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AllTrails

Executive Assistant – Contractor

AllTrails

. Manage calendars for three executives, including day-to-day scheduling, prioritization, and coordination for the CEO and two additional executives .

Posted 10/22/2026contractRemote • United StatesMid-LevelSenior💰 $40 - $65 per hourWebsite

Core Competencies

Role fit
Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in managing executive calendars, coordinating travel logistics, and organizing board meetings while ensuring effective communication across teams. Proficient in expense reporting and planning leadership events for high-level executives.

Highest-signal resume keywords
Executive Calendar ManagementTravel CoordinationExpense ReportingBoard Meeting LogisticsCross-Functional Collaboration

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Tools & Technologies
MacOS 11+Windows 10/11 Pro
Industry Keywords
Executive AssistantC-Suite SupportLogistics CoordinationMeeting SchedulingLeadership Offsite Planning

Tech Stack

Tools & technologies
MacOS

About the role

Key responsibilities & impact
  • Manage calendars for three executives, including day-to-day scheduling, prioritization, and coordination for the CEO and two additional executives
  • Track, organize, and submit expense reports on behalf of executives
  • Coordinate executive travel, including flights, ground transportation, and accommodations
  • Serve as the primary point of contact for internal AllTrails Board of Directors meetings, managing logistics, materials coordination, and attendee communication
  • Coordinate external board meeting logistics for the CEO, including scheduling, preparation materials, and follow-up
  • Schedule cross-functional meetings with People, Finance, Marketing, and Engineering teams
  • Plan and execute a multi-day Q1 extended leadership offsite with executives and the PM team

Requirements

What you’ll need
  • 5+ years of experience as Executive Assistant, ideally supporting VP or C-Suite
  • Contractors must install the Vanta Agent to verify basic security settings
  • Use macOS 11+ or Windows 10/11 Pro (64-bit)

Benefits

Comp & perks
  • Remote work arrangement
  • 15–20 hours per week
  • Fixed-term contract engagement