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Chasing Trail

Caleb Olson

I once read that I should write something worth reading, or I should do something worth writing about

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Substack
PricingOnly free issuesPublishesWeekly
Issues62Founded2 years agoLast Issuea month ago
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chasing-trail.com
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Latest Issues

UTMB Dreams

Dear Diary,

It’s the final week of December 2025. Wrapping up Week 4 with my new coaches, Brett and Brad. They’ve been great so far and I’m really excited to be working with them. We have an interesting 4 week block cycle going right now w...

a month ago
82
7

Speedgoat 50k

In 2021, Speedgoat 50k was one of the longest, toughest races I’d done in my life up to that point. I went into it tapered and excited. My first 100k, CCC, was going to be a month later and I thought Speedgoat would be the perfect test befo...

2 months ago
57
1

What it takes to win Western States

You’re at the front of the race you’ve been daydreaming about for years. Hitting potentially record-breaking splits. Blazing through the furnace that is the Canyons, charging across the Rucky Chucky river crossing, surrounded by encouraging...

3 months ago
82
4

Lonesome Dove

The epic journey of a couple of Texas Rangers and their cowhands navigating the challenges of the Great Plains to drive a herd of 3,000 cattle from the Texas-Mexico border to the unsettled, unknown, unpopulated promised land of Montana. Tha...

3 months ago
56
10

Race Week

Better late than never, let’s kick this season off with the Twisted Fork 30k!

I wrote this last week and had originally planned to do the 68k, but was waiting to publish it until I was sure about the race distance I’d do. After getting som...

4 months ago
48
4

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