Wealthsimple

Executive Assistant

Wealthsimple

full-time

Posted on:

Location Type: Remote

Location: Canada

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Salary

💰 CA$89,600 - CA$112,000 per year

About the role

  • Own high-volume calendars for 3–4 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 Product/Engineering environments
  • 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
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
calendar managementevent managementexpense managementfinancial approvalscross-time zone coordinationstakeholder alignmentprocess improvementworkflow automation
Soft Skills
organizational skillsdetail-orientedcommunication skillsstakeholder judgmentproactiveautonomousdiscretionreliability