Full-Time

Director of Sales & Marketing at Sentryworld

Posted on 10/31/2025

Sentry Insurance

Sentry Insurance

1,001-5,000 employees

Mutual insurer delivering business insurance coverage

No salary listed

Plover, WI, USA

In Person

Category
Sales & Account Management (5)
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Required Skills
Market Research
Sales
Marketing
Customer Service
Requirements
  • Bachelors Degree or equivalent work experience
  • 5+ years of Marketing and Sales experience required with Hospitality Marketing and Sales experience with an independent resort preferred
  • Excellent customer service and leadership skills
  • Ability to work effectively under time constraints while meeting deadlines
  • Strong verbal and written communication skills to frequently negotiate, sell & influence existing and potential clients
  • Strong organizational and presentation skills
  • Work extended/non-standard hours including nights, weekends and holidays as needed
  • Ability to travel as necessary to satisfactorily complete their job responsibilities as assigned
Responsibilities
  • Direct and oversee all aspects of Sentry Services sales and marketing operations to maximize revenue and meet objectives.
  • Oversee and support the Sales Manager, Conference Services Managers and Event & Meeting Manager team.
  • Develop short-term and long-term marketing strategies for SentryWorld. Develop and implement strategic plans and objectives, ensuring alignment with business needs. Acts as a strategic partner and collaborates extensively with multiple business areas to direct sales and marketing operations and implement effective practices across Sentry Services.
  • Oversee and manage the development and implementation of sales and marketing practices and procedures.
  • Proactively assesses issues and oversees process improvements ensuring the establishment of best practices, service standards, policies, procedures and systems that enhance productivity, build awareness and positively impact the business.
  • Directs and oversees all sales and marketing operations including but not limited to: advertising and promotional content, sales and marketing stakeholder meetings, identifying potential customers, building and managing customer relationships and pipelines, creating best-in-class SentryWorld experiences, creating partnership opportunities with other businesses, etc.
  • Responsible for the preparation, presentation, and achievement of the sales and marketing annual operating budget, marketing and sales plan, and capital budget.
  • Collaborate with the Corporate Marketing Department to develop and implement effective marketing campaigns and materials to generate continual growth. Determines the most effective medium to disperse marketing materials throughout desired markets.
  • Establishes, maintains, and develops business, social and civic relationships with current and potential customers and businesses, ensuring maximum profitability and strong customer service through effective sales and service.
  • Manage administration of human resource-related activities including timely performance and salary reviews and ensure all subordinates adhere to human resources policies and practices. Responsible for recruitment, selection, development, motivation, and recognition of direct contributor staff.
  • Creates innovative sales and marketing programs and packages to maximize revenue.
  • Maintain continual awareness of industry trends, customer and competitor activity including pricing and research strategy to help achieve business results.
  • Attend community, local, state and regional events to promote Sentry Services facilities, make contacts, and identify and develop potential sales opportunities.
  • Provides senior management with written and oral reports on customer needs, problems, interests, market situations, competitive activities, and potential for new products/services. Prepares and submits periodic reports on activities, sales volume, expenses, etc.
  • Performs other job-related duties as assigned from time to time.

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.

INACTIVE