Title: Executive Assistant
We are Compass Digital—the digital and technology arm of Compass Group North America. We build and scale digital products and technologies to exceed the expectations of our guests and clients. Backed by research, we create remarkable user experiences with increased choice and convenience. We offer end-to-end solutions, simultaneously boosting sales and guest satisfaction.
Compass Digital was developed from within Compass Group, focusing on driving transformation and innovation in the hospitality spaces across Business & Industry, Education, and Healthcare. We power digital in the hospitality experience, ensuring that each touchpoint is optimized for guest satisfaction while leveraging data to achieve additional outcomes.
We are fully integrated into Compass Group, proudly serving its’ various clients through scalable, cutting-edge technologies and solutions.
About the Role
We are seeking an experienced Executive Assistant (EA) to support two dynamic, forward-thinking Executives. This role is ideal for a detail-obsessed, tech-curious, and proactive professional who thrives at the intersection of strategy, operations, and innovation.
This is more than a support role—it’s a strategic partnership. You will help maximize executive impact by ensuring day-to-day activities are seamless, forward-looking, and intentionally aligned. The right candidate will be a trusted point of connection between leadership and their teams, someone who can juggle high-level priorities while keeping every detail in check. As a key partner to senior leadership, the Executive Assistant will be entrusted with highly sensitive information related to company strategy, personnel decisions, and executive communications. The ability to exercise sound judgment and uphold strict confidentiality is essential to maintaining trust and ensuring seamless support at the highest levels.
The VP of Technology Canada leads an innovation-driven team that supports enterprise-wide platforms and systems. The other, SVP of CDAI NA, guides Data transformation and AI strategy, with a strong focus on scalable growth, product excellence, and cross-functional leadership. Together, they are shaping the future of technology at Compass, and you will play a vital role in making that vision operationally possible.
Job Summary
Now, if you were to come on board as our Executive Assistant, we’d ask you to do the following for us:
Strategic Support & Calendar Optimization
- Manage complex calendars across time zones; anticipate needs, resolve scheduling conflicts, and strategically prioritize engagements.
- Prepare executives for meetings with briefing notes, contextual background, and relevant talking points.
- Draft communications, presentations, and documentation on behalf of executives as needed.
- Attend team meetings, take high-quality notes with key decisions and actions, and follow through on assignments.
- Adept at anticipating executive needs and proactively planning several steps ahead to ensure seamless operations.
Operational Efficiency & Communication
- Coordinate international/domestic travel and expenses with precision and cost-efficiency.
- Facilitate seamless internal and external communications, ensuring timely follow-ups and message clarity.
- Serve as a professional representative of the SVP/VP to senior leaders, clients, and partners.
- Monitor operational rhythms and support team activities, all-hands, and offsites—bringing structure and follow-through to engagement moments.
- Support regular cadence of business processes like budgets, performance, surveys and more.
AI-Enabled Workflow Improvement
- Use and experiment with AI tools (e.g., ChatGPT, Microsoft Copilot…) to streamline repetitive tasks, summarize information, and improve day-to-day productivity.
- Identify and implement smart workflows and automations to elevate executive capacity and team communication.
Team Engagement & Organizational Support
- Support leadership team coordination and help foster a connected, informed, and motivated team culture.
- Jump in on team initiatives, operational projects, or internal communications where appropriate.
- Maintain confidentiality and discretion with highly sensitive information related to company strategy, personnel, and vendor relations.
Think you have what it takes to be our Executive Assistant? We’re committed to hiring the best talent for the role. Here’s how we’ll know you’ll be successful in the role.
- Experienced: 7-10+ years supporting senior executives in fast-paced, complex environments—ideally in technology, consulting, or digital product organizations.
- Tech-savvy: Comfortable exploring new tools and systems to improve workflows; curious about how AI can make work better.
- Detail-obsessed: Nothing escapes your notice, and your follow-up game is impeccable.
- Professional and poised: Able to build trust across all levels—from engineers to executives.
- A strategic doer: You combine big-picture understanding with roll-up-your-sleeves execution.
- Proactive and independent: You anticipate needs and act without waiting to be asked.
Compass Group Canada is committed to nurturing a diverse workforce representative of the communities within which we operate. We encourage and are pleased to consider all qualified candidates, without regard to race, colour, citizenship, religion, sex, marital / family status, sexual orientation, gender identity, aboriginal status, age, disability or persons who may require an accommodation, to apply.
For accommodation requests during the hiring process, please contact PeopleHub@compass-canada.com for further information.
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