White Paper

C-suite Executives Navigating Mounting Pressures

Large business executives—those from companies with 1,000 or more employees—face an increasingly complex risk landscape with 93% reporting similar or higher stress than last year. Learn how they are navigating mounting pressures.
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White Paper Summary

Large business executives face increasing stress and a complex risk landscape. According to new research sponsored by Sentry® Insurance and conducted by Wakefield Research more than 9 in 10 large business executives (93%) report similar or higher stress levels compared to last year, reflecting the growing risks they face.

The findings also point to potential gaps in how organizations prioritize and prepare for risks. Fewer than one in five large business leaders (18%) say they are completely confident their current insurance coverage is adequate, and nearly all (98%) plan to reevaluate their policies in 2026.

“As the risk environment continues to evolve, many large organizations are taking a more active role in evaluating how they manage uncertainty,” said Jeff Cole, Assistant Vice President of National Accounts at Sentry. “Leaders are balancing confidence in their operations with a need to reassess coverage, risk tolerance, and long-term planning.”

Learn how C-suite leaders are managing growing concerns about multimillion-dollar verdicts and third-party litigation financing, workforce safety, and insurance and risk strategy.

To learn more about Sentry Insurance, please visit their website.

Sentry Insurance is one of the largest and most financially secure mutual insurance groups in the United States, holding a Financial Strength Rating of A+ (superior) from AM Best*, current as of June 2025. For over 120 years, Sentry and its subsidiaries sell property and casualty insurance, life insurance, annuities and retirement programs for over 28,000 business and individuals throughout the country. Headquartered in Stevens Point, Wisconsin, Sentry employs more than 6,000 associates across the country. *Sentry has an AM Best Financial Strength Rating (FSR) https://www.ambest.com/ratings/guide.pdf of A+ (superior), current as of June 2025.

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