Executive Assistant to the Chief Executive Officer & Chief Human Resources Officer

At Selective, we don't just insure uniquely, we employ uniqueness.

Selective is a midsized U.S. domestic property and casualty insurance company with a history of strong, consistent financial performance for nearly 100 years. Selective's unique position as both a leading insurance group and an employer of choice is recognized in a wide variety of awards and honors, including listing in Forbes Best Midsize Employers in 2025 and certification as a Great Place to Work in 2025 for the sixth consecutive year.

Employees are empowered and encouraged to Be Uniquely You by being their true, unique selves and contributing their diverse talents, experiences, and perspectives to our shared success. Together, we are a high-performing team working to serve our customers responsibly by helping to mitigate loss, keep them safe, and restore their lives and businesses after an insured loss occurs.

Selective Insurance is recruiting for an Executive Assistant to provide high level administrative and operational support to the Chief Executive Officer (CEO) and Chief Human Resources Officer (CHRO), ensuring seamless execution of priorities in a fast-paced, highly confidential environment. This role manages complex calendars, coordinates executive communications, prepares materials for Board and leadership meetings, and facilitates cross-functional alignment on key initiatives. Acts as a trusted partner, exercising sound judgment, discretion, and proactive problem-solving to anticipate needs, streamlineworkflows, and enable effective decision-making. All job duties and responsibilities must be carried out incompliance with applicable legal and regulatory requirements.

• Prepares and manages executive-level communications including correspondence, presentations, reports, andmeeting materials; reviews all outputs for accuracy, quality, and alignment with executive standards whilemaintaining strict confidentiality and organized records.
• Serves as a trusted partner to the CEO and CHRO, maintaining strong, responsive relationships with seniorleadership and applying a solid understanding of business operations, priorities, and internal practices toanticipate needs and support decision-making.
• Manages executive communication flow, including screening and prioritizing calls and inquiries, exercisingsound judgment in routing matters, and ensuring timely follow-up and resolution.
• Oversees executive correspondence and stakeholder engagement, responding on behalf of the CEO/CHRO asappropriate, managing sensitive or high-profile inquiries, and coordinating follow-up across the organization.
• Coordinates complex executive operations, including calendar management, travel, and meeting logistics;prepares briefings and expense reporting; and supports key events and governance activities such as Boardmaterials, Board meetings, leadership forums, and enterprise-wide initiatives.
• Partners across the organization to build business insight, facilitate information flow, and ensure alignment onpriorities; collaborates closely with administrative and functional teams to drive efficient execution.
• Optimizes executive effectiveness by handling routine administrative responsibilities, managing office flow,and serving as a professional point of contact for internal and external stakeholders, including visitors.
• Aggregates and synthesizes critical information for the CEO and CHRO, ensuring they are well-informed andprepared for engagements, decisions, and strategic discussions.

Knowledge and Requirements

• Advanced technical proficiency in Microsoft Office (Word, PowerPoint, Excel) and standard officetechnologies, with the ability to produce executive-quality materials efficiently.
• Demonstrated ability to handle highly confidential and sensitive information with the utmost discretion andsound judgment.
• Strong independent judgment and decision-making capability, including the ability to act on behalf ofexecutives and navigate priorities in their absence.
• Exceptional written and verbal communication skills, including advanced editing, composition, andproofreading capabilities with strong attention to grammar and detail.
• Highly organized and detail-oriented, with the ability to manage multiple priorities, adapt in a fast-pacedenvironment, and consistently deliver high-quality work.
• Strong interpersonal and relationship management skills, with the ability to interact effectively andprofessionally across all levels of the organization and with external stakeholders.

Education and Experience

• Bachelor's degree in business administration, communications, human resources, or a related field, orequivalent combination of education and experience
• Minimum of 7-10 years of progressively responsible executive administrative support, including directsupport to C-suite leaders, with demonstrated experience in managing complex schedules, Board materials,and highly confidential business matters.
• Experience in a corporate, fast-paced environment with exposure to senior leadership, governanceprocesses, and cross-functional coordination; prior experience supporting both business and HR leadershipis preferred.
• Proven track record of exercising sound judgment, managing competing priorities, and delivering high quality work with minimal supervision in a high-visibility role.

Selective Insurance offers a total rewards package that includes a competitive base salary, incentive plan eligibility at all levels, and a wide array of benefits designed to help you and your family stay healthy, achieve your financial goals, and balance the demands of your work and personal life. These benefits include comprehensive health care plans, retirement savings plan with company match, discounted Employee Stock Purchase Program, tuition assistance and reimbursement programs, and 20 days of paid time off. Additional details about our total rewards package can be found by visiting our benefits page.

The actual base salary is based on geographic location, and the range is representative of salaries for this role throughout Selective's footprint. Additional considerations include relevant education, qualifications, experience, skills, performance, and business needs.

Selective is an Equal Employment Opportunity employer. That means we respect and value every individual's unique opinions, beliefs, abilities, and perspectives. We are committed to promoting a welcoming culture that celebrates diverse talent, individual identity, different points of view and experiences - and empowers employees to contribute new ideas that support our continued and growing success. Building a highly engaged team is one of our core strategic imperatives, which we believe is enhanced by diversity, equity, and inclusion. We expect and encourage all employees and all of our business partners to embrace, practice, and monitor the attitudes, values, and goals of acceptance; address biases; and foster diversity of viewpoints and opinions.

For Massachusetts Applicants

It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.