Our Company

Outdoor Insurance Group (OIG) was formed to help professionals in the Outdoor Recreational Industry find the insurance protection they need. Our goal is to be your comprehensive agent helping you manage all the risks you face.

Whether it’s general liability exposures, workers’ compensation for your employees or coverage for special events, we are prepared to provide the protection you need at the right price.

Our Leadership


glennGlenn Sudol

President of Outdoor Insurance Group

Glenn is the past President of Gillingham & Associates, Inc. and was a Senior Underwriter at Gulf Insurance Group and Vice President of Underwriting at Philadelphia Insurance Company. He has held the designations of Certified Risk Manager and Certified Insurance Counselor.

As President of Gillingham & Associates, which served as the administrator of The Great Outdoors Insurance Program; a specialty program providing property & casualty lines for outdoor recreation risks, Glenn added hands-on knowledge of the outdoors and classes of risk underwritten in the program. Glenn was responsible for drafting the underwriting guidelines and rates for many of the successful classes that make up the Great Outdoors Insurance Program. Classes written include RV Parks and Campgrounds, Outfitters & Guides, Guest Ranches, Destination Resorts, Hunting & Fishing Lodges, Rod & Gun Clubs, Hunt Leases and Hunting Preserves.

Our Staff


Our staff are experienced, professional insurance specialists. What makes them unique, however, is that they are also outdoor enthusiasts. When you talk to one of us about your needs, there is a good chance that we have personally participated in the activity for which you are trying to get protection.

michelleMichelle Jaramillo

Agency and Operations Manager

She brings over 15 years of experience to us in the insurance field. Her insurance career began in personal lines with State Farm Insurance in 1999 and evolved working her way into other areas from underwriting to commercial lines producing/customer service. Michelle enjoys camping, fishing, hunting, and spending time with her family in her free time.

Cindy-1-final-200x300Cyndi Dewey

Cyndi is a Colorado native raised in Steamboat Springs, CO. She grew up loving the outdoor experiences that go along with living in such a beautiful mountain area. Her education and career have been in the field of dentistry as a dental hygienist, but she enjoys the variety of 2 jobs at this point in her life. She is the “Girl Friday” in the office working primarily as the receptionist, but doing whatever the staff is willing to delegate and train her to do.

Brian Stevens

Brian grew up hunting and fishing the woods and streams of southern Wisconsin. He spent 14 years teaching middle school and leading students on outdoor adventures, like hiking and climbing trips in the Tucson area and high country hut trips around Vail, Colorado. He also “worked” for seven summers as a fishing guide in the Colorado mountains. He loves to enable people to host and play in the outdoors, from outfitters, to B&B owners, to walking tour guides. On his days off, Brian loves to travel, camp, and explore the rivers and trails of the Rockies with his wife and two young boys.

Stephanie Skinner

Stephanie is a Colorado native, but raised in Riverton, WY in the Wind River Valley. She grew up loving the outdoors, hunting and fishing with her family. In 2010 she started to pursue professional MMA, which brought her back to CO. Stephanie had a six year career in the water restoration industry where she worked her way up from an entry level tech position to a management. She made a seamless transition into insurance January of 2017 and has been working to learn the industry. At OIG Stephanie is an Account Executive maintaining accounts and servicing customer needs.

The Trusted Source for Outdoor Recreation Insurance

Contact 1-888-683-7808 for your insurance needs. You will be treated the way you treat your clients…with enthusiasm, respect and a desire to see them succeed. Contact us now by clicking here.