Executive Assistant

Our Executive Assistants work closely with our executives to ensure that day-to-day operations run smoothly.

In this role, you will oversee impactful projects and become deeply involved in the business. This role performs anticipatory and comprehensive administrative and executive support related tasks for assigned executive(s).

What You'll Do

As an Executive Assistant, you will:

• Develop and maintain a superior level knowledge of the business area(s) you support. Leverage knowledge of the business unit strategic plans in supporting assigned executive(s).

• Proactively manage complex calendars, coordinate travel, and handle end-to-end meeting logistics—ranging from routine scheduling, room reservations and catering to large-scale, multi-day events.

• Relieve assigned leadership of routine and administrative details by maintaining a thorough knowledge of the leader’s work and anticipating the needs and priorities of the assigned leader.

• Partner with the executives on special projects, key initiatives, or board-level preparations, tracking deliverables and ensuring milestones are met.

• Perform tasks using independent judgment and discretion to manage, compile, verify, and analyze information including preparing documents, reports, and presentation materials.

• Serve as the point of contact between the executive and their colleagues and direct reports.

• Effectively manage confidential information while maintaining the security of the executive's data and documents.

• Foster positive, collaborative relationships with other administrative team members across the organization.

What it Takes

• Associate Degree or equivalent work experience.

• Minimum of 3 years of related work experience.

• Executive-level administrative experience is preferred.

• Strong proficiency in core Microsoft Office applications including Word, Excel and PowerPoint.

• Demonstrated proficiency with productivity tools and portal technologies (i.e. Workday, Zoom, MS Teams (Town Halls), WebEx) is preferred.

• Ability to assume responsibility with minimal supervision and make decisions within the scope of assigned authority.

• Produce work products thoroughly and with great accuracy and high level of attention to detail.

• Possess skillful communication and human relations skills with demonstrated experience producing written or verbal communication in a clear, concise, organized and convincing manner for the intended audience.

• Proven ability to maintain confidentiality.

Here is what you can look forward to as part of our team:

At Sentry, your total rewards go beyond competitive compensation. We’re committed to supporting the whole you, which is why we offer a comprehensive package designed to help you thrive both professionally and personally.

• Hybrid Flexibility: Enjoy the best of both worlds. With optional work from home on Mondays and Fridays and join your team in the office Tuesday through Thursday to collaborate and learn. We provide the technology and tools you need for both your office and home workspace from day one.
• Dining on Us: Depending on your location, we may provide a stipend that can be used at our on-site cafeteria or a meal allowance to keep you fueled.
• Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program.
• Comprehensive Benefits: We support your whole self with group medical, dental, and vision insurance along with parental leave, pet insurance, caregiver leave, and wellness resources. Options for HSA, FSA, and Dependent Care FSA are available.
• Work-Life Balance: Enjoy your generous Paid Time Off allowance to rest and take advantage of paid Volunteer Time Off to support your community.
• Investing in Your Future: We’re committed to your long-term financial well-being. We offer a 100% company match on the first 8% you contribute to your 401(k) each pay period, and those funds vest immediately.
• Giving Back: Through the Sentry Foundation, we’re proud to support the United Way and make a difference in our communities.

Why Join Sentry?

At Sentry, we believe our people are the heart of our success. We’re proud to be recognized for the culture we’ve built, earning spots on Forbes’ lists for America’s Best Midsize Employers and Best Employers for New Grads, as well as Newsweek’s America’s Greatest Workplaces for Women and Diversity. These honors reflect our commitment to your professional satisfaction and growth.

Building on a Legacy

Our future is bright, but it’s anchored in a long history of stability. Since our founding in 1904, we’ve dedicated ourselves to helping businesses protect their futures. That trust has made us one of the largest and most financially stable mutual insurance companies in the U.S. We’re proud to have maintained an A+ rating from A.M. Best, the industry’s leading authority, for over 30 years.

Your Career, Our Community

Whether you’re working at our headquarters in Stevens Point, Wisconsin, or one of our many offices across the country, you’ll find a challenging and rewarding environment. Explore the Our Teams tab on our Career Page to see the diverse career paths we offer, with a focus on ongoing development and professional growth.

Ready to own your future? Join us at Sentry, opportunities await!

Talent Acquisition Specialist

Thank you for your interest in Sentry!

Katelynne Rivera

[email protected]

Equal Employment Opportunity

Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.