Chasing Trail

Ptarmigan Traverse

A story of a big day taking a long time

Mar 9 • Caleb Olson

33

3

February 2026

WorldTour Trail Team

Envisioning trailrunning as a cycling team

Feb 24 • Caleb Olson

61

10

3

January 2026

Is Sharing Caring?

Another thinly-veiled food analogy

Jan 15 • Caleb Olson

55

11

1

Meet the Team

Announcing Team Olson's 2026 lineup

Jan 12 • Caleb Olson

63

5

December 2025

One Million Feet

Normalizing vert

Dec 27, 2025 • Caleb Olson

76

16

30 Moments I Remember

Today marks 30 years on Earth.

Dec 14, 2025 • Caleb Olson

70

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

74

12

3

Beware the Patatas Bravas

The story of a man who loved food

Oct 5, 2025 • Caleb Olson

41

5

1

Homeward Bound

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

Oct 2, 2025 • Caleb Olson

65

6

2