Executive Assistant

ABOUT THE ROLE Wealthsimple is a leading fintech company on a mission to help everyone achieve financial freedom by making financial services simple, transparent, and low-cost. As Canada's largest fintech, trusted by over 3 million clients with more than $100 billion in assets, we're proud of what we've built and we're just getting started. WHAT YOU'LL DO You will support a group of 3 VPs across our R&D (Engineering) organization, owning executive operations end-to-end. This role requires strong judgment, operational rigor, and the ability to operate as a force multiplier for senior leaders. You will ensure VPs are focused on the highest-value work while driving efficiency across teams. Key responsibilities include: - Owning high-volume calendars for 3 VPs, making trade-offs to balance focus time and stakeholder engagement - Acting as a gatekeeper and strategic partner to VPs, challenging low-value meetings and ensuring alignment with top priorities - Leading end-to-end execution of internal events, including takeovers, go-days, and all-hands - Managing cross-time zone coordination for international teams with minimal friction and no scheduling inefficiencies - Owning expense management and financial approvals with accuracy, speed, and accountability - Coordinating travel, anticipating changes and minimizing executive downtime - Partnering seamlessly with other R&D EAs to ensure consistent coverage and alignment - Maintaining absolute discretion with sensitive information - Identifying inefficiencies and implementing scalable processes that materially improve executive leverage and team effectiveness WHAT YOU'LL NEED To be successful in this role, you will bring: - 4 to 7 years of experience supporting multiple leaders (VP+) from Engineering environments - Understanding of Engineering priorities and structures - Strong calendar ownership and prioritization, with the ability to make trade-offs and push back when needed - Comfortable coordinating across multiple time zones (NAM) and distributed teams - Proven experience managing mid-size internal on/off-site events end-to-end - High-level organization, attention to detail, and clear communication skills - Proactive and autonomous, with the ability to identify issues and solve them without direction - Discreet and reliable with sensitive information - Experience with AI tools (Gemini, Claude) to improve efficiency and automate workflows - Proficiency with Google Workspace, Slack, Notion, and Figma WHY REMOTE Wealthsimple is a hybrid team with over 1,500 employees across North America. As a remote worker, you will collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work. BENEFITS We offer a comprehensive benefits package, including: - Top-tier health benefits and life insurance - Long-term group savings with employer match, through Wealthsimple for Business - 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year - 90 days away: work outside Canada for up to 90 days per year - Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS Compensation Range: CA$89.6K - CA$112K