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AllTrailsExecutive Assistant Contractor
AllTrails, the creator of an outdoor exploration application connecting users with trails and the global outdoor community, is hiring an Executive Assistant Contractor to support the…
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About This Role
AllTrails, the creator of an outdoor exploration application connecting users with trails and the global outdoor community, is hiring an Executive Assistant Contractor to support the company chief executive officer and executive team. This remote, fixed-term contract requires a time commitment of 15 to 20 hours per week over a five-month duration from November 23, 2026, to April 30, 2026, with an application closing date of October 27th. Contractors based…
Job Description
AllTrails, the creator of an outdoor exploration application connecting users with trails and the global outdoor community, is hiring an Executive Assistant Contractor to support the company chief executive officer and executive team. This remote, fixed-term contract requires a time commitment of 15 to 20 hours per week over a five-month duration from November 23, 2026, to April 30, 2026, with an application closing date of October 27th. Contractors based in California, Colorado, Oregon, New York, New Jersey, Rhode Island, and Washington are subject to additional compliance requirements. AllTrails operates as an equal opportunity employer.
The person in this position will handle daily calendar management, travel arrangements, expense processing, cross-functional meeting coordination, and event logistics such as board meetings and a multi-day extended leadership offsite. Compensation for the role ranges from $40 to $65 per hour.
Responsibilities
- Manage daily calendars, schedules, and priorities for the chief executive officer and two additional executives to protect high-impact time
- Prepare, organize, and submit expense reports on behalf of leadership team members
- Coordinate executive travel arrangements including flights, accommodations, and ground transportation
- Act as the primary point of contact for internal AllTrails Board of Directors meetings, handling logistics and materials
- Organize logistics, preparation materials, and follow-up for the chief executive officer regarding external board meetings
- Organize cross-functional meetings in partnership with teams across finance, engineering, marketing, and people departments
- Partner with the product management team and executives to plan and execute a multi-day offsite event for the extended leadership team
Requirements
- Possess at least 5 years of professional experience working as an executive assistant, ideally supporting vice presidents or C-suite executives
- Use macOS version 11 or higher, or Windows 10 or 11 Pro in a 64-bit format
- Install the Vanta Agent to verify basic security settings
Core Skills
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Is this position remote?
Yes, the posting specifies that this is a United States-based remote contract engagement.
What is the pay rate for this contractor role?
The compensation ranges from $40 to $65 per hour.
How many hours per week are expected?
The expected workload is 15 to 20 hours per week.
What is the duration and timeline of the contract?
The fixed-term contract runs from November 23, 2026, to April 30, 2026, spanning five months, with an application closing date of October 27th.
Sample Interview Questions
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