Executive Video Q&A by Sentry

Jeff Cole from Sentry Insurance on Managing Workforce Pressures and C-Suite Stress

Discover how evolving workforce pressures are shaping executive concerns and why managing these challenges as enterprise risks is becoming increasingly important.
By: | November 2, 2026

Risk & Insurance has partnered with Sentry Insurance to bring industry insights and expert perspectives to today’s risk management professionals. In this Video Q&A, we explore emerging challenges facing business leaders and strategies for navigating an increasingly complex risk landscape.

Jeff Cole, AVP of National Accounts at Sentry Insurance, discusses key findings from the midyear report of the C-Suite Stress Index, highlighting the workforce pressures weighing on today’s business executives. Cole examines why organizations should approach workforce challenges as enterprise-wide risks rather than isolated operational concerns. He also explores practical considerations for risk managers and business leaders seeking to strengthen organizational resilience and address evolving workforce demands.

 

 

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This article was produced by the R&I Brand Studio, a unit of the advertising department of Risk & Insurance, in collaboration with Sentry Insurance. The editorial staff of Risk & Insurance had no role in its preparation.

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 July 2026. 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 July 2026.

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