Wealthsimple Logo

Senior Manager Software Development Delivery AI Platform

๐Ÿ‡จ๐Ÿ‡ฆ Canada - Remote
๐Ÿ’ป Software Development๐ŸŸฃ Senior

Job Description

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. Weโ€™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?

๐Ÿค‘ Competitive salary

๐Ÿ“ˆ Retirement savings matching plan using Wealthsimple for Business

๐ŸŒด Generous PTO offerings

๐ŸŒŽ A wide variety of peer and company-led Employee Resource Groups (ie. Rainbow, Women of Wealthsimple, Black @ WS)

Weโ€™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 โ€” 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. Youโ€™ll always have the choice to opt in or out before we begin.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.

Share this job:
Please let Wealthsimple know you found this job on Remote First Jobs ๐Ÿ™

1625 similar remote jobs

Explore latest remote opportunities and join a team that values work flexibility.

Remote companies like Wealthsimple

Find your next opportunity with companies that specialize in Wealth Manager, Financial Advisor, Investment Manager, and Portfolio Manager. Explore remote-first companies like Wealthsimple that prioritize flexible work and home-office freedom.

Davy Logo

Davy

501-1000 www.davy.ie

Provides wealth and capital services in Ireland for individuals and institutional investors.

17 open positions โ†’
Wealthfront Logo

Wealthfront

Helping individuals build wealth with integrated investing, saving, and banking services.

10 open positions โ†’
ATB Wealth Logo

ATB Wealth

501-1000 atb.com

Wealth management, financial planning, investment, and banking services in Alberta

View company profile โ†’
StashAway Logo

StashAway

An investment management platform for Singapore, Malaysia, MENA, Thailand, and Hong Kong.

View company profile โ†’
Vise Logo

Vise

51-200 vise.com

Technology-powered asset manager

View company profile โ†’
Nitrogen Logo

Nitrogen

Client engagement software for financial advisors and wealth management firms with risk tolerance and financial planning tools.

1 open positions โ†’

Project: Career Search

Rev. 2026.2

[ Remote Jobs ]
Direct Access

We source jobs directly from 21,000+ company career pages. No intermediaries.

01

Discover Hidden Jobs

Unique jobs you won't find on other job boards.

02

Advanced Filters

Filter by category, benefits, seniority, and more.

03

Priority Job Alerts

Get timely alerts for new job openings every day.

04

Manage Your Job Hunt

Save jobs you like and keep a simple list of your applications.

21,000+ SOURCES UPDATED 24/7
Apply