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Showdown MontanaStill Going Downhill
Legends of Showdown · The George Willett years, 1973–2020
2013 Jesse Gregory at top of triple making call to the bottom
2013 Jesse Gregory at top of triple making call to the bottomGeorge Willett Collection

Jesse Gregory

Facility Manager — seventeen seasons, every department

Legend of Showdown
Born
1989, White Sulphur Springs
First skied at Showdown
the 1998-99 season, in the fourth grade
First worked here
lift operator from 2009
Years at Showdown
2009–
Positions
  • Lift operator, 2009
  • Rental shop, c.2010–2020
  • Lift supervisor, 2018–20
  • Maintenance crew, year round
  • The Edith, from the first day of the project, 2022
  • Facility Manager, from c.2024
Awards
  • Employee of the Week, 8 January 2020
  • Manager of the Year, 2020-21 season
  • Above & Beyond Award, 2021-22 season, with Bob Berland
  • Shimmer Award, 2022-23 season

In their own words


I was born in White Sulphur Springs in 1989. The first time I skied Showdown I was in the fourth grade, the winter of 1998-99.

I graduated from high school in 2008 and went to school in Butte for a while. That's where I first met AJ Korslien, through a buddy of his from Fort Benton, before he ever worked at Showdown.

In 2009 I went to work up there on the lifts. Jerry Solberg had retired a couple of years before, so I worked for Jay Zehntner. I ran a lift for one season, and then they moved me to the rental shop. I was in the rental shop about ten years, and by the winter of 2018-19 I was the lift supervisor too.

The rental shop was only the winter. I was up there year-round on the maintenance crew, and I've done pretty much every job on that mountain you can think of. I'm sort of a jack of all trades.

My first summer work was cutting trees, in 2011. The pine beetles had killed a lot of timber, much of it right beside the runs, and that spring we were out with chainsaws while there was still snow on the ground, dragging the logs down behind the snowcat. My brother Jamie was on that crew with me, with Ben Haugan, Spencer Paul and Dave Hunt.

Jamie and I are identical twins. One Labor Day, Showdown's Facebook called us the Infamous Gregory Twins. He was on the ski patrol. If you find a picture with one of our names on it, look twice.

In June 2012 a power line came down and threw sparks into dry timber. Spencer smelled the smoke and saw it first. He and Jake Parchen and I had the fire out before the Neihart Fire Department got there.

In August 2013 Ben and I took a chainsaw to a standing tree at the bottom of the Prospector chair and carved PROSPECTOR into it. We did it in a day. That was a good one. The next September I was on the crew that spliced the haul rope, with Jay, Jimmy Hoxter and Rob Hagus. In August 2018, when the double got a new motor, I helped the maintenance crew with the load test.

In January 2020 Showdown made me Employee of the Week. I'd forgotten all about it, parking spot, free lunches and all. The card said I came in as a rough, funny little scalawag and turned into a leader over ten years.

Katie Boedecker and Avery Gold bought Showdown that fall, and the first season under them I was Manager of the Year. The next summer we fed the crews fighting the Divide Complex fire. One morning we cooked breakfast at four for more than two hundred people with no power. I was in the kitchen for that.

When the old All Seasons Inn in White Sulphur became The Edith, I was on that project from day one. It opened in August 2022. These days I'm the facility manager, about two years now. I look after the crews at The Edith and at Showdown and make sure the work gets done. Some days that means I'm plumbing.

I've been at it about seventeen seasons. People ask me for a favorite memory. They've all been pretty good. I'm still thinking about that one.

By Jesse Gregory, Oct 13, 2026

Photographs


42 in the archive
2010 Jake Parchen, Jesssy Gregory, Sam Sulser,Murry Johnson, Zach Paddock
2011 Ben Haugan, Jamie Gregory, Jesse Gregory near snowcat hauling logs
2011 Ben Haugan, Jesse Gregory looking at logs snowcat hauling logs
2011 Jesse Gregory, Spencer Paul, Jamie Gregory taking break by truck
2011 Spencer Paul, Jesse Gregory near snowcat hauling logs
2012 Showdown Montana 19th Annual Labor Day Extravaganza Facebook Post from 09-04-2012
2013 Jesse Gregory chain saw carving sign out of tree of Prospector double chairlift-after
2013 Jesse Gregory at top of triple chair
2013 Jesse Gregory at top of triple making call to the bottom
2013 Jesse Gregory in summer at party
2013 Jesse Gregory in summer at party2
2013 Jesse Gregory top lift operator during summer event
2013 Kaleigh Willett, Jesse Gregory, Hurley Willett — Near the top of the Triple Chair
2013 Labor Day Extravaganza 2013 Facebook Post from 09-05-2013
2014 Jesse Gregory, Jay Zehntner Cable Splicing
2014 Jesse Gregory, Jim Hoxter, Jay Zehntner Cable Splicing 2
2014 Jesse Gregory, Jim Hoxter, Jay Zehtner Cable Splicing
2014 Rob Hagus, Jesse Gregory Cable Splicing
2014 Unknown Facebook Post from 04-03-2014
2014 Unknown Facebook Post from 04-03-2014
2014 Unknown Facebook Post from 04-03-2014
2014 Unknown Facebook Post from 04-03-2014
2014 Unknown Facebook Post from 04-03-2014
2016 Unknown Facebook Post from 07-26-2016
2019 Unknown Facebook Post from 07-17-2019
2019 Unknown Facebook Post from 07-17-2019
2019 Unknown Facebook Post from 07-17-2019
2020 Unknown Facebook Post from 01-08-2020
2021 AJ Korselin, Jesse Gregory, Frankie Feeback — Kings Hill Pass — Highway Cleanup Volunteer Crew Facebook Post from 06-24-2021
2021 Patrick Estes, Jesse Gregory — Kitchen — 2021 Fire Camp Facebook Post from 08-02-2021
2021 Jesse Gregory — Kitchen — 2021 Fire Camp Facebook Post from 08-02-2021
2021 Patrick Estes, Jesse Gregory — Kitchen — 2021 Fire Camp Facebook Post from 08-02-2021
2021 George Willett, William Gold, AJ Korselin, Jimmy Hoxter, Jared Burton, Kim Johnson, Bob Berland, Eryn Lansverk, Chris Quinn, Miles Klepper, Connor Klaue, S Facebook Post from 11-18-2021
Jesse Gregory, George Willett
2022 Jesse Gregory, Shane VanVlerah, Patrick Estes — The Edith — Edith Renovation Facebook Post from 06-21-2022
2022 Aaron Christianson, Chance Wade, Jared Burton, Hannah Patrick, Luke Jaraczeski, Jesse Gregory, Frankie Feeback, AJ Korselin, marshall korslien Facebook Post from 07-01-2022
2025 Jesse Gregory, Richard Baker — The Lodge Facebook Post from 12-31-2025
2026 Katie Boedecker, April Roth, Evan Clark, Jesse Gregory — The Bar — The Showies Facebook Post from 04-08-2026
2026 Katie Boedecker, Bradley Best, Luke Jaraczeski, Jesse Gregory, Seth Abbott, Trevor Porter, Amy Porter, Kianna Hobs-Dye, George Clark-Gold Facebook Post from 08-12-2026
2026 Trevor Porter, Kianna Hobs-Dye, Amy Porter, Seth Abbott, Luke Jaraczeski, Bradley Best, Jesse Gregory, George Clark-Gold, Katie Boedecker Facebook Post from 08-12-2026
2026 Kianna Hobs-Dye, Turbo Clark-Gold, Seth Abbott, Amy Porter, George Clark-Gold, Kat Ellis, Katie Boedecker, Bradley Best, Bridger Boedecker, Jesse Gregory, Facebook Post from 08-12-2026
2026 Bradley Best, Seth Abbott, Kianna Hobs-Dye, Trevor Porter, Amy Porter, George Clark-Gold, Luke Jaraczeski, Katie Boedecker, Bridger Boedecker, Jesse Gregor Facebook Post from 08-12-2026

All photographs of Jesse Gregory in the search →

Also


  • Built the PROSPECTOR sign at the double chair, carved from a standing trunk with a chainsaw in one day with Ben Haugan, 26 August 2013
  • Built on the haul-rope splicing crew, 4 September 2014, with Jay Zehntner, Jim Hoxter and Rob Hagus
  • Built The Edith, in White Sulphur Springs, from the first day of the project, 2022

Added by the people who were there