Executive Assistant - Regulatory and Brokerage & Trading
Wealthsimple
Administration, Compliance / Regulatory
Toronto, ON, Canada
Posted on Nov 7, 2025
Your career is an investment that grows over time!
Wealthsimple is on a mission to help everyone achieve financial freedom by reimagining what it means to manage your money. Using smart technology, we take financial services that are often confusing, opaque and expensive and make them transparent and low-cost for everyone. We’re the largest fintech company in Canada, with over 3+ million users who trust us with more than $100 billion in assets.
Our teams ship often and make an impact with groundbreaking ideas. We're looking for talented people who keep it simple and value collaboration and humility as we continue to create inclusive and high-performing teams where people can be inspired to do their best work.
Our Enablement Functions work collaboratively with our Research & Design team to build user-centered financial products that simplify complex finances and delight our clients. Our teams ship often and make an impact with groundbreaking ideas, creating inclusive and accessible solutions that help millions achieve their financial goals.
Reporting to the VP & Head of Capital Markets, you will be supporting our Vice-Presidents of Regulatory Compliance and Brokerage & Trading. In this role, you'll provide high-quality administrative and operational support that allows our VPs to focus their time and energy on strategic priorities. You'll work with leaders who collaborate closely, minimizing context switching while maximizing your impact across Wealthsimple.
In this role you'll have the opportunity to:
- Manage calendars for 3-4 VPs, including scheduling meetings, prioritizing commitments, and ensuring time for strategic work.
- Process expenses and manage financial approvals efficiently.
- Coordinate business travel arrangements, including booking transportation, accommodation, and preparing necessary documentation.
- Support logistics for team events, offsites, and all-hands meetings as needed and in collaboration with with other EAs across the organization and within Regulatory and Brokerage & Trading.
- Maintain confidentiality when handling sensitive information and communications.
- Identify opportunities to create processes that increase VP effectiveness and team cohesion.
- Solve problems proactively, anticipating needs before they arise.
Skills you'll bring:
- Experience providing administrative support to multiple leaders simultaneously.
- Strong organizational skills with exceptional attention to detail.
- Excellent written and verbal communication abilities.
- Proactive problem-solving approach and ability to make decisions independently.
- Proficiency with Google Workspace, calendaring systems, and expense management tools.
- Ability to maintain confidentiality and exercise discretion with sensitive information.
- Experience prioritizing competing demands in a thoughtful, strategic manner.
- Commitment to creating inclusive environments aligned with Wealthsimple's values.
Nice to have:
- Previous experience supporting leaders in technology, product, or design.
- Knowledge of the fintech industry or interest in financial services.
- Experience working in a rapidly evolving organization.
- Background in coordinating cross-functional projects or initiatives.
- Familiarity with tools like Slack, Notion, and Figma.
Why Wealthsimple?
🤑 Competitive salary with top-tier health benefits and life insurance
📈 Retirement savings matching plan using Wealthsimple for Business
🌴 20 vacation days per year and unlimited sick and mental health days
📚 Up to $1,500 per year towards wellness and professional development budgets respectively
🛫 90 days away program: Employees can work internationally in eligible countries for up to 90 days per calendar year
🌎 A wide variety of peer and company-led Employee Resource Groups (ie. Rainbow, Women of Wealthsimple, Black @ WS)
💖 Company-wide wellness days off scheduled throughout the year
We’re a remote-first team, with over 1,000 employees coast to coast in North America. Be a part of our Canadian success story and help shape the financial future of millions — join us!
Technology & Innovation at Wealthsimple
We believe the future belongs to those who innovate boldly. At Wealthsimple, every team member is expected to lean into new technologies, including AI, and tooling to rethink how we work, solve problems faster, and create even greater value. We're looking for people who are not just comfortable with change but energized by it. Our commitment is to build a company that evolves at the pace of the world around us, and we want you to help lead that future.
DEI Statement
At Wealthsimple, we are building products for a diverse world and we need a diverse team to do that successfully. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.
Accessibility Statement
Wealthsimple provides an accessible candidate experience. If you need any accommodations or adjustments throughout the interview process and beyond, please let us know, and we will work with you to provide the necessary support and make reasonable accommodations to facilitate your participation. We are continuously working to improve our accessibility practices and welcome any feedback or suggestions on how we can better accommodate candidates with accessibility needs.