Strategic Executive Assistant to 3 VPs (Remote Canada)

Samsara Inc.; Canada; Remote; CAD 82,000 - 106,000; Full time

Job summary

Samsara Inc. is seeking an exceptionally agile Executive Assistant to back three Area Vice Presidents in a fast-paced Sales organization.

You will master calendars, design complex travel itineraries, manage expenses, and drive high-profile team events while balancing day-to-day priorities with strategic objectives. You will thrive as a proactive, self-directed problem solver who remains composed under pressure and delivers impact at scale in a remote Canada-based role.

Qualifications

• 3+ years of executive administrative experience supporting executives in a fast-paced corporate environment.
• Proven ability to manage complex, multi-executive calendars and travel logistics with strong accuracy.
• Superior written and verbal communication skills with high emotional intelligence and executive presence.
• Demonstrated discretion and sound judgment with sensitive company information.

Responsibilities

• Serve as the Executive Ambassador for three Area VPs with high-level external partners and internal stakeholders.
• Drive calendar strategy to optimize schedules across multiple Sales leaders.
• Design and book multi-leg travel itineraries with contingency planning.
• Oversee, track, and streamline expense reporting and reconciliations.
• Partner with leadership to curate agendas and track deliverables for staff meetings.
• Plan, coordinate, and execute offsites, strategy summits, and team-building events.
• Anticipate executive needs and adapt to shifting priorities with urgency.
• Own ad-hoc administrative projects to improve leadership efficiency.
• Champion Samsara culture and values across a growing global team.

Skills

Calendar management

Travel logistics

Expense management

Executive support

Communication skills

Discretion

AI productivity tools

Tools

AI productivity tools

Job description

Samsara Inc. is seeking an exceptionally agile Executive Assistant to back three Area Vice Presidents in a fast-paced Sales organization.

You will master calendars, design complex travel itineraries, manage expenses, and drive high-profile team events while balancing day-to-day priorities with strategic objectives. You will thrive as a proactive, self-directed problem solver who remains composed under pressure and delivers impact at scale in a remote Canada-based role.