About the Role:
Waabi is looking for an experienced Executive Assistant to join our Office of the CEO. In this role you will be part of building the infrastructure of the Office of the CEO, while also driving real day to day impact by providing executive support to the CEO ensuring consistent and efficient management of schedules, travel, and meeting preparation. This is a role that requires someone that can balance deep attention to detail, high volume and pace of work and significant change agility. The opportunity provides real opportunity to drive impact and influence design as we further develop the Office of the CEO structure.
You will:
- Own the operational execution layer of calendar, travel, and logistics support for the CEO at very high complexity and pace.
- Identify patterns and inefficiencies in calendar structure, pre-read completeness, and meeting-acceptance follow-through, and propose improvements.
- Anticipate needs and proactively resolve issues before they arise.
- Track action items, deadlines, and commitments to ensure follow-through.
- Flex into coverage during time-zone shifts or travel, including stepping into point-person duties temporarily when needed.
- Partner closely with the other executive assistants supporting the CEO as the Office of the CEO structure develops.
- Contribute to shaping the Office of the CEO's structure and operating practices as they take shape.
- Communicate clearly and confidently in ambiguous situations, articulating rationale for decisions to the Senior EA or directly to the CEO as needed.
- Assist with special projects and cross-functional initiatives.
- Handle highly sensitive and confidential information with professionalism and discretion.
- Grow into a dedicated ownership track over time based on strengths, such as end-to-end travel strategy or calendar and operations quality and workflow design, and build systems that help the executive team work smarter.
Qualifications:
- 5+ years of experience supporting C-suite executives, including real, hands-on experience inside an established Office-of-CEO structure as the lead EA or as a contributing member.
- Excellent organizational and communication skills.
- Bachelor's degree or equivalent professional experience.
- Solid understanding of complex, high-volume calendar and travel logistics management.
- Ability to rapidly context-switch and reprioritize in a fast-moving, ambiguous environment, with senior, mature judgment to keep things moving without complete information, including a willingness to push back or say no when needed.
- Solid problem-solving skills applied to scheduling, logistics, and operational workflow design.
- Motivated by impact rather than visibility or ownership of the primary executive relationship.
- Experience at a larger-scale company.
- Comfortable with occasional travel, though this role's travel is expected to be low.
- Open-minded and collaborative team player with the willingness to help others.
- Passionate about self-driving technologies, solving hard problems, and creating innovative solutions.
- Demonstrated ability to leverage AI-powered tools (e.g., Gemini, Claude) to automate repetitive executive-support tasks, improve workflows, and increase productivity while maintaining accuracy and discretion.
- Familiarity with the autonomous driving / advanced technology space.
- Prior experience helping build or shape an Office-of-CEO structure, not just operating within an already-established one.
- Exposure to travel risk or security planning for senior executives.
- Competitive compensation and equity awards.
- Health and wellness benefits encompassing Medical, Dental, and Vision coverage
- Paid parental, medical and family care leave.
- Generous PTO Policy.
- Retirement savings plans including 401(k) or RRSP options.
- Health savings account contribution options.
- Daily drinks, snacks, and catered meals (when in office).
- Regularly scheduled team building activities and social events both on-site, off-site & virtually.
- Additional benefits are offered and tailored to specific country locations.
- As we grow, this list continues to evolve!
Skills Required
- 5+ years of experience supporting C-suite executives
- Hands-on experience working within an established Office-of-CEO structure as a lead or contributing executive assistant
- Excellent organizational and communication skills
- Bachelor's degree or equivalent professional experience
- Experience managing complex, high-volume calendars and travel logistics
- Ability to context-switch and reprioritize in a fast-moving, ambiguous environment
- Senior judgment and ability to make decisions with incomplete information, including pushing back when needed
- Problem-solving skills applied to scheduling, logistics, and operational workflow design
- Motivation by impact rather than visibility or ownership of the primary executive relationship
- Experience at a larger-scale company
- Comfort with occasional travel
- Open-minded, collaborative team-player approach
- Passion for self-driving technologies and innovative problem-solving
- Ability to leverage AI-powered tools such as Gemini or Claude for executive-support workflows
- Familiarity with autonomous driving or advanced technology
- Experience helping build or shape an Office-of-CEO structure
- Exposure to travel risk or security planning for senior executives
What We Do
Waabi, founded by AI pioneer and visionary Raquel Urtasun, is an AI company building the next generation of self-driving technology. With a world class team and an innovative approach that unleashes the power of AI to “drive” safely in the real world, Waabi is bringing the promise of self-driving closer to commercialization than ever before. Waabi is backed by best-in-class investors across the technology, logistics and the Canadian innovation ecosystem, including Khosla Ventures, Uber, 8VC, Radical Ventures, OMERS Ventures and BDC Capital’s Women in Technology Venture Fund. To learn more visit: waabi.ai Press: [email protected] Business: [email protected]







