Executive Assistant, Middle & Large Business

The Hartford•Hartford, CT

1d•Hybrid

About The Position

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. We are seeking an Executive Assistant to support the Chief Underwriting Officer (CUO) of Middle & Large Business and two senior leaders. This role provides high-quality administrative and coordination support in a fast-paced environment, including calendar management, meeting logistics, communications support, travel, and expenses. The ideal candidate demonstrates strong judgment, discretion, and attention to detail, and builds effective working relationships across a broad set of partners.

Requirements

5+ years of administrative or executive support experience, including experience 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.

Nice To Haves

Associate or bachelor’s degree preferred (or equivalent experience).

Responsibilities

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