IT Systems Administrator

Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $125 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada.

We're proud of what we've built — and we're just getting started. Read our Culture Manual and learn more about how we work.

About the Business Enterprise Systems Team

The Business Enterprise Systems (BES) team is a support and enablement organization that ensures the seamless operation of Wealthsimple’s enterprise systems. Our mission is to maximize the value of our internal tech stack by managing connectivity, integrations, and automation that power business operations with integrity, scalability, and security.

We act as the glue between people, processes, and technology — standardizing tools, enabling employees to self-serve, and driving operational excellence. Guided by principles of transparency, root-cause problem solving, and a “stack-first” mindset, BES empowers Finance, Procurement, HR, IT, and other departments to work smarter, faster, and with confidence.

The position reports to the Senior Manager, Enterprise Business Systems, and is part of the broader Security and IT function.

About the Systems Administrator:

We are seeking a Systems Administrator to join our growing Business Enterprise Systems (BES) team. In this role, you’ll be the hands-on steward of our core collaboration platforms, such as Slack, Notion, and DocuSign ensuring they run reliably, securely, and at scale. You will own day-to-day system administration, manage and resolve incoming requests, maintain configuration and governance standards, and partner closely with business and technical teams to ensure these tools effectively support how the company works.

This role is ideal for someone who enjoys diving deep into SaaS platforms, learning new features, and continuously improving systems through thoughtful configuration and automation. As a key member of BES, you’ll help maximize the value of our collaboration technology stack, reduce operational friction, and ensure our tools evolve alongside the business.

• Administer core collaboration systems (e.g.Google Workspace, Slack, Notion, DocuSign or other IT business applications) by owning the product development of these tools and managing the queue of requests.

• Coordinate with internal teams and vendors to facilitate high-priority incident resolution.

• Communicate clearly with requesters on status, timelines, and resolutions in line with Service Level Agreements (SLAs).

• Identify recurring issues, inefficiencies, and manual processes through ticket trends and user feedback.

• Drive continuous improvement initiatives to enhance system usability, reliability, and data quality.

• Explore automation and orchestration opportunities using tools like Workato or AI-assisted workflows to create end-to-end system flows.

• Monitor and maintain system health, adoption and cost efficiency.

• Support system implementations and enhancements by assisting with testing and validation, feature rollouts and upgrades, and in-house product development projects.

• Partner with business teams to improve how systems support operational workflows and ensure tools are aligned with our security standards.

• 5 years of experience administering SaaS platforms (e.g.Google Workspace, Slack, Notion, DocuSign, or other IT business applications).

• Experience working within an ITSM or ticket-based support model.

• Familiarity with APIs, integrations, and cross-system data flows.

• Strong problem-solving skills with a structured approach to troubleshooting and continuous improvement.

• Excellent communication skills, with the ability to work effectively with both technical and non-technical stakeholders.

• Self-motivated, detail-oriented, and comfortable managing multiple priorities in a fast-paced environment.

🌸 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

🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work — whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building.

Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.

Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know — we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs.

AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.