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WealthsimpleWE

Sr Manager Software Development, Delivery & AI Platform

We're looking for talented people who want to move fast, ship often, and have a huge impact.

Wealthsimple

Employee count: 201-500

Canada only

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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.
Platform Engineering at Wealthsimple builds the foundational systems, tools, and infrastructure that enable our engineering organization to deliver secure, reliable software at scale. We treat our platforms as products, with our internal engineering teams as our customers. Our mission is to accelerate development velocity, improve system reliability, and create an exceptional developer experience across the organization.
As a Senior Manager, Software Development in Platform Engineering, you'll lead two critical areas: the Delivery Platform team, which owns the complete deployment lifecycle from code commit through production, and a new Platform AI Foundations team that will enable Wealthsimple's AI capabilities. You'll be responsible for scaling these teams, defining technical strategy, and shaping how hundreds of engineers build and ship software.

In this role you'll have the opportunity to:

  • Lead and scale multiple high-performing teams. Manage 8-12+ engineers across two platform teams, including Engineering Managers and Staff+ engineers who provide technical and team leadership. You'll be responsible for developing leaders, building organizational capability, and creating an environment where engineers at all levels can do their best work. You'll drive hiring strategy and build a culture of technical excellence, collaboration, and continuous improvement across both teams.
  • Build the Platform AI Foundations team from the ground up. Define the mission, strategy, and roadmap for a new team that will enable AI capabilities across Wealthsimple. You'll recruit the initial team members and leaders, establish the team's technical direction, and partner with stakeholders across engineering, product, security, and compliance to shape how Wealthsimple builds with AI responsibly and at scale.
  • Scale the Delivery Platform team and capabilities. Lead the evolution of our deployment infrastructure to support a rapidly growing engineering organization. You'll drive improvements in deployment velocity, reliability, and consistency while ensuring the team can sustainably operate critical CI/CD systems, progressive delivery capabilities, and deployment observability that hundreds of engineers depend on daily.
  • Define and execute platform engineering strategy. Partner with senior engineering leadership to set the technical vision and roadmap for platform capabilities at Wealthsimple. You'll make strategic decisions about technology investments, prioritization across teams, and how platform engineering supports the company's broader technical strategy and 2026 reliability mission.
  • Drive operational excellence and delivery at scale. Establish metrics, processes, and practices that ensure your teams deliver reliably and predictably. You'll balance competing priorities across stakeholders, manage complex dependencies, and ensure both teams operate with clarity on goals, impact, and success criteria.
  • Influence engineering culture and standards. Shape engineering practices, technical standards, and ways of working beyond your immediate teams. You'll partner with peer Senior Managers, Directors, and VPs to drive platform adoption, improve engineering efficiency, and build best practices that scale across the entire engineering organization.
  • Build strategic partnerships across the organization. Work closely with product, security, compliance, data science, and other engineering teams to understand needs, align roadmaps, and deliver platform capabilities that enable their success. Your work will require strong cross-functional relationships and the ability to influence outcomes across organizational boundaries.

What you'll bring:

  • 10+ years of experience in software engineering, with deep expertise in platform engineering, DevOps, CI/CD, infrastructure, or site reliability engineering. You have strong technical credibility and understand what it takes to build systems that support engineering organizations at scale.
  • 5+ years of engineering management experience, including managing other Engineering Managers or senior technical leaders. You have a proven track record of building and scaling teams, developing engineering talent at all levels, and delivering complex technical initiatives across multiple teams. You know how to hire and grow strong engineering leaders.
  • Exceptional people leadership skills. You're passionate about developing engineering careers, building inclusive teams, and creating environments where people thrive. You excel at providing clear feedback, managing performance, navigating organizational dynamics, and building trust with teams and leadership alike.
  • Strategic thinking and execution. You can define technical vision and strategy while ensuring teams execute effectively. You balance short-term delivery with long-term platform investments, make thoughtful trade-offs under uncertainty, and adapt plans as context evolves.
  • Deep platform engineering expertise. You have hands-on experience with modern deployment technologies (Kubernetes, GitOps, progressive delivery), CI/CD infrastructure at scale, observability platforms, and building internal tools that serve hundreds of engineers. You can engage deeply in technical discussions and guide teams through complex architectural decisions.
  • AI curiosity and platform mindset. While deep AI/ML expertise isn't required, you're genuinely curious about AI technologies and excited to learn how to enable AI capabilities responsibly at scale. You understand how to treat internal platforms as products with clear metrics, user feedback loops, and measurable impact.
  • Proven ability to build teams from scratch. You've successfully hired, structured, and launched new teams or capabilities. You know how to define a team's mission, recruit strong talent, establish processes, and deliver value quickly while building for the long term.
  • Operational excellence and data-driven decision making. You establish effective processes, measure what matters, and use data to drive improvements. You're skilled at managing multiple priorities, coordinating across stakeholders, and ensuring teams deliver reliably and sustainably.
  • Influence and communication. You build strong relationships with senior leadership, peer managers, and cross-functional partners. You can communicate technical concepts clearly to diverse audiences, influence decisions without direct authority, and drive alignment across complex organizations.

Why Wealthsimple?

🤑 Competitive salary
📈 Retirement savings matching plan using Wealthsimple for Business
🌴 Generous PTO offerings
🌎 A wide variety of peer and company-led Employee Resource Groups (ie. Rainbow, Women of Wealthsimple, Black @ WS)
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!
Read our Culture Manual and learn more about how we work.

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.
At Wealthsimple, we want interviews to feel like genuine conversations. To support this, we use AI transcription during recruiter interviews. This allows recruiters to be fully engaged, ask thoughtful follow-up questions, and ensure your experiences are captured accurately. You’ll always have the choice to opt in or out before we begin.

About the job

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Job type

Full Time

Experience level

Senior
Manager

Location requirements

Hiring timezones

Canada +/- 0 hours

About Wealthsimple

Learn more about Wealthsimple and their company culture.

View company profile

We're looking for talented people who want to move fast, ship often, and have a huge impact.

How we work

We believe that access to financial freedom is a fundamental human right. Our mission is to make sure everyone has the opportunity to exercise that right by making simple, sophisticated, and affordable financial products.

Backed by some of the biggest names in finance and tech, we're growing quickly and globally. We work collaboratively to build the best possible experience for our clients. You won't find meeting-packed days or red tape, and we don't over-engineer our product or processes. Everyone is a maker, and we take things from start to finish quickly.

We're committed to building an actively inclusive environment, where everyone can be themselves and know their voices will be heard. And we don't accept the status quo. If you want to fix or improve something — go for it! We go above and beyond and encourage each other to do the best work of our lives.

Our values

Wealthsimple believes access to financial freedom is a human right. Here's how we plan to bring it to everyone. Read our Culture Manual.

Benefits at Wealthsimple

If you read our Culture Manual, you know that we believe in taking care of each other. Here are some of the ways we do that:

  • Retirement savings matching plan

  • Top-tier health benefits & life insurance

  • Professional development budget

  • Fitness credit

  • Parental leave (6 months topped up to 100%)

  • Access to personal finance learning & advice

  • Daily catered lunches from local restaurants

  • Employee resource groups

  • Team trips, outings, and hackathons

Employee benefits

Learn about the employee benefits and perks provided at Wealthsimple.

View benefits

Generous vacation

20 vacation days per year

Paid parental leave

6 months topped up to 100% of salary

Equity benefits

Company equity for full-time employees

Company retreats

Annual company retreat so you can meet everyone in person.

View Wealthsimple's employee benefits
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Wealthsimple hiring Sr Manager Software Development, Delivery & AI Platform • Remote (Work from Home) | Himalayas