Larry Cupp
After working as an agent for a well-known captive insurance company for over 20 years, Larry started his own independent agency, creating Cupp Insurance in 1997. Since then, his dream of a multi-generational family business became a reality! Larry retired in 2019 but can still be found in the Polk City office from time to time.
Jeff Cupp
Jeff joined Cupp Insurance in 2002 and focuses on Home, Auto, Farm, Life, and other Personal Lines. Before joining the agency, Jeff earned his bachelor’s degree from Drake University. He then worked for 15 years as a teacher, coach, and athletic director in the North Polk and Woodward-Granger school districts. Jeff and his wife, Barb, reside in Waukee and have two daughters, Ashley and Alicia. When he’s not at work, Jeff enjoys time with his family and serves at his church.
Rob Cupp
Rob joined Cupp Insurance in 2004, where he focuses primarily on Home, Auto, Life, and other Personal Lines. Prior to joining the agency, Rob earned his bachelor’s degree from Iowa State University and worked for several years as a learning and development manager for a telephone directory publishing company in Cedar Rapids, IA. Rob and his wife, Angela, reside in Polk City and have two sons, Colby and Carson, and a daughter, Carly. Outside of the office, Rob enjoys golfing, serving at his church, and supporting North Polk athletics.
Andrew Uhlenhake
Andrew joined Cupp Insurance in 2012 and primarily focuses on Home, Auto, Life, and other Personal Lines, along with Small Group Health and Medicare Supplement. Before joining the agency, he earned his bachelor’s degree from the University of Iowa. Andrew has a daughter, Katie, and a son, AJ.
Colby Cupp
Colby joined Cupp Insurance in 2024, with a role spanning both Personal and Commercial Lines. Prior to joining the agency, Colby earned his bachelor’s degree from Grand View University and worked as an Underwriter for Auto-Owners Insurance. He resides in Urbandale with his wife, Sierra. When he’s not at work, Colby is an avid golfer and gardener.
Heather Trent
Heather joined Cupp Insurance in 2015 and services both Personal Lines and Commercial Lines accounts. Prior to joining the agency, Heather worked for one of the world’s largest insurance brokerages on the Policy Services team. She resides near Perry with her husband, Luke, and son, Brayden. Outside of work, she enjoys spending time outdoors, training her dogs, and supporting her family’s athletic and recreation activities.
Our Pledge to You
- Work with you to identify the insurance and financial services that are right for you, your family, or your business, and use our access to multiple companies to deliver these products.
- Guide you through the claims process for a prompt and fair resolution.
- Help solve problems related to your coverage or account.
- Explain the coverages and options available to you through our agency.
- Return your phone calls and e-mails promptly and respond to your requests in a timely matter.
- Use our experience and multiple company relationships to customize your coverage as needed.
- Commit our staff to continuing educations so they may be more knowledgable serving you.
- Treat you with respect and courtesy.
- Conduct our business in an ethical matter.
Ben Gipple
Ben joined Cupp Insurance in 2021, primarily focusing on Commercial Lines. He enjoys working with local business owners because he’s found they are largely underserved in the industry. Before joining the agency, Ben earned his bachelor’s degree from the University of Northern Iowa and his MBA from the University of Iowa, and spent a decade in the aerospace manufacturing industry. He resides in Waukee with his wife, Ashley, and two children, Ivy and Ira. Outside of the office, you can find him spending time with his family or on the golf course.