Meet the Team


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.

Over time, Dean has shared his expertise and success with other insurance agents. In order to serve you better, Osborne Insurance Group, along with Foster Financial, and McKinney Insurance Agency have formed GLS Insurance Group. Together Dean Osborne, Tyler Foster, and Jon McKinney have almost 50 years of experience to bring to your organization. They specialize in churches, camps, private and charter schools, non-profits as well as home and auto insurance. We are licensed to sell insurance in 12 states, from Minnesota to Texas, Arkansas to Arizona. With GLS Insurance Group you can expect and will receive the best possible service for all your insurance needs.

Tyler Foster is no stranger to hard work and success as an Insurance Agency Owner. After earning a degree in Computer Information Systems from Missouri State University, Tyler entered the insurance industry representing a large supplemental health benefits company. He then advanced his career by representing one of the nation’s largest life insurance companies as a Sales Director. In 2006 he officially opened the doors to his own agency, Foster Insurance Group. He represented GuideOne Insurance and grow his agency by millions of dollars in sales volume, with over 200 churches and more than 800 families and other commercial clients; all served by a dedicated staff. In November 2017 Tyler officially partnered with Dean and Jon to form GLS Insurance Group. Together the three men serve 1,000s of clients across the Midwest and Western United States. Tyler lives in Springfield, MO and has been married to Dawn for over 14 years. He has two wonderful children. In addition, he is actively involved in ministries with South Haven Baptist Church as a Deacon, Sunday School Teacher, and Committee member. He also serves on the board of Hannibal-LaGrange University and 100Fold. He holds the industry designation of Life Underwriter Training Council Fellow (LUTCF) and serves with numerous other non-profit organizations in his community. Tyler is dedicated to enhancing the quality of people’s lives by providing the peace of mind that proper insurance planning provides. He strives to always match your wants and needs with the correct product and services he has to offer. He would love to work with you personally and work with your ministry to help achieve your dreams while protecting your pathway to reaching them. If you’d like to connect with him through your social media network, he’s active on Facebook & Twitter.

Jon graduated from Missouri State University in 2004 with a Bachelor of Applied Science and Business. Upon graduating, McKinney Insurance Agency LLC was opened and Jon as well as his staff started serving local churches and private schools in Missouri and Arkansas through risk management and insurance. Our agency intentionally chooses to specialize in not-for-profit and religious organizations.

We strive to have a relevant working knowledge of the insurance exposures that face not-for-profit and religious institutions in today’s litigious society. Being readily available and the “go to” expert for advice and solutions in these areas is an added value our clients enjoy.

Just like you, Jon and his staff are regular church attendee’s of their respective churches and have a vested interest in seeing ministries thrive and move forward. Our families and children as well as our church families are the most important things in our life and that is why we have chosen to serve the churches in our area with such passion and integrity.

We would welcome the opportunity to work with you and if desired, provide you with a few references of churches in the area that we currently serve.

Skye Allison

Skye has been in the insurance industry since 2002 and holds licenses in health, life and commercial insurance. Prior to his association with the Osborne Insurance Group, Skye was a full-time ordained pastor for over 20 years, serving churches in Kansas, Georgia and W. Virginia. In addition to his work with the Osborne Insurance Group, Skye serves with Marketplace Chaplains USA. Having served as a pastor for many years, he understands the challenges facing those of you in the ministry and can put that experience to work for you in designing an insurance plan.

Skye is married to his wife, Sharon, and has 3 grown children and one grandchild. They make their home in Ankeny, Iowa.

Alveretta - Appointment Coordination Manager

Alveretta is the appointment coordination manager for the McKinney Insurance Agency. Her expertise in marketing and sales have become a valuable resource to the agency since she came on board in 2013. She assists the agents in scheduling and maintaining appointments with new clients. Her skill set allows the agency to organize and facilitate all of our new client meetings weeks in advance. If you are a new client or potential new client, and wish to schedule a meeting, please don’t hesitate to contact Alveretta to make arrangements.

Josiah McKinney - Agent/Broker

Josiah was born and raised in southwest Missouri and attended college at Missouri Southern State University in Joplin Missouri. After college he moved to the east coast for a three years as a restaurant manager. He recently returned to help continue the growth of McKinney Insurance LLC which has been in business for over eleven years. The company has grown quickly over this time. Customer service, Integrity, and product knowledge are the number one priorities for the agency. Like all employees of McKinney Insurance, Josiah has a passion to serve his clients with honesty and a strong work ethic. He would welcome the opportunity to work with you and show you what sets his service apart from the rest.


Janet and her husband, Kim, live in Urbandale, IA. They have three children and four grandchildren who live around the globe from Nairobi, Kenya to Orlando, FL to Los Angeles, CA. Janet started her career as a nurse, and transitioned into a love for technology and administration, working for several nonprofit organizations in past years. She is excited to work in renewals processing with this great team of agents. Their standard of service allows her to continue her love of the challenge to provide the highest quality of implementation.

Connie - Customer Service Lead

Connie, originally born in Massachusetts, has now lived in Missouri for over 40 years. She and her husband David have been married for 39 years. They have four children and eight grandchildren! Connie is a licensed agent and the customer service lead within the Mckinney Insurance Agency. Her expertise involves all lines of insurance offered by the agency. If you have any questions regarding your billing or policy, please don’t hesitate to contact Connie.


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.