Chasing Trail

Is Sharing Caring?

Another thinly-veiled food analogy

Jan 15 • Caleb Olson

55

12

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Meet the Team

Announcing Team Olson's 2026 lineup

Jan 12 • Caleb Olson

60

6

December 2025

One Million Feet

Normalizing vert

Dec 27, 2025 • Caleb Olson

75

16

30 Moments I Remember

Today marks 30 years on Earth.

Dec 14, 2025 • Caleb Olson

69

9

Hardrock will have to wait

Lining up 2026 plans

Dec 12, 2025 • Caleb Olson

72

11

November 2025

A Year of Chasing Trail

Plus some GPT100 recap. Thanks for being part of the journey!

Nov 21, 2025 • Caleb Olson

70

11

3

Let's Chat GPT100

AI could never generate a course like this

Nov 3, 2025 • Caleb Olson

86

10

2

October 2025

Going Pro

What I wish I knew before signing my first contract

Oct 28, 2025 • Caleb Olson

73

12

3

Beware the Patatas Bravas

The story of a man who loved food

Oct 5, 2025 • Caleb Olson

41

6

1

Homeward Bound

That's a wrap on this year's Euro season

Oct 2, 2025 • Caleb Olson

65

7

2

September 2025

Once more into the fray

Into the last good fight I'll ever know

Sep 21, 2025 • Caleb Olson

66

8

Muscle Memory

Learning from a baby and a goat

Sep 10, 2025 • Caleb Olson

71

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