---
title: 'Manager, Business Enterprise Systems at Wealthsimple Technologies'
canonical: 'https://feeny.ai/job/manager-business-enterprise-systems-wealthsimple-technologies-canada-hgssrdfc33ws'
type: 'job'
last_seen: '2026-09-25'
---

# Manager, Business Enterprise Systems at Wealthsimple Technologies

- **Company:** Wealthsimple Technologies
- **Location:** Canada
- **Compensation:** $166k–$208k
- **Employment:** full-time
- **Work type:** remote
- **Posted:** 2026-09-22
- **Last confirmed live:** 2026-09-25
- **Apply:** https://jobs.ashbyhq.com/wealthsimple/38b4acb6-97e5-4867-812d-19b76435d28b

## 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](https://www.wealthsimple.com/en-ca/culture) and learn more about [how we work](https://www.wealthsimple.com/en-ca/careers).

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.

## About Wealthsimple Technologies

## Company Overview
- **One-liner**: Wealthsimple is a Canadian financial technology company that offers commission-free trading, automated investing, banking, and advisory services, aiming to make financial freedom accessible to everyone.
- **Entity Type**: Private (later-stage, over $1.1B total funding)
- **Headquarters**: Toronto, Ontario, Canada
- **Founded**: 2014 (10 years ago as of 2024, per company narrative)
- **Founders**: Michael Katchen (Co-founder & CEO); other co-founders include Brett Huneycutt (Co-founder & CPO)

## Core Business
- **Primary industry**: Financial technology (fintech) – online brokerage, robo-advising, digital banking, and crypto trading.
- **Target customers**: B2C (individual Canadians, from beginners to experienced investors) and B2B (business chequing, investing, and group plans).
- **Mission**: “To help everyone achieve financial freedom by making simple, smart, and affordable financial products for everyone.” [wealthsimple.com](https://www.wealthsimple.com/en-ca/about)

## Products & Services
- **Trade**: Commission-free trading of stocks, ETFs, options ($0 contract fees), and cryptocurrency. [wealthsimple.com](https://www.wealthsimple.com/en-ca)
- **Invest**: Expertly built automated portfolios for various risk tolerances and goals.
- **Chequing**: A high-interest chequing account with rewards and no fees.
- **Business**: Chequing, investing, and group retirement plans for companies.
- **Advice**: Access to human financial advisors for personalized wealth management.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed.
- **Key Metric**: Over $100 billion in assets under administration (as of 2026); more than 4 million clients; 1,500+ employees. [wealthsimple.com](https://www.wealthsimple.com/en-ca)
- **Total Funding**: Over $1.1 billion raised across multiple rounds. [wealthsimple.com](https://www.wealthsimple.com/en-ca/careers)
- **Notable Investors/Partners**: Power Corporation of Canada, Inovia Capital, Meritech Capital, TCV, Greylock Partners, Sagard Holdings, and others (board includes Paul Desmarais III, Patrick Pichette, Amy Bohutinsky, etc.). [wealthsimple.com](https://www.wealthsimple.com/en-ca/about)
- **Growth Signals**: Fastest-growing Canadian online brokerage in 2025 by asset and trading volume growth (Investor Insight / ISS Canada). [wealthsimple.com](https://www.wealthsimple.com/en-ca)

## Competitive Advantages
- **All-in-one platform**: Combines investing, trading, banking, crypto, and advice in a single, simple interface.
- **Canadian-first focus**: Deeply understands the Canadian market (RRSP, TFSA, FHSA, etc.) and regulatory environment.
- **Low-cost model**: Commission-free trades, no account minimums, competitive interest rates.
- **Strong brand trust**: Over 4 million users and a reputation for transparency and customer-centric design.

## Strategic Focus
- **Product expansion**: Continuously adding new features (e.g., options trading, high-interest chequing, business accounts).
- **AI integration**: “Build with AI” is an operating expectation; using AI to improve products and internal efficiency. [wealthsimple.com](https://www.wealthsimple.com/en-ca/culture)
- **Scaling the team**: Actively hiring across engineering, product, design, and business roles to support growth.
- **Deepening client relationships**: Moving from transactional to holistic financial wellness.

## Why Work Here
- **Culture**: “Maker-owner” philosophy – everyone is expected to ship, take ownership, and stay close to the work. Flat hierarchy, autonomy, and high impact.
- **Flexible work**: Hybrid model with a central Toronto HQ and coworking hubs in Calgary, Vancouver, NYC, and San Francisco. Teams gather in person 2–4 times per year for onsites; R&D teams have “Go! Days” every 6 weeks. [wealthsimple.com](https://www.wealthsimple.com/en-ca/careers)
- **Benefits**: 20 vacation days, 90 Days Away program (extended remote work), top-tier health benefits, $5,000/year mental health support, $1,500/year professional development, $1,500/year wellness & home office, equity for full-time employees, paid parental leave, and a 1.75% interest rate on chequing. [wealthsimple.com](https://www.wealthsimple.com/en-ca/careers)
- **Engineering culture**: Emphasis on moving fast, shipping often, and using AI as a core tool. R&D teams have dedicated “Build Days” for deep work.
- **Early talent program**: Internships and co-ops with mentorship from industry leaders.

## Sources
1. [wealthsimple.com](https://www.wealthsimple.com/en-ca) – Company overview, products, client count, growth stats
2. [wealthsimple.com](https://www.wealthsimple.com/en-ca/careers) – Careers page, benefits, work model, funding, employee count
3. [wealthsimple.com](https://www.wealthsimple.com/en-ca/about) – About page, leadership, board, mission, investors
4. [wealthsimple.com](https://www.wealthsimple.com/en-ca/culture) – Culture manual, values, maker-owner philosophy, AI expectations
5. [jobs.ashbyhq.com](https://jobs.ashbyhq.com/wealthsimple) – Current job openings

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