Executive Assistant

Jobtailor; Burlington (VT); On-site; USD 65,000 - 90,000; Full time

Job summary

Jobtailor is seeking an Executive Assistant to support the CEO in Burlington, VT. You will manage calendars and inboxes, draft clear correspondence, and plan complex travel itineraries to keep leadership organized and focused.

This role requires meticulous attention to detail, strong Microsoft 365 skills (Outlook and Teams), and the discretion to handle confidential information. You'll support internal communications and events, with growth toward assisting the COO.

Qualifications

• Excellent written communication and meticulous attention to detail.
• Strong Microsoft 365 expertise, especially Outlook and Teams.
• Proven ability to manage competing priorities without errors.
• Discretion with confidential and sensitive information.
• Resourceful problem-solver for logistics and scheduling.
• Office presence in Burlington, VT with occasional local travel.

Responsibilities

• Manage multiple inboxes and a demanding calendar, keeping both organized, triaged, and free of conflicts.
• Draft clear, professional correspondence on behalf of the CEO.
• Plan and coordinate complex, multi-leg travel itineraries.
• Track tasks and commitments to completion, flagging what needs attention before it becomes urgent.
• Support recurring internal communications, including a company newsletter and monthly all-hands meeting.
• Take on a growing set of office administration responsibilities that support the whole team.
• Exercise sound judgment about what to handle independently and what to elevate.
• Support the CEO directly, with the role expected to grow into supporting the COO as well.

Skills

Executive support

Calendar management

Email management

Travel coordination

Discretion

Microsoft 365 proficiency

Office presence

Tools

Microsoft Outlook

Microsoft Teams

Job description

• Manage multiple inboxes and a demanding calendar, keeping both organized, triaged, and free of conflicts.
• Draft clear, professional correspondence on behalf of the CEO.
• Plan and coordinate complex, multi-leg travel itineraries.
• Track tasks and commitments to completion, flagging what needs attention before it becomes urgent.
• Support recurring internal communications, including a company newsletter and monthly all-hands meeting.
• Take on a growing set of office administration responsibilities that support the whole team.
• Exercise sound judgment about what to handle independently and what to elevate.
• Support the CEO directly, with the role expected to grow into supporting the COO as well.

Requirements

• Excellent written communication and meticulous attention to detail.
• Strong working knowledge of Microsoft 365, especially Outlook and Teams.
• A track record of managing competing priorities without dropping the ball.
• Absolute discretion with confidential and sensitive information.
• A proactive, resourceful approach to solving logistics and scheduling problems.
• Comfort working in‑office in Burlington, Vermont, with occasional local travel for errands and event logistics.

Core Competencies

Demonstrates strong organizational and communication skills, with a focus on managing complex schedules and correspondence for executive leadership. Proficient in Microsoft 365 tools, ensuring efficient task management and support for office administration.

Highest-signal resume keywords

• Excellent Written Communication
• Microsoft 365 Proficiency
• Task Management
• Discretion with Confidential Information
• Proactive Problem Solving

ATS Optimization Keywords

Soft Skills

• Attention to Detail
• Resourcefulness
• Judgment

Industry Keywords

• Office Administration
• Travel Coordination
• Internal Communications

Tools & Technologies

• Microsoft Outlook
• Microsoft Teams