DevSecOps Lead

Company Description

Workleap is a Montreal-based tech company, founded in 2006. We're builders at heart, we make simple products that actually matter to the people who use them. We have two product lines: The Workleap Agent, our agentic HR platform that helps managers become better leaders, and ShareGate, the world's leading solution for Microsoft 365 migration and governance. More than 15,000 companies worldwide trust us to do exactly that. We're intentional about who joins us. If you're the kind of person who gets excited by a hard problem and wants to help shape what comes next, there's a place for you here.

Job Description

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.

Qualifications

• 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: $150–200k 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.

What drives us

At Workleap, we build software that sits at the center of how people experience work, every day, at every level.

We move fast. Priorities shift, decisions get made with the information we have, and we iterate. If you thrive on intensity and ambiguity doesn't slow you down, you'll feel right at home.
We're builders. We do what it takes to move forward. AI is part of our toolkit. We use it to go faster and decide smarter, not to replace judgment.

If you want real impact and a place where your decisions matter, this is it.

How we hire 

Transparency is how we hire — for you and for us.

Your journey starts with a recruiter conversation, followed by a virtual interview with the hiring manager and one additional interviewer. Next, you'll complete a take-home case study and meet potential teammates to discuss and collaborate on your work. If it's a match on both sides, we move to an offer. Some positions follow a slightly different path — your recruiter will walk you through it on the call if that's the case.

In the spirit of transparency: we use AI to support parts of the process, but every hiring decision remains firmly human.

We're committed to making this an inclusive and thoughtful experience for every candidate. We're looking forward to showing you that.

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