Executive Assistant

Wealthsimple is seeking an executive assistant to support 3 VPs in their R&D organization. The role involves managing calendars, coordinating events, handling expenses, and ensuring operational efficiency to enable senior leaders to focus on high-value work.

Location: Remote (Canada)

Salary: CA$89.6K - CA$112K

Responsibilities

• Own high-volume calendars for 3 VPs, making trade-offs to balance focus time and stakeholder engagement
• Act as a gatekeeper and strategic partner to VPs, challenging low-value meetings and ensuring alignment with top priorities
• Lead end-to-end execution of internal events (takeovers, go-days, all-hands): owning logistics, timelines, stakeholder alignment, and execution
• Manage cross-time zone coordination for international teams with minimal friction and no scheduling inefficiencies
• Own expense management and financial approvals with accuracy, speed, and accountability
• Coordinate travel, anticipating changes and minimizing executive downtime
• Partner seamlessly with other R&D EAs to ensure consistent coverage and alignment
• Maintain absolute discretion with sensitive information
• Identify inefficiencies and implement scalable processes that materially improve executive leverage and team effectiveness

Requirements

• 4 to 7 years supporting multiple leaders (VP+) from Engineering environments
• Understanding of Engineering priorities and structures
• Strong calendar ownership and prioritization; able 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
• Highly organized, detail-oriented, and a clear communicator with strong stakeholder judgment
• Proactive and autonomous; identifies issues and solves them without direction
• Discreet and reliable with sensitive information
• Experience with AI tools (Gemini, Claude) to improve efficiency and automate workflows
• Proficient with Google Workspace, Slack, Notion, and Figma

Benefits

• 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

Additional Information

• Wealthsimple is a hybrid team with over 1,500 employees across North America.
• The company values curiosity, innovation, and diversity.
• They are committed to accessibility and inclusive hiring practices.
• AI may be used in the hiring process, but final decisions are human-driven.