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Our 2024 Annual Report

Deep roots, focused expertise, strong future

A message from Pete

2024 was a year of resilience and opportunity. We completed our largest acquisition to date, took the first steps toward modernizing our headquarters, expanded into new markets, and leveraged our well-diversified portfolio to stay competitive in a challenging industry. Every step forward is rooted in our 120 years of experience and industry expertise.

To our customers, employees, and retirees—thank you. Your dedication and support continue to drive Sentry’s success.

Explore the report

Financial highlights

$4.7B
Premium revenue
Our 2024 premium total represents a 9.1% increase from the previous year.
$8B
Policyholder surplus
Our 2024 surplus keeps us among the best-capitalized companies in the industry.
33
Years
We’ve received an A+ (superior) rating from AM Best* every year since 1992.

Story highlights

Sentry acquires The General®

Our biggest story of the year was acquiring The General® —a milestone that strengthens our leadership in nonstandard auto insurance. With decades of experience through our Dairyland® brand, this move expands our reach and reinforces our commitment to serving more drivers nationwide.

National Accounts drives growth and loyalty

Our National Accounts team continues to deliver strong results, developing strong customer relationships that drive growth and retention. Our personalized approach sets us apart and puts us ahead.

Gaining ground in golf course insurance

Owning our own championship course made entering the golf course insurance market a natural fit. In 2024, we built strong momentum, showing how our firsthand experience sets us apart from our competitors.

Sentry leads the way in worker recovery at RISKWORLD 2024

At RISKWORLD 2024, we put the spotlight on a key industry challenge—helping injured workers recover faster. Jean Feldman, our Director of Managed Care, led the conversation, sharing our expertise and insights from our Injured Worker Well-being Report during a panel discussion.

Growing talent by connecting potential to opportunity

We have a knack for finding talent. But it isn't luck. We identify and invest in potential—a strategic approach that strengthens our team for the future.

Explore the entire Annual Report for a more in-depth look at our 2024 highlights.
Download the 2024 Annual Report

Specialty business expands

Launched in 2022, our Specialty business focuses on high-risk, niche markets. It had a breakthrough year in 2024, partnering with Aegis Professional Risk and Falvey Insurance Group. We sat down with the father-and-son team leading Falvey to get their perspective on our relationship.

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A new era for Sentry’s headquarters

In 2024, we started the process of modernizing our Sentry Home Office (SHO) in Stevens Point, Wisconsin. As part of that renovation, our local Customer Service and Operations (CS&O) team members temporarily relocated to our historic Strongs Avenue building. Hear from Elisha Williams, our Chief Customer Service and Operations Officer, to learn more about how the move further brings the team together.

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Strongs Avenue office building

Maui-Stevens Point partnership flourishes

After the 2023 Maui wildfires, we partnered with Maui United Way to launch Mālama Nā Keiki, providing mental health support to island youth in the aftermath. In its first year, the program has helped more than 5,000 children and families. Hear from Shannon I‘i, a volunteer whose family lost their home in the wildfires.

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two women smiling and holding a child