Software Development Manager - ShareGate

Company Description

Workleap is a Montreal-based tech company on a mission to make work simpler.

Since 2006, we’ve been building game-changing products that tackle HR and IT’s biggest challenges.

Workleap operates two distinct product lines:

• The Workleap Platform, an AI-powered HR solution designed to drive team performance and boost employee engagement.

• ShareGate, the leading Microsoft 365 migration and governance solution, trusted by IT professionals worldwide for its unmatched simplicity.

Today, more than 20,000 companies rely on Workleap products to grow, lead, and operate with confidence.

We’re builders at heart, with a clear purpose: to craft the simplest products that deliver exceptional value for our customers. Period.

Job Description

So, what will your new role look like?

You are a hands-on engineering leader who builds great teams and ships great software. As Software Development Manager, you will build a new team from the ground up focused on modernizing ShareGate's architecture, setting the technical direction, staying close to the code, and earning the trust of your engineers.

This is not a purely people-management role. We expect you to lead from the front.

Responsibilities:

• Build and shape a new team from the ground up, hiring, onboarding, and developing engineers who will own modernization work.

• Define and drive the technical direction for re-architecting and modernizing ShareGate's platform.

• Oversee the full software development lifecycle, from planning and execution to hands-on contributions in code, design, and quality.

• Drive engineering excellence across testing, security, observability, reliability, and performance, while optimizing delivery flow through CI/CD, automation, and tooling standards.

• Set clear expectations, manage technical debt pragmatically, and communicate trade-offs transparently with stakeholders.

• Coach and develop team members through technical challenges, 1:1s, performance reviews, and a culture of continuous learning and knowledge sharing.

• Partner closely with Product and Design to frame, scope, and deliver high-value, pragmatic solutions while anticipating risks.

• Play an active role in departmental strategic planning and contribute to key cross-team initiatives.

What does your future team look like?

You will be building this team from scratch, which means you will have a direct hand in shaping its culture, technical standards, and ways of working from day one. The team's mandate is modernization, tackling the architectural work that sets ShareGate up for the next chapter of its growth. You will also be part of a broader engineering leadership group, collaborating on shared challenges and departmental goals.

Qualifications

• 3+ years as a Software Development Manager, with a strong background as a software developer.

• Bachelor's degree in computer science or a related field, or equivalent experience.

• A background in leadership or management training is a plus.

• Proven experience leading modernization efforts, including legacy migration, re-architecture, or meaningful technical debt reduction at scale.

• Deep engineering fundamentals: able to set standards, review work credibly, and raise the bar across a team.

• Experience building teams, not just managing them, hiring, onboarding, and developing engineers from the ground up.

• A track record of developing engineers, influencing peers and directors, and collaborating effectively with Product and Design.

• Comfortable with Agile, whether Scrum, Kanban, or Lean, and pragmatic about how you apply it.

Salary range: $145K–$185K CAD.
This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate’s region to align with local market conditions.

Who we are

We’re a team of curious minds and bold builders, brought together by a shared drive to make work simpler - and better - for everyone. Challenges fuel our creativity, fast-paced environments keep us sharp, and pushing boundaries is just part of how we operate. We believe the best ideas come from experimentation, rapid learning, and even the occasional discomfort - that’s where growth happens.

Since 2006, we’ve been rethinking the way teams work, blending creativity and tech to solve real problems in IT and HR. We move quickly, we learn constantly, and we always keep our customers at the center of what we do. If you're a proactive thinker who takes ownership, loves to collaborate, and isn’t afraid to leap into the unknown - you’ll fit right in.

Additional Information

At Workleap, we build together, we trust each other, and we support each other in success or failure. You will be able to express yourself, evolve and develop your creativity in an environment that will adapt to your daily life and your needs.

We strive to create a healthy and inclusive work environment. This is everyone’s business.

Our Candidate Experience Flow at Workleap:
Phone Screen - Virtual Interview using Microsoft Teams - Work Sample - Job Offer

As a tech-forward company, we leverage AI tools to enhance our recruitment process, while ensuring all hiring decisions remain human-led.

We are looking forward to getting to know you!

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