“My goal is to be the easiest person you work with all week—and the one who brings the most value.”
About Jon Bockmann
Territory Executive—Illinois and Iowa
During my more than 10 years with Sentry, I’ve held both service and underwriting roles. Using this experience, I’m able to navigate complex issues, maintain strong and responsive communication, and build trust with brokers and clients. I enjoy helping solve complex challenges and providing guidance with large, loss-sensitive workers’ compensation solutions.
In addition to our financial strength and flexible, loss-sensitive workers’ compensation plans, we have a service-first culture. Our claims services; loss control resources; and honest, ongoing communication are true differentiators.
Your Sentry contact for loss-sensitive workers’ compensation in Cedar Rapids, Chicago, Des Moines, Springfield, and surrounding markets.
I enjoy building long-term relationships with brokers and clients, helping them solve challenges, and being someone they can depend on. I like the strategic nature of this role—every day it presents new opportunities to create solutions.
When I’m not engaging with brokers and clients, I enjoy traveling with my wife and two kids. I’m passionate about sports—whether it’s coaching or playing.
What we offer
We understand large businesses with complex risks in a variety of industries, including, but not limited to manufacturers, finance and insurance, food processors and distributors, educational institutions, retail and wholesale.
Umbrella insurance
Customer success story
Contact Jon
