Dean Osborne

Owner / Principal In 1994, Dean & Kathleen Osborne started the Osborne Insurance Services, Inc. which later became known as the Osborne Insurance Group. Operations began in Iowa, but soon expanded throughout the Midwest, offering quality products and service to churches, camps and Christian schools. Dean is certified through Cambridge University’s prestigious Risk Management program taught by eminent professors and authors Hammar and Cobble. Dean and his staff have served in full-time vocational ministry, understanding the daily experiences, stresses, and opportunities that ministries face.

Skye Alison

Commercial Lines Advisor Skye has been in the insurance industry since 2003, holds an Advanced degree in education and done post grad work. Prior to 2003, Skye was a full-time ordained pastor for over 20 years, serving churches in Kansas, Georgia, W. Virginia and Iowa. He also served with Marketplace Chaplains USA. He understands well the challenges facing those in ministry and human services. He puts that experience to work for you in designing an insurance plan that meets your Risk Management needs. Skye is married to his wife, Sharon, and they have 3 grown children and three grands. They make their home in the Kansas City area.

Londa Crigger

Website Content / Marketing Manager Londa was born and raised in northwest Iowa and graduated from college with a bachelor of arts degree in elementary education. Londa, her husband Cody, and their four children live in West Des Moines, Iowa. They enjoy spending time traveling to National Parks and Ball Parks and serving in their church, Soteria Des Moines.

Lindsey Miles

Social Media Manager / Influencer Originally from Springfield, Missouri, Lindsey excelled through college as a scholarship athlete and graduated with a Communications degree Magna Cum Laude from Drury University. After holding several leadership positions in marketing, sales and communications related fields, Lindsey has turned her talents to the world of Digital Media in recent years and provides excellent insights into the emerging and ever-changing world of social media and digital marketing for GLS. An avid fan of travel, photography, fashion and dogs, Lindsey spends her leisure time making the most of time with family and friends wherever she is!

Rita Charlton

Customer Service Representative / Database Management Rita has an Associate of Arts Degree and has worked various jobs while being a wife, mother and grandmother. Currently, Rita is the renewal processor for GLS Insurance Group. She and her husband, Randy, have three sons, three daughters through marriage, seven grandchildren, and one foster grandchild.

Randy Charlton

Database ManagementRandy spent 26 years in full time ministry as a pastor in Iowa and Minnesota. Shortly before leaving full time ministry, he put the 30 years of computer experience he had gained into working for GLS Insurance Group. Randy and his wife, Rita, have three sons, three daughters through marriage, and seven grandchildren.