Jason McKinley


Jason McKinley, a licensed insurance and risk management professional, is the founder of Smart Risk Insurance Group. He specializes in multi-layered coverage solutions for small to middle market companies and affluent families. Typically partnering with clients who require an agency having a high degree of contract and coverage knowledge, along with the resources to utilize multiple regional, national and international carriers  while assembling insurance packages tailored to each clients specific needs. Additionally, all clients enjoy risk management advice, risk audits, claim advocacy and total confidentiality. 

Jason is a graduate of Coulterville HS, US Army BCT, Great Lakes Area I.B.B. Apprenticeship and the University of Wisconsin-Madison where he studied Labor Management. Prior to founding Smart Risk Insurance, Jason held various leadership positions throughout a 20 year career in the Industrial Construction sector before accepting a position for a national property & casualty carrier in 2017. 

In 2018 Jason received an industry award recognizing top performing agents based on client satisfaction and sales metrics. He has since earned the Transportation Risk and Insurance Professional designation and is currently continuing his education by pursuing additional designations.  

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In his personal time he is the proud father of two children, with the oldest married and serving our country and the youngest pursuing undergraduate studies abroad. When time allows he enjoys St. Louis Cardinal baseball, golf, fishing and hunting. Jason also supports several social initiatives with donations of time and financial assistance for select charitable organizations.

Kaylan Litteken


Kaylan Litteken is the Operations Director at Smart Risk Insurance Group. She specializes in personal lines insurance. She enjoys finding the perfect solution for families that gives proper coverage and also fits into their budget. Her goal is to show all Smart Risk Insurance clients that she works for them and will always be their advocate when dealing with their insurance needs.

She has a bachelor’s degree in Mathematics: Finance and Actuary from McKendree University. Education is extremely important to her, which is why she is constantly continuing her education and concentrating on product knowledge and customer relations.

She has worked in the insurance and finance industry since her graduation in 2013. She enjoys developing a working relationship with each client. She believes you should know and trust your insurance advisor to make sure they put your needs first and thoroughly explain the coverage options. Her experience and education have given her an advantage by being able to find the best options for each customer.

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She spends most of her free time with her husband and two children, ages 5 and 3. She loves all sports, whether it’s watching or playing them, but playing volleyball is her all-time favorite. She likes to travel and experience new cultures. She is  proud to say helping others is a passion of hers so she loves to volunteer when the opportunity arises.