Fleetio
ExecutiveAssistant
Neural analysis suggests this role is
optimal for Mid+ candidates.
“Executive Assistant at Fleetio. Skills: Executive support, Calendar optimization, Travel coordination, Meeting management. Manage complex calendars. Act as a gatekeeper”
Industry & Context.
Identify quick solutions
Support MST/EST time zones, Travel occasionally, Availability outside standard hours
What They're Looking For.
Must Have
3+ years experience as Executive Assistant, Experience supporting senior leaders, Organizational skills, Time-management skills, Attention to detail, Clear written communication skills, Professional verbal communication skills, High discretion, High confidentiality, Ability to pivot quickly, Manage multiple priorities, Operate independently
Nice to Have
Tech-savvy, Experience supporting multiple executives, Background in project management, Background in operations, Background in strategic communications
What You'll Do.
Manage complex calendars
Triage communications
Manage flow of information
Plan international travel
Provide real-time support for travel changes
Identify quick solutions for travel disruptions
Maintain flexibility outside standard hours
Coordinate leadership meetings
Coordinate executive dinners
Coordinate executive events
Attend select meetings
Ensure follow-ups are documented
Maintain organized meeting notes
Maintain follow-up documentation
Prepare executive correspondence
Prepare executive presentations
Prepare executive documents
Coordinate internal meetings
Coordinate external meetings
Anticipate meeting needs
Perform pre-meeting checks
Support executive relationship management
Assist with thoughtful outreach
Assist with scheduling
Assist with follow-through for external partners
Serve as professional point of contact
Build trust-based relationships
Lead cross-functional projects
Co-lead cross-functional projects
Build project timelines
Coordinate project stakeholders
Deliver project outcomes
Handle sensitive information with discretion
Produce high-quality work
How You'll Work.
Team & Collaboration
Cross-functional projects; External partners; Investors; Stakeholders; Across the organization
Communication Scope
Written communication; Verbal communication; Executive correspondence; Executive presentations; External communications
Process & Methodology
Project management, Program management, Scoping work, Building timelines, Coordinating stakeholders, Delivering outcomes
Full Job Description
A little about us…Fleetio is a modern software platform that helps thousands of organizations worldwide manage their fleet operations. Transportation technology is a hot market, and we’re leading the charge with raving fans and new customers signing up every day. We raised $450M in our Series D funding round in March of 2025 and are on an exciting trajectory as a company. Fleetio is also a proud founding member of the Rails Foundation! More about our team and company: Fleetio overview video: https://www.youtube.com/watch?v=YoXyXTFWbkg Our careers page: https://www.fleetio.com/careers We’re seeking an energetic and detail-oriented Executive Assistant who’s excited to support senior executives at Fleetio and serve as a trusted partner in their day-to-day work. This role sits at the center of a dynamic SaaS organization and plays a meaningful part in helping leaders stay focused, prepared, and effective. You’ll gain exposure to special projects and confidential initiatives, while spending most of your time doing what matters most—keeping calendars optimized, travel seamless, meetings well-run, and relationships thoughtfully supported. Who you are This role is perfect for someone who enjoys juggling complex schedules, anticipating needs, and creating a seamless experience that helps executives stay focused and effective. You’ll support executive leaders in the MST and EST time zones and travel occasionally for key meetings. The role reports to the VP of People and is fully remote within the United States. Your impact Executive Support & Coordination Manage complex calendars across time zones, ensuring alignment with strategic priorities Act as a gatekeeper—triaging communications, prioritizing requests, and managing the flow of information Plan and coordinate complex domestic and international travel, including flights, accommodations, transportation, and itineraries Provide real-time support for travel changes or disruptions, identifying quick solutions as needed Maint
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