Compensation: $125K to $150K + bonus + RRSP match

Sage Recruiting is partnering with a well-established, enterprise software company to find a Team Lead for their AI-powered meeting intelligence product, which turns relationship-manager and client conversations into structured, CRM-ready insight automatically. It's a real problem for anyone managing high-value client relationships: the context from a call either gets captured properly, or it quietly disappears. This product exists to make sure it's the former.

The team you'd be joining is the most AI-forward group inside the company. They build with AI wired directly into the development workflow itself: tickets tagged for AI get their own AI developer node spun up automatically, every code change goes through a dedicated AI reviewer, and the team is actively expanding what agentic workflows get to own. It's a rare combination, startup-style ownership and pace, inside a stable, well-established, and profitable company with real customers and real room to keep growing.

The Role You'd be joining a small team of 4 that's about to double in size. Expect to stay genuinely hands-on: 60-70% of your time is coding, architecture, and system design, even as the team scales under you. The rest is running the team well, agile ceremonies, 1:1s, tech-debt tracking, and representing the team's technical decisions in leadership conversations.

What You'll Do

Stay hands-on: ~60-70% of your time is coding, architecture, and system design, even as the team scales.

Own the backlog with the team's product owner: grooming, estimation, and sprint planning.

Hold regular 1:1s and check-ins, and flag delays or blockers before they become surprises.

Partner with the team's tester on coverage and test automation, especially for AI-driven features.





Track tech debt and flag dependencies approaching end of support, with a clear line open to product.

Own high-level system architecture and end-to-end workflow design, and explain both clearly to technical and non-technical audiences.

Represent the team's technical decisions in bi-weekly leadership meetings

Mentor and coach your team, including performance reviews.

Build out team process and structure as headcount roughly doubles under you.

Who You Are You're a proven technical lead who's already done this, not someone looking for their first shot at it. You're genuinely AI-native in how you build, comfortable owning architecture and system design, and you communicate risk and tradeoffs before they become someone else's surprise.

You Must Have

Proven Team Lead experience: system design and architecture ownership, backlog management and reporting, engineering workflow optimization, presenting and defending timelines to leadership, performance conversations, coaching and mentoring engineers.

Hands-on experience with agentic AI workflows in development, not just using an AI chat assistant.

Strong architecture and systems design instincts.

Experience working in an Agile setting.

Solid foundation in C#/.NET (.NET 10), TypeScript, and REST API design.

Real CI/CD ownership.

Cloud deployment experience (AWS preferred, but not mandatory).





Unit and integration testing as second nature.

It's a Bonus If You Have

Vue 3 specifically.

MongoDB.

Familiarity with other tools in the tech stack (outlined below)

Experience navigating a team through active growth.

Formal performance-review experience (we'll support you here if you're newer to it).

Startup background, full software development lifecycle ownership, self-directed learning style.

Frontend:

Vue 3, TypeScript, Vite, Tailwind, RekaUI, Vitest, Playwright

CI/CD:

GitHub Actions

Containerization:

Docker

What Success Looks Like

First 30 days: mostly learning, the product, the roadmap, internal processes and tooling, the domain (CRM, banking, messaging systems, spec-driven development). Leaning on your manager and the product owner to ramp.

By 60 days: real, low-risk production work, plus a clear read on your own gaps and a plan to close them.

By 90 days: ramped to full capacity.

6-12 months in: full partnership with product on rollouts and optimization, owning release traceability, and moving into higher-leverage work like optimizing client onboarding.

Why Join

A real career ladder with clear steps and objectives: next stop is Staff-level developer, then a fork into your choice of architecture or management.

A genuinely AI-native team, not AI-curious: you'd be living spec-driven, agentic development day to day.

A small, close-knit team that supports each other.

An opportunity to work at a startup pace, while still having the benefit of a stable, profitable, and growing company.

$125K to $150K base + bonus + RRSP matching

Paid vacation starting at 3 weeks.

Extended health care, dental, and life insurance.

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📌 Software Engineering Team Lead (Winnipeg)
🏢 Sage Recruiting
📍 Winnipeg