Helena Hundred - Directors Cut Kyle Osborne

About this episode

Kyle Osborne shares the origin story and challenges of creating the Helena Hundred ultra marathon.

We’re heading to Montana to unpack the origin story of a rewarding ultra in the West: the Helena Hundred. But this isn’t just a race recap—this is about vision. About guts. About what it takes to dream up a 100-mile event. Joining us today is Kyle Osborne, the race director and founder of the Helena Hundred. He’s here to share how it all came together—from the early map scrawls and solo scouting runs, to the permits, the planning, the trail work, and the sheer chaos of race weekend. We’ll talk about the community that rallied, the obstacles that nearly shut it all down, and what it means to build an ultra that’s as tough as it is transformative.

People in this episode

Hosts: Mason Boswell, Jorie Boswell

Guest: Kyle Osborne

Topics covered

• ultra running
• race planning
• community building
• event management
• Montana

Keywords

• Helena Hundred
• ultra marathon
• race director
• event planning
• Montana

Mentioned in this episode

Places: Montana

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