About Us
Jeff and Shylea Wingard
Wolfpack Outfitters Inc. is owned by Jeff and Shylea Wingard.
Jeff grew up in Pennsylvania and came to Montana as a hunting guide in 1987. He graduated from Indiana University of Pennsylvania (IUP) and purchased a wilderness hunting camp in 1991. As the owner of Wolfpack Outfitters, Jeff guided clients on pack-in/backcountry elk hunts for 23-years - selling the hunting camp in 2014 and retaining the horseback ride/summer business. Jeff also operates Wolfpack Fencing and Painting (started in 2000) and offers home improvement and custom carpentry services for residential and commercial properties. He is an avid Steeler fan, enjoys archery hunting for elk and turkeys.
Shylea grew up on a cattle ranch in Ennis and has a Master’s Degree in Agricultural Economics from Purdue University. She handles accounting, client bookings, and is now a semi-retired guide and rides when needed. In 2016 Shylea started Bar 88 Consulting & Livestock - specializing in livestock production, ag business education and outreach, and grant writing for beginning rancher and community projects. Since 2021 she works full-time for the State of Montana in natural resources. When she is not working 2 or 3 jobs or traveling for work - she enjoys feeding and caring for the horses, cows, and meat goats. She often says "I will sleep when I am dead."
The Guides
GUIDE: Vance Wingard, started as a charming horse groomer and guide-in-training taking out the "kid rides". Now as a broke college student at Montana State University (Bozeman, MT), he returns home every summer to work for food and tips. In 2025, he self-promoted himself to "Head Wrangler". At MSU, he is majoring in agricultural education and hopes to be a high school teacher and coach.
THE HORSES --- We own all our horses. No leasing. Some of the horses are "legacy" as we raised them from Quarter Horses bloodlines Shylea's grandparents raised. Others are retired ranch or rodeo horses that have "been there/done that" -- branding, roping, moving cows, rodeo or 4-H. All are well trained and responsive - making them fun for guests to ride. We proudly say "there isn't a horse or a saddle in the string we would not personally ride".
THE DOGS –- As established clients know...it is not a true "Wolfpack" ride unless we bring “the Pack” -- Tucker / Bailee / Addie / Sadie / Ricci
We have offered Horseback Rides and Pack Trips since 1998
Enjoy the RIde!!
.... and your trip to Southwest Montana . There is so much to see and do - visit Yellowstone Park or historic Virginia City, Lewis & Clark Caverns, go floating, fly-fishing, or hiking. Relax and see why Montana is called the "Big Sky" state. Get in touch with your "inner cowboy" and learn all to know about "The Pack" and the Ennis, Montana area.
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