Sr. Executive Assistant

About Us

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.


Overview

Selective Insurance is recruiting for a Sr. Executive Assistant to support our Chief Human Resources Officer. This role provides trusted, high-impact support to the CHRO and other c-suite executive leaders, serving as an extension of the executive and enabling effective decision-making and execution. Manages complex, highly confidential matters requiring sound judgment, discretion, and business acumen. Oversees the preparation and coordination of executive-level materials, communications, and workflows aligned to organizational priorities. Proactively synthesizes, analyzes, and communicates information across the executive's areas of responsibility, anticipating needs and resolving issues before escalation. Acts as a key liaison with internal and external stakeholders, handling all interactions with professionalism and diplomacy. All job duties and responsibilities must be carried out in compliance with applicable legal and regulatory requirements.

This role is on-site full time (5 days a week).

Responsibilities

• Manages high-volume, complex executive communications across Microsoft Teams, email, and collaboration platforms, exercising sound judgment to prioritize messages, ensure timely responses, and appropriately delegate matters while maintaining strict confidentiality
• Develops and prepares executive-level correspondence, memoranda, presentations, agendas, and reports using Microsoft Office and related tools, ensuring accuracy, quality, and alignment with organizational priorities through careful review and proofreading.
• Serves as a trusted partner to the executive by maintaining a highly responsive relationship to daily business activities, anticipating needs, and relieving the executive of routine and administrative matters to enable focus on strategic priorities.
• Oversees and coordinates the executive's calendar, schedules, and logistics, including complex travel arrangements and meeting coordination, ensuring efficient use of time and seamless execution of commitments; manages travel and expense reporting in accordance with policy.
• Manages and monitors the executive's expense budget, ensuring accuracy, compliance with company guidelines, and timely reconciliation while identifying opportunities for efficiency.
• Coordinates and supports executive meetings and events, including scheduling, compiling and distributing materials, and providing logistical and planning support for large meetings, leadership sessions, and departmental or company-wide events.
• Maintains organized filing systems and safeguards sensitive and confidential information, ensuring records are accurate, accessible, and securely maintained in accordance with legal, regulatory, and corporate requirements.
• Attends executive and leadership meetings as required, documenting key discussions, decisions, and action items, and ensuring timely follow-up and communication as appropriate.
• Screens and manages access to the executive, including visitors and inquiries, serving as a professional and diplomatic first point of contact while determining appropriate handling or escalation.
• Supports departmental and enterprise initiatives by coordinating projects, organizing events, compiling data and reports, and managing related materials and documentation, contributing to the successful execution of executive and organizational priorities.

Qualifications

Knowledge and Requirements

• Demonstrated knowledge of executive-level administrative practices, including advanced calendar management, executive communications, meeting coordination, travel logistics, and expense management.
• Strong business acumen with the ability to understand organizational priorities, anticipate executive needs, and support decision-making through accurate, timely, and well-organized information.
• Proven ability to manage highly confidential and sensitive information with discretion, sound judgment, and professionalism in a fast-paced, executive environment.
• Exceptional organizational, prioritization, and time-management skills, with the ability to manage competing demands, shifting priorities, and complex workflows with minimal supervision.
• Strong attention to detail and accuracy.
• Advanced proficiency in Microsoft Office applications (Outlook, Word, Excel, PowerPoint) and collaboration platforms such as Microsoft Teams, with the ability to create high-quality executive presentations, correspondence, reports, and meeting materials.
• Strong written and verbal communication skills, including the ability to interact effectively and diplomatically with senior leaders, internal stakeholders, and external partners.
• Solid analytics skills, including the ability to review data, identify trends, and prepare summaries.

Education and Experience

• Bachelor's degree preferred or an equivalent combination of education and relevant executive-level administrative experience.
• Minimum of 5-7 years of experience supporting senior executives and leadership teams, including direct support to senior leaders or executives in a complex, fast-paced corporate environment, handling high-volume, time-sensitive communications and serving as a primary liaison between executives, leadership teams, and internal or external stakeholders.
• Demonstrated experience supporting executive-level decision-making, including managing confidential information, preparing executive materials, and coordinating complex calendars, meetings, and travel.
• Experience preparing executive-level correspondence, presentations, reports, and meeting materials with a high degree of professionalism, accuracy, and discretion.
• Experience coordinating leadership meetings, large-scale meetings, or business events, including logistics, materials, and follow-up activities.

Total Rewards

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.


Pay Range

USD $87,000.00 - USD $113,000.00 /Yr.
Additional Information

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.