Executive Assistant (Product Development)

Do you have a passion for building an efficient work environment?

Then Jobber might be the place for you! We’re looking for an Executive Assistant to join our People Team.

Jobber exists to help people in small businesses be successful. We work with small home service businesses, like your local plumbers, painters, and landscapers, to transform the way service is delivered through technology. With Jobber they can quote, schedule, invoice, and collect payments from their customers, while providing an easy and professional customer experience. Running a small business today isn’t like it used to be—the way we consume and deliver service is changing rapidly, technology is evolving, and customers expect more. That’s why we put the power and flexibility in their hands to run their businesses how, where, and when they want!

Our culture of transparency, inclusivity, collaboration, and innovation has been recognized by Great Place to Work, Canada’s Most Admired Corporate Cultures, and more. Jobber has also been named on the Globe and Mail’s Canada’s Top Growing Companies list, and Deloitte Canada’s Technology Fast 50, Enterprise Fast 15, and Technology Fast 500 lists. With an Executive team that has over thirty years of industry experience leading the way, we’ve come a long way from our first customer in 2011—but we’ve just scratched the surface of what we want to accomplish.

The team:

The People department at Jobber builds an environment where the very best people can do amazing work. Whether it is your first point of contact with one of our recruiters, engaging in our custom onboarding program, or reaching out to one of our business partners, the People group is here to help you be successful.

In this umbrella is the Administrative Team. This group plays a vital role in supporting our Senior Leadership teams across multiple divisions, ensuring seamless day-to-day operations. Acting as a central hub, this team manages key administrative functions and serves as a critical point of contact for a wide range of needs.

The role:

Reporting to the Manager, Leadership Support, we are looking for an Executive Assistant (EA) to support the needs of our senior leaders across Canada and the United States. This EA would support the Product Development group and will support four leaders across Product Design, Engineering and Management—this team powers Jobber’s platform innovation ensuring the platform meets the evolving needs of its growing user base.

This role is ideal for someone who wants to do more than fetch coffee - it’s strategic support that has a direct impact on leadership effectiveness. You’ll play a critical role in ensuring seamless coordination and operational efficiency for your group.

The Executive Assistant will:

• Manage complex calendars for senior leaders within your division, coordinating internal and external meetings.
• Plan and coordinate travel for senior leaders, including department offsites, corporate events, and conferences.
• Oversee expense reconciliation, ensuring reports are accurate and submitted within corporate deadlines.
• Own department offsites by managing travel, venues, catering, social events, agendas, and post-event follow-ups.
• Serve as the primary point of contact for senior leaders, ensuring seamless communication with Executive Assistants, internal stakeholders, and external partners.
• Handle daily administrative operations, including ordering supplies, overseeing procedures, and improving division-wide efficiency.
• Support new employees by guiding them through onboarding and ensuring access to tools, information, and resources.
• Lead event coordination for division and department events, ensuring smooth execution and engagement.
• Maintain and update documentation, including guides and program materials aligned with department priorities.
• Enhance the executive experience by researching and implementing new tools, improving processes, and supporting company-wide events.

To be successful, you should have:

• Demonstrated experience supporting senior leadership or C-suite executives, managing multiple leaders and priorities in a fast-paced environment.
• A strong business background, ideally in business administration, operations, or a related field.
• A proactive and adaptable mindset, always looking for ways to enhance efficiency and collaboration. You naturally ask, "How can I help?" or "Can I get support?" to drive solutions.
• Excellent communication skills, with the ability to anticipate challenges, evaluate solutions, and adapt to different communication styles.
• Strong organizational and multitasking abilities, thriving in a fast-moving environment where priorities shift quickly.
• A balance of ambition and humility, always pushing for innovation while remaining open to feedback and learning.
• Exceptional attention to detail and time management skills, ensuring seamless coordination of calendars, travel, and events.
• The ability to work effectively in a remote-first, global company, collaborating across time zones with independence and initiative.
• Proficiency with productivity tools, such as Google Suite, Slack, Zoom, and expense management software.
• A problem-solving approach, anticipating needs and driving efficiencies to support senior leaders.
• The ability to work from our Toronto office at least one day per week, with flexibility for in-office collaboration as needed.

Please note: This role requires you to be in-office a minimum of two days a week. By applying and selecting yes, you acknowledge you'd be comfortable with this requirement.