Full-Time

Director of Corporate Communications

Corporate Communications

Posted on 10/3/2025

Sentry Insurance

Sentry Insurance

1,001-5,000 employees

Mutual insurer delivering business insurance coverage

No salary listed

Plover, WI, USA

Hybrid

Hybrid work model: work from home on Monday and Friday, in-office Tuesday through Thursday.

Category
Content & Writing (3)
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Requirements
  • Bachelors Degree or equivalent work experience.
  • Minimum 10 years’ related work experience. 5 or more years of leadership experience including coaching, developing, and managing through other leaders, as well as professional level direct reports.
  • Demonstrated ability to develop and lead execution of strategic communication programs and plans with measurable results both internal and external across the organization.
  • Big picture thinker with strong interpersonal and problem-solving skills while effectively maintaining a pulse on details.
  • Outstanding content development, writing, editing and counseling skills.
  • Strong media relations skills, including proven experience as a spokesperson.
  • Experience in crisis/issues communications.
  • Ability to prioritize and handle multiple cross-functional projects simultaneously, under tight time constraints and within budget parameters. Able to negotiate and manage external agency / vendor partnerships.
  • Ability to navigate the organization with ease, influence senior management and communicate at all levels of the organization.
Responsibilities
  • Develop and implement external strategic communication plans to support business objectives, build brand visibility, and represent Sentry’s point of view.
  • Provide direction and counsel on communication strategies, media relations, crisis management, and messaging to senior management to assist them in understanding how effective communications and strategic media relations can help drive the business. Create and implement strategic media relations plans and content that effectively leverages the power of media outlets to support organizational objectives.
  • Develop relationships and serve as key media relations contact to ensure frequent and strong coverage that represents Sentry’s point of view.
  • Support executive communication, working with c-suite leaders to craft communications including news release quotes, public statements, video scripts, change management, and remarks.
  • Design and oversee internal communications strategy to engage associates and create awareness of the organization’s mission, vision, business priorities, EVP, and financial performance. Oversees content strategy for company’s intranet site.
  • Maintain a comprehensive understanding of business units and internal/external target audiences. Foster creative and innovative marketing approach and materials that result in measurable outcomes. Draft communications for critical or sensitive issues ensuring appropriate messaging and tone of voice.
  • Manage internal and external communications consistent with brand guidelines and tone of voice.
  • Be responsible for identifying and selecting outside PR counsel as needed, as well as managing the ongoing relationship. Lead efforts with outside counsel to develop and maintain crisis communication plans and key messages for potential and/or emerging issues affecting the business and/or brand. Execute communication plans as necessary, adjusting and managing priorities as situations arise.

Sentry Insurance provides business insurance and retirement plan services to a wide range of industries. It underwrites general liability, commercial property, workers’ compensation, and 401(k) plans, with revenue from selling these insurance and retirement products. It differentiates itself as a mutual insurance group that emphasizes personalized service and long-term relationships, supported by strong financials (assets over $25 billion and an $8 billion policyholder surplus) and an A+ AM Best rating. Its goal is to provide comprehensive risk protection and retirement options to businesses and their employees while maintaining financial security and enduring partnerships.

Company Size

1,001-5,000

Company Stage

N/A

Total Funding

N/A

Headquarters

Stevens Point, Wisconsin

Founded

1904

Simplify Jobs

Simplify's Take

What believers are saying

  • Acquired The General for $1.7B, merging Dairyland agents with direct-to-consumer auto model.
  • Renovating 1.5M sq ft Stevens Point HQ with wellness centers and hybrid workspaces.
  • Expanded southeast via new Kent offices, growing beyond Midwest footprint.

What critics are saying

  • The General integration fails, causing customer attrition and 1,300 employee redundancies.
  • Headquarters renovation overruns $100M, disrupting operations and talent retention.
  • Competitors like Progressive undercut non-standard auto pricing, stealing 20% policyholders.

What makes Sentry Insurance unique

  • Sentry specializes in business insurance for transportation, manufacturing, and construction industries.
  • Mutual structure emphasizes personalized service and long-term customer relationships since 1904.
  • Offers 401(k) plans alongside workers’ compensation and general liability products.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

401(k) Retirement Plan

401(k) Company Match

Unlimited Paid Time Off

Meal Benefits

Parental Leave

Mental Health Support

Tuition Reimbursement

Hybrid Work Options

Company News

Kahler Slater
Apr 7th, 2026
Kahler Slater partners with Sentry Insurance to transform Stevens Point headquarters.

Kahler Slater partners with Sentry Insurance to transform Stevens Point headquarters. April 7, 2026 Kahler Slater is partnering with Sentry Insurance on a comprehensive renovation of its headquarters in Stevens Point, Wisconsin. The multi-year project represents a significant reinvestment in Sentry's campus and a forward-looking vision for the future of work. Originally constructed in 1977, the 1.5 million-square-foot facility is being reimagined to better support today's workforce while honoring the building's legacy. Kahler Slater is leading the design of approximately 800,000 square feet of renovations, focused on enhancing employee experience, increasing flexibility, and strengthening connections across the campus. The transformation introduces a refreshed architectural expression, replacing the existing façade with expanded glazing to bring in natural light and create a more open, welcoming environment. Interior updates include modernized workspaces, collaborative settings, and integrated technology to support hybrid work models and evolving team dynamics. Employee well-being is a central driver of the design. Planned improvements include a reimagined wellness center, updated dining and café spaces, and enhanced outdoor environments that encourage connection and respite throughout the workday. "This renovation will provide an exceptional environment for our employees, creating a headquarters that enhances their experience and supports our efforts to attract top talent to Stevens Point," said Pete McPartland, Sentry Chairman and CEO. Sustainability is also a key priority, with strategies focused on material reuse, energy-efficient systems, and high-performance building upgrades that reduce environmental impact while improving long-term building performance. "Having partnered with Sentry on several projects over the years, we understand the needs and how to accommodate them within the company's culture," said Glenn Roby, Chief Executive Officer at Kahler Slater. "This renovation will create spaces for collaboration, respite, and flexible team growth, all while preserving the cultural touchstones that make this headquarters distinctly Sentry." Construction is currently underway, with phased completion planned to allow continued use of the facility throughout the renovation process.

American Bible Society
Sep 29th, 2025
A Better Way to Insure: The ABC of Wisconsin Insurance Program with Sentry

That's why the Associated Builders and Contractors (ABC) of Wisconsin has partnered exclusively with Sentry Insurance and a select group of independent agencies to offer a specialized insurance program designed for contractors like you.

PR Newswire
May 5th, 2025
60% Of Large Companies Expect No Growth, Sentry Survey Finds

82% of executives at large businesses say they're more stressed in 2025 than last year, citing supply chain disruptions and economic uncertaintySTEVENS POINT, Wis., May 5, 2025 /PRNewswire/ -- In a new report released by Sentry, a leading business insurer, 60% of executives at large businesses reveal they expect their companies to remain flat or shrink in 2025.The report, based on a survey of 1,100 business owners, CEOs, CFOs, and CROs at U.S. companies, was conducted by Wakefield Research on behalf of Sentry. It revealed that 82% of large business leaders are more stressed in 2025 than last year—a figure that's 15 percentage points higher than that reported by leaders at smaller organizations.Large companies seek flexibility to adapt their operations to a heightened and often uncertain risk environment. Post this 60% of large business leaders expect their company to remain stable or shrink in 2025.Reflecting upon their higher stress levels in 2025, C-suite leaders of large companies cite several risks facing their companies—leading many to suggest a focus on stability and cost-control.Top threats according to large business leaders:Economic concerns: Nearly half (45%) of executives cite supply chain issues as their biggest worry, alongside economic uncertainty (39%) and inflation (34%).Nearly half (45%) of executives cite supply chain issues as their biggest worry, alongside economic uncertainty (39%) and inflation (34%). External threats: A vast majority (84%) say they view rising litigation and multi-million-dollar verdicts as a growing problem in their industry. More than one-third also cited cyberattacks (37%) and severe weather events (35%) as top threats.Large companies' responses to threats:Asking more of workers: As 60% of executives at large companies expect their businesses to remain flat or shrink, 55% admit they're asking current employees to work longer hours or take fewer breaks

Farm Contractor & Large Scale Farmer
Apr 8th, 2025
Sentry expands into the south east with new Kent offices

Sentry expands into the south east with new Kent offices.

KTBS
Mar 18th, 2025
Sentry named by Newsweek as a top workplace for women

Sentry named by newsweek as a top workplace for women.

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