Our Leaders

Jason Bukowski

Sales Executive | Partner

Jason works in commercial lines and employee benefits for all commercial industry, with a focus on several niches, including Franchise Truck and Franchise Auto dealerships, Public entities, Cities, Towns, Municipalities and School Corporations. Jason has established and maintains client relationships in 9 different states.


Working closely with business owners, as well as supervisors and managers, Jason brings a proactive approach to risk mitigation and claims avoidance. This approach helps Jason identify any gaps in current coverage, but also aids in premium stability and savings. His experience in the Employee Health Benefit marketplace, allows Jason to strategically help employers through the complications of Healthcare Reform and the rising costs of healthcare.


Jason came to Shepherd Insurance in September of 2011, bringing with him five years of experience with Farmers Insurance Group in Indianapolis, both as a producer and company representative, and one year with SIHO Insurance in Columbus, IN.


In August 2015, Jason graduated from the NADA/ATD Dealer Academy program, making him the first insurance representative to graduate from this program out of more than 700 alumni. These unique experiences allow him to better understand the operational challenges that lie within franchise truck dealerships and solutions to common dealer issues, while establishing relationships with future truck and auto dealer clients.


Jason currently resides in Seymour, IN with his wife Andrea (Ude) and two boys Eli and Henry. Jason grew up in a golfing family and was fortunate to become a four-year lettermen on the Purdue University men’s golf team, where he got to tee it up with some of the best players in the country.


Over the past 10 years, he has proudly served Seymour in a variety of ways, including Seymour Chamber of Commerce board of directors, Seymour Girls Inc. board of directors, past chair of the Schneck Medical Foundation’s Business Relations Committee, past member of Rotary International and as Deacon of Seymour First Presbyterian Church.

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