Technical Lead

Purpose UnlimitedToronto, ON
Hybrid

About The Position

This role exists to make one squad extraordinary – technically sharper, more ambitious, and more impactful than they thought possible. You own the technical direction of your squad: growing engineers into their best work, setting the architectural standard, and ensuring every line of code connects to a business outcome. This is not a role where you choose between leadership and craft. You architect systems, coach engineers through hard problems, review pull requests for what they teach and not just what they ship, and then walk into a room of non-technical stakeholders and turn complexity into clarity. AI handles the routine so you can do all of this at a level that was impossible three years ago.

Requirements

  • Demonstrated experience leading and developing software engineers, including giving hard feedback, navigating difficult conversations, and growing people into roles they didn't think they could fill.
  • Deep technical expertise: you've built and shipped production systems with strong foundations in system design, distributed systems, and at least one modern language (we primarily use Python).
  • Equal clarity communicating with engineers and executives – translating technical complexity into business language and vice versa, under pressure.
  • Hands-on fluency with AI-assisted development tools and a demonstrated ability to integrate AI into how a team works, not just how an individual codes.

Nice To Haves

  • Experience in financial services, fintech, or wealth management in regulated environments where compliance shapes what can be built, how fast, and in what sequence.
  • A track record designing and governing AI-native architectures or deploying agentic AI systems in production.
  • Background scaling platforms in a mid-size, growing technology organization where you balanced speed with process maturity.
  • A strong point of view on what good engineering culture looks like and the courage to build it, even when it's uncomfortable.
  • You think in systems – understanding how architectural decisions create or foreclose options tomorrow.

Responsibilities

  • Squad growth – build engineers who develop visibly in technical depth, judgment, and ability to operate independently with AI tools.
  • Architectural direction – define how systems are designed, how components fit together, and how today's decisions create or foreclose tomorrow's options.
  • Engineering-business translation – you and your Product Manager own the backlog together; you challenge assumptions, sharpen priorities, and ensure what gets built solves the right problem.
  • Delivery and continuous improvement – own your squad's roadmap end-to-end, decompose ambiguous initiatives into work that ships, and continuously improve how the squad operates.

Benefits

  • Competitive compensation including equity program.
  • Comprehensive group health and dental benefits and life insurance at little to no cost to you.
  • Lifestyle Spending Account for all your wellness needs.
  • Flexible paid time-off policy with unlimited vacation days, and flexible sick and mental health days.
  • Paid parental leave for eligible employees with a top-up.
  • Generous Group RRSP matching and an optional TFSA program.
  • Training opportunities and tuition support year-round.
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