Executive Assistant

Wwshemi; Canada; Remote; CAD 82,000 - 106,000; Full time

Benefits offered by this job

Flexible remote model

Professional development stipend

Comprehensive health & parental leave

Above-market total rewards

Job summary

Samsara is seeking an exceptionally agile Executive Assistant to power three Area Vice Presidents in a fast-growing Sales organization. You will master complex calendars, design intricate travel itineraries, oversee expense reporting, and help plan high-impact team events with polished diplomacy and proactive problem solving.

Based in Canada, this remote role offers autonomy, a growth-focused environment, and the chance to shape executive efficiency while balancing day-to-day priorities with

Qualifications

• 3+ years of executive administrative experience supporting executives in a fast-paced corporate environment.
• Proven track record of managing complex, multi-executive calendars, travel logistics, and shifting priorities with accuracy and composure.
• Superior written and verbal communication skills with high emotional intelligence and executive presence.

Responsibilities

• Serve as an Executive Ambassador to 3 Area VPs with polish across external partners and internal stakeholders.
• Drive Calendar Strategy by optimizing schedules across multiple Sales leaders.
• Master Logistics & Travel by designing multi-leg itineraries and accommodating schedule changes.
• Manage Business Expenses with accurate reporting and reconciliations.
• Orchestrate Staff Meetings by curating agendas and tracking deliverables.
• Lead Event Planning for team offsites, summits, and team-building activities.
• Anticipate and resolve executive needs, reduce friction, and adapt to shifting priorities.
• Execute Strategic Projects to improve leadership efficiency.
• Champion Samsara culture and its core principles across the organization.

Skills

Executive support

Calendar management

Travel planning

Expense management

Stakeholder communication

Discretion & judgment

Tools

AI productivity tools

Job description

Who we are

Samsara (NYSE: IOT) is the pioneer of the Connected Operations™ Cloud, which is a platform that enables organizations that depend on physical operations to harness Internet of Things (IoT) data to develop actionable insights and improve their operations. At Samsara, we are helping improve the safety, efficiency and sustainability of the physical operations that power our global economy. Representing more than 40% of global GDP, these industries are the infrastructure of our planet, including agriculture, construction, field services, transportation, and manufacturing - and we are excited to help digitally transform their operations at scale.

Working at Samsara means you’ll help define the future of physical operations and be on a team that’s shaping an exciting array of product solutions, including Video-Based Safety, Vehicle Telematics, Apps and Driver Workflows, and Equipment Monitoring. As part of a recently public company, you’ll have the autonomy and support to make an impact as we build for the long term.

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 Samsara. 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 Samsara, 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 Samsara’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.

The compensation range shown spans approved pay zones for this role. Your primary work location determines the range applicable to you, which may be narrower than the full range displayed.

The range of annual base salary for full-time employees for this position is below. Please note that base pay offered may vary depending on factors including your city of residence, job-related knowledge, skills, and experience. Learn more about our total rewards and benefits below.

Annual Base Salary

$82,025-$106,150 CAD

Total Rewards

At Samsara, we build for the people who keep the global economy moving. We want owners, not passengers, which is why our rewards https://www.samsara.com/company/careers/benefits are designed to fuel high-impact builders. Our compensation program delivers above-market total compensation through a combination of base salary, performance-based bonus/variable pay, and equity (for eligible roles) in a high-growth public company. We meaningfully differentiate pay for our top performers, who have the opportunity to earn above-market compensation that can outpace the broader market over time.

Beyond compensation, we provide the foundations that enable long-term success: a flexible, employee-led remote model, a professional development stipend, comprehensive health and parental leave plans, and more. If you’re ready to build for the long term and own the outcome, your journey starts here.

Flexible Working

At Samsara, we embrace a flexible working model that caters to the diverse needs of our teams. Our offices are open for those who prefer to work in-person and we also support remote work where it aligns with our operational requirements. For certain positions, being close to one of our offices or within a specific geographic area is important to facilitate collaboration, access to resources, or alignment with our service regions. In these cases, the job description will clearly indicate any working location requirements. Our goal is to ensure that all members of our team can contribute effectively, whether they are working on-site, in a hybrid model, or fully remotely. All offers of employment are contingent upon an individual’s ability to secure and maintain the legal right to work at the company and in the specified work location, if applicable.

Belonging at Samsara

At Samsara, we welcome everyone regardless of their background. All qualified applicants will receive consideration for employment without regard to race, color, religion, national origin, sex, gender, gender identity, sexual orientation, protected veteran status, disability, age, and other characteristics protected by law. We depend on the unique approaches of our team members to help us solve complex problems and want to ensure that Samsara is a place where people from all backgrounds can make an impact.

Accommodations

Samsara is an inclusive work environment, and we are committed to ensuring equal opportunity in employment for qualified persons with disabilities. Please email [e-mail] or click here https://forms.gle/DrM6DFQUiSgfPtCVA if you require any reasonable accommodations throughout the recruiting process.

Our Commitment to Authenticity

We use Tofu https://hiretofu.com/privacyPolicy, a fraud detection tool, to validate the authenticity of applications and protect against identity fraud. This ensures we are connecting with real people and allows us to prioritize genuine candidates. Please see Samsara’s Candidate Privacy Notice https://www.samsara.com/legal/candidate-privacy-notice for more information.