Community giving
At Sentry, community engagement isn’t just a corporate goal—it’s our culture
Our Foundation mission
To improve the quality of life and build equitable communities where we live and work, including the Maui community.
Areas of giving
Education and workforce development
Sentry has a long history of supporting education, reaching students from kindergarten through college. We believe education brings value and economic opportunity to our workforce and communities.
Diversity and inclusion
We realize the importance of standing with those who are marginalized. Our giving is focused on programs and organizations that work to build stronger, more equitable communities.
Sentry’s communities
For generations, we’ve demonstrated a deep commitment and responsibility to improving the communities where we live and work. It’s a reflection of our values and the people that make Sentry’s communities so special.
Who we are
The Sentry Insurance Foundation is the philanthropic arm of Sentry. Giving priorities include education, workforce development, United Way, and local organizations that work to improve the quality of life and build equitable communities where we live and work, including the Maui community—home of the The Sentry.
At Sentry, charitable giving is an integral part of our business. It’s who we are. And who we’ll always be. We approach our philanthropy the same way we approach our business—through relationships and conversations to understand needs and identify opportunities.
The Sentry Insurance Foundation provides our employees and retirees with a Matching Gift Program—matching individual donations to eligible charitable organizations, up to $7,500 per year per person. Our associates and retirees are generous, and we’re pleased to help make their gifts go even further to help our communities.
FAQs
We focus our giving efforts on education, workforce development, United Way, and local organizations working to improve quality of life and build stronger, more equitable communities in Portage County, Wisconsin.
We don’t give to individuals, political or lobbying organizations, or third-party fundraisers.
We give where our associates live and work. This includes Stevens Point, where Sentry is headquartered, the island of Maui—our home away from home—and the communities where our field offices are located.
Kalynn Pempek is the Sentry Insurance Foundation Executive Director and can be reached via email at kalynn.pempek@sentry.com or by phone at 715-346-7636.
Sentry Scholars program awards $23K in scholarships to Maui students
The 2025 Sentry Scholars recipients display a wide range of interests. To date, the Sentry Foundation has provided $118,500 to Maui students through the program.
Sentry helps bring world-class pickleball courts to Plover
The Sentry Pickleball Complex in Plover—partially funded by Sentry's $500K donation—will offer 12 courts for players of all ages and abilities this summer.
Sentry Expands Support for Maui Youth
With an additional $1M donation to Maui United Way, Sentry continues its commitment to youth mental health services after the wildfires.
For more foundation information, contact:
Kalynn Pempek
Office: 715-346-7636
kalynn.pempek@sentry.com
For media inquiries, contact:
Hannah Quick
Office: 715-346-7403
hannah.quick@sentry.com
