Executive Assistant to Director — Calendar & Projects

Jobtailor; Boring (OR); On-site; USD 55,000 - 90,000; Full time

Job summary

Jobtailor in Oregon is seeking a highly capable Executive Assistant to support the Owner and Executive Director across operational, administrative, regulatory, and personal tasks. You will coordinate calendars, prepare materials, and manage confidential communications for strategic initiatives.

The role requires at least three years of senior support experience, discretion, and strong written/verbal communication.

Qualifications

• Minimum of three years of executive or operations support experience.
• Excellent written and verbal communication.
• Strong organizational, prioritization, and project management abilities.
• High discretion and professionalism handling confidential matters.
• Proficiency with Google Workspace, Microsoft Office, DocuSign, and cloud systems.
• Willingness to learn agency platforms (eXPRS, Therap, Paychex Flex, Blaze, JotForm).
• Oregon residency, valid driver's license, and ability to travel within Oregon.
• Dedicated home office suitable for confidential work with secure PHI handling.

Responsibilities

• Provide confidential support to the Owner and Executive Director.
• Coordinate calendar, correspondence, project pipeline, and stakeholder communications.
• Manage professional and personal calendars; align priorities with deadlines.
• Triage communications; respond within scope; prepare meeting materials.
• Draft and format professional correspondence and HR documents.
• Arrange in-state travel, accommodations, itineraries.
• Serve as liaison among internal departments to advance executive priorities.

Skills

Executive Support

Organizational Skills

Project Management

Communication

Discretion

Tools

Google Workspace

Microsoft Office

DocuSign

Cloud-Based Document Management

EXPRS

Therap

Paychex Flex

Blaze

JotForm

Job description

Jobtailor in Oregon is seeking a highly capable Executive Assistant to support the Owner and Executive Director across operational, administrative, regulatory, and personal tasks. You will coordinate calendars, prepare materials, and manage confidential communications for strategic initiatives.

The role requires at least three years of senior support experience, discretion, and strong written/verbal communication.