Executive Assistant, Middle & Large Business

The HartfordHartford, CT
Hybrid

About The Position

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).

Benefits

  • short-term or annual bonuses
  • long-term incentives
  • on-the-spot recognition
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