ShareGate is the leading Microsoft 365 migration and governance platform, trusted by over 100,000 IT pros for its unmatched simplicity.
It offers the simplest, most reliable, and most affordable way to move business data to Microsoft 365.
Whether migrating from Google Workspace, file shares, Exchange Online, SharePoint On-Premises, or tenant-to-tenant, ShareGate gets the job done, without surprises. From cloud transformation to M&A integration, it keeps things just damn simple.
ShareGate also helps organizations stay in control once their data is migrated. Its powerful governance features let users assess environments, uncover issues, and apply fixes on the spot, so everything stays clean, secure, and optimized. It lays the groundwork for safe Microsoft Copilot deployment within organizations.
ShareGate is developed by Workleap Technologies, a Montréal‑based software company.
So, what will your new role look like?
As a DevSecOps Lead, you will be an operational individual contributor responsible for embedding security directly into our products, pipelines, and development workflows — with a focus on CI/CD, C#/.NET applications, Azure, and AI-driven software delivery. This is a deeply technical role where you will write code, build tooling, and work closely with developers to ensure security is a natural part of how we build and ship software.
You will join the AI-SDLC team, which builds internal platforms and tooling that enable AI agents to operate across the development lifecycle. Your mission will be to ensure that security is integrated from the ground up across these tools, pipelines, and agentic workflows—enabling secure-by-default product development at scale.
Responsibilities
- Ensure security is embedded into CI/CD pipelines by delivering scalable, automated tooling and integrated security checks (SAST, DAST, SCA, secret scanning);
- Enable secure-by-default development by designing and implementing automated, policy-driven security review workflows;
- Establish robust security guardrails within AI-assisted development and agent workflows to reduce risk while maintaining developer velocity;
- Reduce risk exposure by proactively identifying, assessing, and driving remediation of application security vulnerabilities;
- Strengthen application security posture by leading threat modeling and security assessments for new features and architectural changes;
- Improve detection and response capabilities through the development of automation, tooling, and streamlined vulnerability management processes;
- Elevate cloud and application security by partnering with Infrastructure SecOps to harden Azure environments and deployment practices;
- Enhance external security feedback loops by contributing to and scaling the bug bounty program and vulnerability intake processes.
A typical week?
- Writing code for security tooling, CI/CD configurations, and automated review workflows;
- Designing and refining policy-based security checks in pipelines;
- Building and improving guardrails for AI-assisted development and agent workflows;
- Participating in architecture and design discussions with engineering teams;
- Collaborating with Infrastructure SecOps on shared security initiatives;
- Triaging and prioritizing security alerts and vulnerabilities;
- Sharing knowledge through pairing, code reviews, and informal coaching.
What does your future team look like?
You will join the AI-SDLC team, responsible for building the internal platform that enables AI agents to operate across the Workleap and ShareGate development lifecycle. This includes developing agent pipelines, safety mechanisms, and developer-facing tooling.
You will work closely with Infrastructure SecOps and partner with multiple product teams across the organization. This is a highly collaborative environment where your impact comes from building scalable solutions and making secure development the default for everyone.
What are the next challenges awaiting your team?
- Scaling automated security practices across a growing portfolio of SaaS products;
- Deepening security integration within GitHub Actions and CI/CD pipelines;
- Ensuring security guardrails evolve alongside AI-assisted and agentic development workflows;
- Strengthening secure-by-default practices and developer security awareness across teams.
- 8+ years of experience in application security, DevSecOps, or security-focused software development;
- Strong software engineering background combined with deep security expertise;
- Deep understanding of web application security principles, OWASP Top 10, and CWE Top 25;
- Hands-on experience performing secure code reviews in C#;
- Experience building and maintaining security automation in CI/CD pipelines (GitHub Actions preferred);
- Solid understanding of Azure cloud services, infrastructure security, and deployment patterns;
- Experience integrating SAST, DAST, SCA, and secret scanning tools into development workflows;
- Proficiency in scripting (Python, Bash) for automation and tooling;
- Extensive hands-on experience with AI-assisted and agentic development workflows, with deep expertise in their security implications; recognized for major contributions in this space and driven by strong curiosity to push the boundaries of AI in the SDLC;
- Familiarity with authentication protocols such as OIDC, SAML, and OAuth;
- Ability to clearly communicate security risks and trade-offs to both technical and non-technical stakeholders.
Salary range: $150–180k 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.
Please note: this position is posted under the title DevSecOps Lead but carries the official title of Application Security Manager within the organization.
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.
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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