About the role:
Are you an exceptionally agile, strategic, and execution-focused Executive Assistant ready to power high-growth leadership? In this high-impact, dynamic role, you will serve as the strategic operational backbone and trusted partner to 3 Area Vice Presidents across our fast-paced Sales organization. You will master intricate calendaring, architect complex travel itineraries, oversee expense management, and drive high-profile team events. If you are a proactive, self-directed problem solver who thrives under pressure and knows how to seamlessly balance day-to-day priorities with big-picture objectives, this position offers an incredible platform to make a direct impact.
This is a remote position based in Canada. Relocation assistance will not be provided for this role.
You should apply if:
- You want to impact the industries that run our world: Your efforts will result in real-world impact—helping to keep the lights on, get food into grocery stores, reduce emissions, and most importantly, ensure workers return home safely.
- You are the architect of your own career: If you put in the work, this role won’t be your last at Confidential (Registered Users Only). We set up our employees for success and have built a culture that encourages rapid career development, countless opportunities to experiment and master your craft in a hyper growth environment.
- You’re energized by our opportunity: The vision we have to digitize large sectors of the global economy requires your full focus and best efforts to bring forth creative, ambitious ideas for our customers.
- You want to be with the best: At Confidential (Registered Users Only), we win together, celebrate together and support each other. You will be surrounded by a high-calibre team that will encourage you to do your best.
In this role, you will:
- Serve as an Executive Ambassador: Represent your 3 Area VPs with polish and diplomacy across key external partners, high-profile clients, and internal department stakeholders.
- Drive Calendar Strategy: Proactively optimize, align, and defend complex schedules across multiple Sales leaders to maximize business momentum and executive focus.
- Master Logistics & Travel: Design and book multi-leg travel itineraries, anticipating seamlessly for potential schedule changes and travel logistics.
- Manage Business Expenses: Oversee, track, and streamline expense reporting and reconciliations with high accuracy.
- Orchestrate Staff Meetings: Partner with leadership to curate agendas, prepare materials, and track key deliverables for departmental meetings.
- Lead Event Planning: Plan, coordinate, and execute impactful team offsites, strategy summits, and team-building events that drive culture and connection.
- Anticipate & Resolve: Stay ten steps ahead by anticipating executive needs, eliminating friction, and tackling shifting business priorities with urgency.
- Execute Strategic Projects: Own ad-hoc administrative initiatives and operational projects to increase overall leadership efficiency.
- Champion Culture: Champion, role model, and embed Confidential (Registered Users Only)’s cultural principles (Focus on Customer Success, Build for the Long Term, Adopt a Growth Mindset, Be Inclusive, Win as a Team) as we scale globally and across new offices
Minimum requirements for the role:
- 3+ years of executive administrative experience directly supporting executives in a fast-paced corporate environment.
- Proven track record of managing complex, multi-executive calendars, travel logistics, and shifting priorities with exceptional accuracy and composure.
- Superior written and verbal communication skills, with high emotional intelligence and executive presence across all internal and external touchpoints.
- Demonstrated discretion and sound judgment when handling highly sensitive company information and business scenarios.
An ideal candidate also has:
- Prior experience supporting high-growth Sales leadership within a SaaS or enterprise technology company.
- Proficiency with AI productivity tools and modern enterprise workflow technology to enhance administrative efficiency.