Manager, Business Enterprise Systems

Wealthsimple Inc.; Toronto; Hybrid; CAD 150,000 - 190,000; Full time

Benefits offered by this job

Health benefits

Paid time off

Wellness days

Hybrid work model

Flexible work hours

Job summary

Wealthsimple Inc. is seeking a Manager, Business Enterprise Systems to lead a team building and operating Wealthsimple’s core systems and their integrations.

You will stay hands‑on in code and architecture while mentoring developers and shaping cross‑functional collaboration with Finance, Legal, CS Ops, Security, and Data. You will report to the Senior Manager, Business Enterprise Systems and drive end‑to‑end delivery.

Qualifications

• 6+ years of application development experience with 2+ years leading a development team.
• Strong working knowledge of Java, TypeScript, Ruby, or Python with hands‑on production experience.
• Experience mentoring team members, conducting 1‑1s, and performance reviews.
• Proven track record guiding teams through delivery and cross‑functional projects.
• Experience planning applications, migrations, upgrades, and configurations with stakeholders.
• Experience owning integrations and data flows between third‑party platforms.
• Experience with Infrastructure as Code tools (Terraform) for cloud automation (AWS, GCP).
• Ability to align roadmaps, allocate resources, and defend tradeoffs across functions.
• Demonstrated ability to build relationships with stakeholders and drive process improvements.
• Experience applying AI tools to accelerate development and automate workflows.

Responsibilities

• Build and sustain trusted relationships with business leaders across Finance, HR, Legal, Customer Ops, Security, IT and Data.
• Translate operating pain into technical scope by challenging requests and proposing better options.
• Contribute as a builder: write and review production code, lead design of complex integrations, tackle cross‑system problems.
• Own the technical standard for the team through design reviews and architectural direction.
• Manage and coach a team of developers with clear expectations and growth trajectories.
• Oversee delivery of multi‑functional initiatives with clear scope, sequencing, and risk management.
• Maintain release discipline across critical systems, including deployment cadence and audit-ready controls.
• Provide leadership with a clear view of team throughput, backlog health, and system risk.

Skills

Trusted Partners

Hands-On Builders

Empathetic Leaders

Java

TypeScript

Ruby

Python

Performance Reviews

IaC Terraform

AWS / GCP

Data Integrations

Cross-Functional Collaboration

AI in Development

Tools

Terraform

Jira

Slack

Okta

Workato

Google Workspace

Job description

Build something people love

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 $155 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.

As Manager, Business Enterprise Systems, you will lead the team that builds and operates Wealthsimple’s business-critical systems of record and the integrations between them. You will manage a team of developers while remaining hands‑on in the code and the architecture yourself. Your role centres on building durable relationships with leaders across Finance, Legal, CS Ops, Security, and Data, translating their operating problems into system design, and owning delivery end to end. You will report to the Senior Manager, Business Enterprise Systems and have a mandate to make the business measurably better at running itself.

Responsibilities:

• Build and sustain trusted relationships with business leaders across Finance, HR, Legal, Customer Operations and Experience, Security, IT and Data, becoming the partner they can bring problems to early rather than late.

• Translate business operating pain into technical scope by asking the second and third question, challenging requests that don’t hold up, and proposing better options when the answer is no.

• Contribute directly as a builder: write and review production code, lead the design on complex integrations, and take on the ambiguous cross-system problems yourself.

• Own the technical standard for the team through design review, code review, and architectural direction.

• Manage, coach, and develop a team of developers with clear expectations, early and specific feedback, and genuine investment in their growth and trajectory.

• Own delivery of the team’s commitments on initiatives spanning multiple functions, including scope, sequencing, dependencies, risk, and a status the business can trust.

• Maintain release and change discipline across business‑critical systems, including deployment cadence, environment strategy, rollback paths, and audit‑ready change controls.

• Provide a clear, regular view of team throughput, backlog health, and system risk so leadership never has to ask how the area is doing.

What You Bring:

People who will succeed in this role are:

• Trusted Partners: they build real relationships with non-technical leaders who have no obligation to give them trust, and they can hold a line on scope without damaging the relationship.

• Hands‑On Builders: they are not hesitant to jump in. They lead by example in the code and the design, and their technical judgment is current rather than remembered.

• Empathetic Leaders with a High Bar: they understand what their people are carrying and factor it in, and they still give the honest feedback early, because letting someone stall out is the worse outcome.

Skills and Experience

We are looking for amazing people to join our team. If you think you are a great fit for the role but don’t hit every single requirement, consider reaching out anyway.

• 6+ years of application development experience, including at least 2 years of managing a development team and leading them through successful delivery of custom builds.

• Strong working knowledge of at least one general‑purpose language such as Java, TypeScript, Ruby, or Python, with recent hands‑on experience building production systems.

• Experience planning and furthering the professional growth of individual team members, including 1‑1s, performance reviews, ongoing feedback, goal‑setting, and promotions.

• A track record of providing technical and process guidance to a team throughout delivery.

• Experience planning and delivering application projects such as implementations, migrations, upgrades, and configuration, organizing deadlines, resources, and cross‑functional stakeholders.

• Experience owning integrations and data flows across third‑party software platforms.

• Experience with Infrastructure as Code tools (such as Terraform) for automation in cloud environments (AWS, GCP, or similar platforms).

• Experience with resource allocation and strategic roadmap development, including sequencing competing priorities across stakeholders and defending the tradeoffs.

• Demonstrated ability to build relationships with stakeholders at all levels and collaborate effectively across functions to achieve shared business goals.

• Demonstrated ability to lead cross‑functional projects and drive process improvements.

• Experience applying AI tools to accelerate development and automate business workflows.

Nice to Have

• Experience working with tool APIs like Jira, Slack, Okta, Workato, Google Workspace etc. in an enterprise‑level environment.

• Experience managing development teams in high‑growth technology environments or fintech/regulated industries.

Why Wealthsimple?

• 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.
• *Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles.

ICYMI

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.