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TrailCon Sessions

TrailCon 2026 Sessions, in partnership with Freetrail, is proud to release 

the first in a series of five sessions recorded live at 

the 2026 event, with more to come!

Available September 24

Ahead of His Time:
A Conversation with Matt Carpenter

Before the sport had a professional class, before GPS watches and carbon-plated shoes, before trail running was a global industry — Matt Carpenter was setting records that still stand today.

Training at altitude in Manitou Springs, competing across disciplines and distances that most runners wouldn’t dare combine, Carpenter operated in a category largely of his own making.

Decades later, the sport is still catching up.

 

LINK TO FREETRAIL HERE

Full Schedule

October 1

Beyond the Miles: Rich Roll and Katie Schide

October 8

The Trends Reshaping Trail Running Participation, Culture, and the Marketplace
with David Callahan, Steve Holmberg and Jenny Tran

October 15

The Current State of Anti-Doping in Trail Running
with Travis Tygart and Tim Toleffson

October 22

The Great Debate: Should Trail Running Be an Olympic Sport?
Moderated by Corrine Malcolm with panelists Natacha Manchado, Francesco Puppi and Anna Gibson
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