Creative Executive Assistant

About Wealthsimple

Wealthsimple is a pioneering financial services company in Canada, providing an array of straightforward yet sophisticated products including managed investment portfolios, DIY trading platforms, cryptocurrency services, tax filing solutions, and spending and saving tools. Serving over 4 million clients with $125 billion in assets under management, the company was established in 2014 by financial and technology experts and is headquartered in Toronto.

Role Overview

We are seeking an Executive Assistant to support the Chief Content Officer, a pivotal leader overseeing the brand, editorial, and creative functions at Wealthsimple. This role is integral in ensuring operational efficiency and timely execution of priorities within a high-velocity creative environment. The ideal candidate is a proactive organizer, adept at managing complex schedules, anticipating needs, and facilitating seamless communication and collaboration.

Responsibilities

• Manage the executive's calendar with strategic oversight, prioritizing critical tasks and minimizing distractions.
• Track upcoming deadlines, overdue items, and progress to maintain momentum within the team.
• Provide availability during critical times, including weekends, to support timely product launches.
• Coordinate meetings by preparing agendas, taking notes, tracking follow-ups, and ensuring team accountability.
• Draft communications, prepare briefs, and handle correspondence with sound judgment on escalation needs.
• Manage administrative duties such as expense processing, invoice handling, travel arrangements, and document organization.
• Develop and maintain relationships with direct reports, cross-functional partners, and leadership to sustain context and alignment.

Qualifications

• Five to seven years of experience supporting senior leadership, preferably in creative, branding, or editorial settings; agency or high-growth environments preferred.
• Exceptional organizational skills with an anticipatory approach to managing tasks and priorities.
• Ability to assertively prioritize and protect the leader's time with confidence and tact.
• Strong emotional intelligence to adapt to varying working styles and situations.
• Excellent communication capabilities, including concise writing, briefing, and knowing when to engage verbally.
• Comfort with dynamic and shifting priorities, remaining composed and focused to keep work advancing.
• Proficient with Google Workspace and Slack; familiarity with Figma is advantageous.
• Fluency in AI tools usage to enhance work efficiency and champion adoption among colleagues.

Why Join Us?

• Top-tier health insurance and life coverage.
• Long-term group savings plan with employer matching via Wealthsimple for Business.
• Comprehensive leave package: 20 vacation days, 4 wellness days, unlimited sick and mental health days annually.
• Flexible work arrangement allowing up to 90 days working outside Canada per year.
• Inclusive employee networks such as Rainbow (2SLGBTQ), Women of WS, and Black at WS.
• A collaborative hybrid workplace of over 1,500 employees across North America, fostering diverse talent and innovation.

Additional Information

Wealthsimple values innovation and embraces new technologies and AI to enhance workflows. We encourage adaptability and continuous improvement within our teams. Our hiring practices are designed to support diversity, equity, and accessibility. If you require accommodations during the recruitment process or have questions about how your information is used, we invite open communication.

The compensation range for this position is CA$89,600 to CA$112,000 annually.