At Sentry, we have a passion for helping our customers and our community. As an Executive Assistant, you will play a key role in supporting assigned Sentry executives by performing comprehensive administrative and executive support tasks, as well as proactively helping executives leverage their time most effectively. You will utilize discretion, confidentiality, and develop a detailed knowledge of the organization's operations, procedures, and people.

You will be a key colleague of assigned executives, preempting their needs and requirements while anticipating and resolving issues before they develop. In this role, you will take your executive support skills to the next level by working closely with Sentry executives to ensure their day runs as smoothly as possible at one of the largest mutual insurance companies in the U.S.
What You’ll Do
As an Executive Assistant, you’ll develop and maintain a superior level knowledge of the business areas you are supporting. Additionally, you will:

• Leverage knowledge of the business unit strategic plans in supporting assigned executives.
• Proactively manage daily activities of assigned executives; exhibiting ownership in managing an extremely active calendar of appointments.
• Anticipate potential conflicts and adjusts calendars, as appropriate.
• Schedule meetings and provide support by handling necessary meeting logistics (room reservations, preparing meeting materials, catering, etc.)
• Gather, compile, verify, and analyze information for the executive's use in documents such as memos, letters, reports, and presentations.
• Perform tasks using independent judgment and discretion; e.g., preparing documents and presentation materials; screening and responding to incoming correspondence, inquiries, and phone calls; drafting letters and official information releases; arranging and attending meetings; taking and distributing minutes as needed
• Coordinate travel arrangements.
• Serve as the point of contact between executive and their colleagues and direct reports; liaising on behalf of the executive as agreed.
• Handle confidential information and maintain the security of the executive's records and files.

What it Takes

• Associates Degree required. Advanced degree or certificate preferred.
• 3+ years of related work experience.
• Experience providing executive level administrative support experience is preferred.
• Exceptionally positive service approach projected on behalf of assigned executives, including proactive communications that assure all constituents have information they need for meetings and events.
• Demonstrated experience producing written communication in a clear, concise, organized and convincing manner for the intended audience.
• Ideally experienced interacting with and working with senior executives and/or board level constituencies.
• Strong proficiency in core Microsoft Office applications including Word, Excel and Power Point.
• Ability to edit and correct written information after it’s been produced.
• Demonstrated proficiency with productivity tools and portal technologies (i.e. Workday financials, MS Teams, Web Ex, Boardvantage, Deem) 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. Possess high level of attention to detail.
• Possess proven ability to maintain confidentiality.

What You’ll Receive
We take great pride in making Forbes’ list of America’s Best Midsize Employers since 2017. A lot of different factors go into that honor, many of which contribute to your job satisfaction. At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive.

• To best support our associates and our culture, Sentry is happy to offer flexibility through a scheduled work from home (Monday and Friday)/in office days (Tuesday through Thursday) after we begin to return to the office.
• Generous Paid-Time Off plan for you to enjoy time out of the office.
• 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future.
• Group Medical, Dental, Vision and Life insurance to encourage a healthy lifestyle.
• Pretax Dependent Care and Health Expense Reimbursement Accounts to ease taxes on health spending.
• Extensive Work-Life Resources to lend a helping hand.
• Sentry Foundation gift matching program to encourage charitable giving.
• Continue your education and career development through Sentry University (Sentry U).

About Sentry
All of us at Sentry—more than 5,000 associates—have various talents, skills, and backgrounds. We work together to deliver on our promises to our policyholders every day. We’re proud to offer a full line of property, casualty, and life insurance products to help protect businesses, cars, homes, lives, and retirement income.

Our headquarters is in Stevens Point, Wisconsin, with claims and service offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth.

Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority.

Get ready to own your future at Sentry. Opportunities await.

Thank you for your interest in Sentry!

Kasha Dombrowski
kasha.dombrowski@sentry.com

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.