Remote Executive Assistant to CEO | Contract (Part-Time)

AllTrails; United States; Remote; USD 55,000 - 90,000; Full time

Benefits offered by this job

Remote contract

Flexible schedule

Job summary

AllTrails is seeking an Executive Assistant Contractor to support the CEO and Executive Team. This remote, contract role involves managing calendars, coordinating board meetings, handling expense reports, and planning executive travel for a 15–20 hour per week engagement.

You will work closely with three executives to ensure aligned, efficient operations and seamless scheduling, travel, and materials coordination for meetings and offsites.

Qualifications

• 5+ years of experience as Executive Assistant, preferably 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 3 executives: CEO and two other executives, protecting time for high-impact work.
• Handle expense reporting: track, organize and submit expense reports for executives.
• Coordinate executive travel: book flights, ground transport, and accommodations, anticipating needs and changes.
• Serve as POC for AllTrails Board Meetings: logistics, materials, and attendee communications.
• Serve as POC for External Board Meetings (CEO): schedule, prep materials, follow-up.
• Schedule cross-functional meetings: coordinate with People, Finance, Marketing, and Engineering teams to align stakeholders.
• Plan Q1 extended leadership offsite: plan and execute a multi-day offsite for the extended leadership team.

Skills

Calendar management

Executive coordination

Tools

Vanta Agent

macOS 11+

Windows 10/11 Pro

Job description

AllTrails is seeking an Executive Assistant Contractor to support the CEO and Executive Team. This remote, contract role involves managing calendars, coordinating board meetings, handling expense reports, and planning executive travel for a 15–20 hour per week engagement.

You will work closely with three executives to ensure aligned, efficient operations and seamless scheduling, travel, and materials coordination for meetings and offsites.