and heading out for a training ride when I’d rather sit at home and read a book.

If I can train for a race by riding a bike like it’s a part-time job, why can’t I apply the same long-term, sustained effort to a project? The possibility of failure is no excuse, since racing and creative/business efforts are fraught with peril. Time to buckle down.

These ambitions will swim in my thoughts tonight, though I’ll dream mostly of singletrack and logistics for the race. Speaking of that, where is that spare water bottle? I should probably snap this laptop shut and go tune up my bike. Tomorrow’s 4 a.m. alarm is chiming soon, so au revoir and wish me luck!

A beautiful day in the Ochoco Mountains NE of Bend.


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By Dakota Gale
A newsletter about reclaiming creativity, ditching tired personal paradigms and learning new skills...even as a *gasp* adult!

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