Executive Assistant, Middle & Business

Executive Assistant – Chief Underwriting Officer (CUO), Middle & Large Business

We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.

• Calendar & meeting management:
  Manage a complex calendar including prioritization, scheduling, and conflict resolution.
• Coordinate meeting logistics (agendas, pre‑reads, rooms, technology) and track follow‑ups.
• Executive communications & materials:
  Draft, edit, and coordinate executive‑ready communications and meeting materials; prepare and update presentations and documents as needed.
• Travel & expenses:
  Arrange domestic travel and manage itinerary changes; prepare and reconcile expenses accurately and in compliance with policy.
• Coordination & information management:
  Serve as a point of contact for internal and external stakeholders; maintain organized records and executive tracking tools (e.g., One Note), including key documents and distribution lists; partner with cross‑functional teams to coordinate deliverables and ensure meeting readiness.
• Events support:
  Support planning for leadership meetings, offsites, and broker/agent events (logistics, attendee coordination, and materials).

• 5+ years of administrative or executive support experience, including supporting a senior leader.
• Strong proficiency in Microsoft Office (Outlook, Word, Excel, PowerPoint) and comfort learning new collaboration tools and Microsoft Copilot.
• Excellent written and verbal communication skills, including proofreading and preparing executive‑ready materials.
• Highly organized, detail‑oriented, and able to manage multiple priorities with professionalism and calm under pressure.
• Proactive, resourceful, and solution‑oriented; able to work independently while collaborating effectively with others.
• Discretion and sound judgment when handling sensitive and confidential information.
• Associate or bachelor’s degree preferred (or equivalent experience).

This role will have a hybrid work schedule, with the expectation of working in the Hartford, CT office three days a week (Tuesday through Thursday).

Annualized base pay range: $83,200 – $124,800.

Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age