Offensive Security Engineer

Synechron; Toronto; Hybrid; CAD 130,000 - 140,000; Full time

Benefits offered by this job

15 days paid annual leave

Comprehensive insurance (medical, etc)

Flexible hybrid policy

RRSP with employer contribution

Udemy for Business access

Coaching opportunities

Job summary

Synechron in Toronto is seeking a Principal Consultant, Agentic AI Cybersecurity Engineer to lead hands-on security engineering efforts across the agentic AI patching pipeline. You will discover vulnerabilities, develop exploits, and validate fixes within CI/CD, collaborating with SAST, DAST, and IAST teams.

Deep experience in offensive and defensive security, vulnerability research, and secure code review is required.

Qualifications

• Hands-on contributions to production codebases
• Published vulnerability research or pentesting engagements
• Experience with OWASP Top 10 and SANS 25
• Ability to articulate risk trade-offs to leadership
• Strong CI/CD integration experience
• Ability to operate in regulated enterprise environments

Responsibilities

• Architect and operationalize the end-to-end agentic AI patching pipeline
• Discover vulnerabilities in production code and validate AI-generated fixes
• Build reusable AI skills, prompts, and tooling for remediation at scale
• Design guardrails and human-in-the-loop controls for safe autonomous coding
• Integrate agentic remediation into enterprise CI/CD pipelines
• Communicate design and progress to CIO, CISO, and Audit teams

Skills

Offensive security

Defensive security

Penetration testing

Secure code review

CI/CD tooling

Cloud & containers

AI coding tools

Education

Principal engineer level

Tools

SAST

DAST

IAST

SCA

GitHub/Jenkins

Docker/Kubernetes

Job description

At Synechron, we believe in the power of digital to transform businesses for the better. Our global consulting firm combines creativity and innovative technology to deliver industry-leading digital solutions. Synechron’s progressive technologies and optimization strategies span end-to-end Artificial Intelligence, Consulting, Digital, Cloud & DevOps, Data, and Software Engineering, servicing an array of noteworthy financial services and technology firms. Through research and development initiatives in our FinLabs we develop solutions for modernization, from Artificial Intelligence and Blockchain to Data Science models, Digital Underwriting, mobile-first applications and more. Over the last 20+ years, our company has been honored with multiple employer awards, recognizing our commitment to our talented teams. With top clients to boast about, Synechron has a global workforce of 17,000 people, across 57 offices, in 22 countries, in key global markets..

As “Principal Consultant, Agentic AI Cybersecurity Engineer” Candidate will work hands-on alongside our cybersecurity engineering and application security teams to build, operate, and advance the agentic AI systems that find, exploit, and remediate vulnerabilities end-to-end across our application and infrastructure estate. Operating at a principal engineer level, candidate will personally direct frontier AI models do discover vulnerabilities in production code, develop proof-of-concept exploits, generate and validate fixes, and integrate them into CI/CD pipelines with safe human-in-the-loop controls. Candidate will also build reusable AI skills, prompts, and tooling that make agentic vulnerability management efficient and scalable across the estate. Candidate will bring deep dual expertise across offensive and defensive security, penetration testing, and software engineering, and apply that fluency to push the boundaries of what is possible with agentic AI in a regulated enterprise environment.

Additional Information*

The base salary for this position will vary based on geography and other factors. In accordance with law, the base salary for this role if filled within Toronto, ON is CAD $130k – CAD $140k/year & benefits (see below).

The Role

Responsibilities:

• Architect and operationalize the end-to-end agentic AI patching pipeline spanning detection, fix generation, automated testing, and release across SAST, DAST, SCA, IAST, container, and server vulnerabilities.
• Use frontier AI models to discover novel vulnerabilities in production application and infrastructure code, develop proof-of-concept exploits, and validate that AI-generated fixes close the underlying root cause.
• Build and maintain the library of reusable AI skills, prompts, evaluation harness, and tooling that power agentic vulnerability discovery, triage, remediation, false positive analysis, and exemption workflows at scale.
• Design and operationalize AI-driven false positive analysis and exemption processes to reduce manual triage burden and surface only actionable findings to development teams.
• Conduct hands-on penetration testing and red team exercise against critical applications and infrastructure to validate defensive controls and agent-generated remediations.
• Extend agentic remediation coverage across SAST, SCA, DAST, IAST, container, and server vulnerabilities, including the data and tooling needed to connect findings back to source.
• Design agent prompting, guardrails, evaluation frameworks, and appropriate human-in-the-loop controls to ensure safe autonomous code changes, testing, and deployment.
• Drive integration of agentic remediation into enterprise CI/CD pipelines (Github, Jenkins, etc.) across the deployment landscape.
• Communicate technical design, risk trade-offs, and delivery progress clearly to senior stakeholders including CIO, CISO, 2LOD, and Audit functions.

Requirements:

• Hands-on experience across software engineering, offensive security, and defensive security at a principal engineer level, with demonstrated personal contributions to production codebases and published vulnerability research or penetration testing engagements.
• Deep fluency in vulnerability classes including memory safety, injection authentication and authorization flaws, cryptographic misuse, deserialization, race conditions, and supply chain attacks, with hands-on experience finding and exploiting each.
• Extensive hands-on experience with penetration testing, red teaming, exploit development, reverse engineering, and secure code review against OWASP Top 10 and SANS 25, combined with defensive engineering experience building detection and remediation capabilities.
• Extensive hands-on experience with application security testing tools (SAST, DAST, IAST, SCA), including tuning, false positive analysis, exemption workflow design, and enterprise vulnerability management at scale.
• Deep technical fluency with agentic AI coding tools and frameworks (Claude, Devin, Copilot, Windsurf, Cursor, MCP_, including prompt engineering, agent orchestration, reusable skill and tool design, guardrail design, and evaluation.
• Strong architectural knowledge of modern CI.CD, container platforms (Docker, Kubernetes), cloud-native deployment patterns, and integration of security automation into developer workflows.

Preferred, but not required:

• Relevant security certifications (OSCP, OSCE, OSEP, GXPN, GWAPT, CISSP, or equivalent).
• Experience in financial services or highly regulated industries with exposure to SOX, SOC1, and regulatory audit.
• Public evidence of offensive capability: published CVEs, bug bounty track record, conference talks (DEFCON, Black Hat, Offensive Con, Recon), CTF placements, or open-source security tooling contributions.
• Hands-on experience with enterprise vulnerability tooling (Tenable, Aqua, Snyk, BrightSec) and remediation at scale.
• Demonstrated ability to advise senior technology leaders and deliver within complex, multi-stakeholder enterprise environments.

We offer:

• A multinational organization with 57 offices in 22 countries and the possibility to work abroad.
• 15 days (3 weeks) of paid annual leave plus an additional 10 days of personal leave (floating days and sick days).
• A comprehensive insurance plan including medical, dental, vision, life insurance, and long-term disability.
• Flexible hybrid policy.
• RRSP with employer’s contribution up to 4%.
• A higher education certification policy.
• On-demand Udemy for Business for all Synechron employees with free access to more than 5000 curated courses.
• Coaching opportunities with experienced colleagues from our Financial Innovation Labs (FinLabs) and Center of Excellences (CoE) groups.
• Cutting edge projects at the world’s leading tier-one banks, financial institutions and insurance firms.
• A truly diverse, fun-loving and global work culture.

SYNECHRON’S DIVERSITY & INCLUSION STATEMENT

Diversity & Inclusion are fundamental to our culture, and Synechron is proud to be an equal opportunity workplace and is an affirmative action employer. Our Diversity, Equity, and Inclusion (DEI) initiative ‘Same Difference’ is committed to fostering an inclusive culture – promoting equality, diversity and an environment that is respectful to all. We strongly believe that a diverse workforce helps build stronger, successful businesses as a global company. We encourage applicants from across diverse backgrounds, race, ethnicities, religion, age, marital status, gender, sexual orientations, or disabilities to apply. We empower our global workforce by offering flexible workplace arrangements, mentoring, internal mobility, learning and development programs, and more.

All employment decisions at Synechron are based on business needs, job requirements and individual qualifications, without regard to the applicant’s gender, gender identity, sexual orientation, race, ethnicity, disabled or veteran status, or any other characteristic protected by law.