Remote Executive Assistant to CEO & Exec Team (Contract)

SportsTechJobs; United States; Remote; USD 55,000 - 90,000; Part time

Job summary

AllTrails is seeking an Executive Assistant Contractor to support the CEO and executive team in a remote, contract-based role. The position involves calendar management, expense reporting, travel coordination, and serving as the primary point of contact for board meetings.

The contractor will work 15–20 hours per week for 4–6 months. Ideal candidates have 5+ years of EA experience, preferably supporting C-suite executives, and must install the Vanta Agent to verify security settings across macOS

Qualifications

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

Responsibilities

• Manage calendars for the CEO and two executives, protecting time for high-impact work.
• Handle expense reporting for executives.
• Coordinate executive travel including flights, ground transport and accommodations.
• Serve as point of contact for AllTrails Board Meetings and external board meetings (CEO).
• Schedule cross-functional meetings with People, Finance, Marketing, and Engineering teams.
• Plan Q1 extended leadership offsite with executives and PM team.

Skills

Calendar management

Executive support

Board meeting coordination

Expense reporting

Travel coordination

Cross-functional coordination

Tools

Vanta Agent

Job description

AllTrails is seeking an Executive Assistant Contractor to support the CEO and executive team in a remote, contract-based role. The position involves calendar management, expense reporting, travel coordination, and serving as the primary point of contact for board meetings.

The contractor will work 15–20 hours per week for 4–6 months. Ideal candidates have 5+ years of EA experience, preferably supporting C-suite executives, and must install the Vanta Agent to verify security settings across macOS