Jobs in Canada

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Added 4 days ago
ST
Oracle Database Administrator
Soroc Technology
Toronto, ON
- $60 to $65 CAD / hour
- Contract
Proficiency in shell scripting (Bash) and automation using Python.
Added 4 days ago
U
Automation and Monitoring Engineer
UST
ON · Ontario, Canada
- Full-time
We are seeking an experienced Automation and Monitoring Engineer to automate application and infrastructure deployments using Terraform and implement monitoring, logging, and dashboards…
Added 4 days ago
HM
Junior Data Analys
Hi Mauritius
Canada
- Full-time
…early-career professionals who are passionate about working with data, identifying trends, and providing insights that support business…
Added 4 days ago
U
CI/CD Automation Engineer
UST
ON · Ontario, Canada
- Full-time
Scripting in PowerShell, Bash, or Python for automation.
Added 4 days ago
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Site Reliability Engineer
neurohire.ai
Remote, Canada
- $70,000 to $90,000 CAD / year
- Full-time
- Remote
Develop automation scripts using Python, Bash, or Shell scripting to reduce repetitive operational tasks.
Added 4 days ago
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Software AI Engineer
neurohire.ai
Remote, Canada
- $80,000 to $100,000 CAD / year
- Full-time
- Remote
…learning models, building intelligent features, and working with modern AI technologies. You will collaborate with software developers, data scientists, and cross-functional teams to build…
Added 4 days ago
TC
GenAI Developer
Tata Consultancy Services
Toronto, ON
- $90,000 to $110,000 CAD / year
- Full-time
We are looking for a hands-on GenAI Developer with strong experience in Python, PySpark, Machine Learning, GenAI, RAG, and Agentic AI, along with regulatory reporting platform experience.…
Added 4 days ago
MD
Data Engineer - ITS3 or ITS4
Minnesota Direct Care and Treatment
Saint-Paul, NB · St.-Paul, NB
- Full-time
Work Shift/Work Hours: Day Shift
Added 4 days ago
GS
Business Systems Developer
Grantek Systems Integration
Burlington, ON
- Full-time
Grantek is looking for a Business Systems Developer to design, build, and maintain the internal applications, integrations, and automation workflows that support our global operations. This…
Added 4 days ago
QA Co-op (8‑Month Term – January 4th Start | Final Year Students)
WISI
Pitt Meadows, BC
Must reside in the Greater Vancouver area and be able to commute to Pitt Meadows (vehicle required)
Added 4 days ago
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Marketing Engineer
Celebright
Ottawa, ON · Kanata, Ontario
- Full-time
For years, good marketing ideas were easy and shipping them was hard. Every idea had to survive a brief, a designer, a developer, an analyst and a few meetings, and most never made it out…
Added 4 days ago
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Intermediate Business Analyst
Raise
Toronto, ON
- Contract
Must Have Requirement
Added 4 days ago
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Business Systems Developer
Grantek
Burlington, ON
- Full-time
Grantek is looking for a Business Systems Developer to design, build, and maintain the internal applications, integrations, and automation workflows that support our global operations. This…
Added 4 days ago
C
Senior Full Stack Software Designer (Java & React)
CGI
Toronto, ON
- Full-time
This role is hybrid and requires you to be at our downtown Toronto and/or Client office at a minimum 2 days per week subject to change at any time
Added 4 days ago
Data Scientist
Scotiabank
Toronto, ON
The ideal candidate will bring a strong unstructured data analytics skillset with deep analytical expertise, to translate complex data into clear, actionable insights. They will use AI/ML,…
Added 4 days ago
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Applied Machine Learning Scientist I
TD
Toronto, ON · Montreal, QC
- Full-time
As a candidate, you are encouraged to ask compensation related questions and have an open dialogue with your recruiter who can provide you more specific details for this role.
Added 4 days ago
TG
QA Automation Specialist
TMX Group
Toronto, ON
- Full-time
Job Location: Hybrid (2-3 days in office) - based in Toronto, ON · Must Have(s)
Added 4 days ago
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Manager, Reporting & Analytics
BMO
Toronto, ON · FCP
- Full-time
Knowledge and experience in data preparation, data analysis, and statistical tool sets including but not limited to SQL, Python, PowerApps and/or UIPath.
Added 4 days ago
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Senior Analyst Data Analytics
BMO
Toronto, ON · FCP
- Full-time
The role is based in Toronto and operates in a hybrid model (3 days in office)
Added 4 days ago
TG
QA Automation Specialist
TMX Group
Toronto, ON
- Full-time
Job Location: Hybrid (2-3 days in office) - based in Toronto, ON · Must Have(s)
Added 4 days ago
AT
Principal Software Developer (DevOps)
Aspen Technology
Montreal, QC
- Full-time
AspenTech is looking for a talented and experienced Developer to join our Enterprise Operations Platform (EOP) organization. In this role, you will be responsible for building and evolving…
Added 4 days ago
GG
Practice Lead - Offensive Security & Red Teaming
Graystone Group
Canada
- Full-time
Graystone Group is exclusively partnered with an established, publicly traded cybersecurity organization seeking an experienced Practice Lead – Offensive Security & Red Teaming to lead,…
Added 4 days ago
HB
Platform Engineer - $210,000 + bonus! (Fintech)
Hunter Bond
Montreal, QC
- Full-time
A leading global quantitative investment firm, built on research, technology and data. Engineers here work closely with researchers and developers, and the platform they build underpins…
Added 4 days ago
HB
Trading Application Support Engineer: $180,000cad + Bonus (Quant Fund)
Hunter Bond
Montreal, QC
- Full-time
…production support for cutting-edge electronic trading systems with hands-on engineering and automation…
Added 4 days ago
M
Senior Java Full Stack Developer
Miratech
Ottawa, ON
- Full-time
Working Model: This is a hybrid role requiring 2 days per week in a downtown Toronto office

Graystone Group

Practice Lead - Offensive Security & Red Teaming

Canada

Full-time

Apply on LinkedIn About employer

Applications open in a new tab.

Job details

Job type: Full-time
Work location: Must be based in Canada
Experience: 10+ years of progressive cybersecurity experience, including significant expertise in penetration testing, offensive security, or red teaming.
Posting language: English
Posted: Nov 6, 2026

Original job description

Position Overview

Graystone Group is exclusively partnered with an established, publicly traded cybersecurity organization seeking an experienced Practice Lead – Offensive Security & Red Teaming to lead, manage, and expand its Canadian offensive security practice.

This is a high-impact leadership opportunity for a technically accomplished cybersecurity professional who combines deep expertise in penetration testing, red teaming, and adversarial security assessments with the ability to lead technical teams, manage enterprise client engagements, and drive the growth of a revenue-generating professional services practice.

The Practice Lead will oversee the delivery and continued development of the organization's offensive security capabilities, including network and application penetration testing, red team operations, adversary simulation, and emerging AI red teaming services. The individual will also play a key role in developing new service offerings, supporting business development, and expanding the organization's presence across the Canadian market.

The ideal candidate is a proven offensive security practitioner who has progressed into practice leadership while maintaining strong technical credibility, a client-focused approach, and a commercial mindset.

Key Responsibilities

Offensive Security Practice Leadership

Lead and oversee the Canadian offensive security practice, including penetration testing, red teaming, adversary simulation, and vulnerability assessments.
Manage, mentor, and develop a team of penetration testers, offensive security consultants, and technical security specialists.
Provide technical leadership and quality oversight across complex engagements involving enterprise networks, applications, APIs, cloud environments, and infrastructure.
Establish and continuously improve testing methodologies, technical standards, reporting processes, and engagement delivery frameworks.
Serve as a senior technical escalation point and trusted advisor for complex client security challenges.
Maintain hands-on technical involvement when necessary while providing strategic direction to the practice.

AI Red Teaming & Emerging Security Services

Lead the development and expansion of AI red teaming and adversarial AI security assessment capabilities.
Oversee security assessments of large language models (LLMs), generative AI applications, autonomous AI agents, and enterprise AI integrations.
Guide testing methodologies addressing prompt injection, jailbreaks, data leakage, insecure tool use, agent manipulation, and other AI-specific vulnerabilities.
Apply established and emerging frameworks, including the OWASP Top 10 for LLM Applications and MITRE ATLAS.
Identify opportunities to develop repeatable AI security testing methodologies, automation capabilities, and new client-facing service offerings.
Collaborate with technical leadership to position the organization at the forefront of emerging offensive security and AI security services.

Professional Services & Client Delivery

Oversee the successful execution of offensive security engagements for enterprise and government customers.
Partner with clients to define engagement objectives, establish technical scope, and recommend appropriate security testing approaches.
Lead technical discussions, communicate findings, and present actionable security recommendations to senior technical and executive stakeholders.
Support the development of statements of work (SOWs), proposals, technical presentations, and consulting engagements.
Ensure engagements are delivered on time, within scope, and in accordance with established quality and profitability expectations.
Build and maintain strong client relationships while identifying opportunities for expanded security services.

Practice Growth & Business Development

Partner with executive leadership and sales teams to drive the growth of the Canadian offensive security practice.
Contribute to practice strategy, revenue growth, service development, and market positioning.
Support client acquisition, strategic account expansion, and technical pre-sales activities.
Participate in resource planning, consultant utilization, delivery profitability, and overall practice performance.
Identify emerging market opportunities and translate customer requirements into commercially viable cybersecurity offerings.
Recruit, develop, and retain technical talent as the practice continues to expand.

Digital Forensics & Incident Response

Collaborate with digital forensics and incident response teams to support complex security engagements where applicable.
Provide technical oversight or advisory support for incident investigations, post-incident assessments, and related security services.
Identify opportunities to integrate offensive security testing with incident readiness, threat detection, and response capabilities.

Required Qualifications

10+ years of progressive cybersecurity experience, including significant expertise in penetration testing, offensive security, or red teaming.
Demonstrated experience leading an offensive security, penetration testing, or cybersecurity consulting team or practice.
Strong technical background in network, infrastructure, application, API, and cloud security testing.
Experience delivering client-facing cybersecurity consulting or professional services engagements.
Proven ability to manage technical consultants, oversee multiple engagements, and maintain high standards of delivery quality.
Strong understanding of adversarial testing methodologies, attack techniques, and modern offensive security frameworks.
Working knowledge of AI security risks, LLM vulnerabilities, and emerging AI red teaming methodologies.
Experience supporting business development, technical proposals, SOW development, and client engagement scoping.
Excellent communication and relationship management skills, with the ability to engage technical teams and executive stakeholders.
Ability to balance technical leadership, operational execution, and commercial practice growth.
Must be based in Canada.

Preferred Qualifications

Experience building, scaling, or managing a revenue-generating offensive security consulting practice.
Hands-on experience with AI red teaming, LLM security assessments, or adversarial testing of generative AI applications.
Familiarity with OWASP, MITRE ATT&CK, MITRE ATLAS, PTES, and related offensive security frameworks.
Experience with penetration testing and red teaming tools such as Burp Suite, Metasploit, Cobalt Strike, BloodHound, Nmap, and custom Python-based tooling.
Exposure to AI security testing tools or frameworks such as PyRIT, garak, or comparable technologies.
Experience with digital forensics, incident response, threat hunting, or purple teaming.
Experience managing practice revenue, delivery margins, consultant utilization, or P&L performance.
Relevant certifications such as OSCP, OSEP, OSCE3, CRTO, GXPN, GPEN, CISSP, or equivalent practical experience.
Experience supporting enterprise, financial services, critical infrastructure, or government customers.

Ideal Candidate

The ideal candidate is an established offensive security leader with a strong foundation in hands-on penetration testing and red teaming who has successfully transitioned into leading technical teams and managing client-facing professional services engagements.

This individual understands both the technical and commercial aspects of operating a cybersecurity consulting practice and brings the credibility to lead experienced penetration testers while partnering with executive leadership to expand the business.

They will also bring a strong interest in emerging technologies, particularly AI security and adversarial testing, and the ability to help develop and commercialize new capabilities as enterprise adoption of artificial intelligence accelerates.

Above all, this is an opportunity for a technically credible, commercially minded leader to take ownership of a growing offensive security practice and play a meaningful role in its continued expansion across Canada.

Apply on LinkedIn About employer

More about this job

Responsibilities

Lead and grow the Canadian offensive security practice, overseeing penetration testing, red teaming, AI security assessments, team development, and the quality of client engagements. Drive service development and business growth while managing client relationships, delivery performance, and collaboration with incident response teams.

Requirements

Requires 10+ years of progressive cybersecurity experience, substantial offensive security expertise, and demonstrated leadership of a technical team or consulting practice. Candidates must be based in Canada and bring client-facing consulting experience, strong technical breadth, and the ability to support commercial growth; AI security knowledge is also required.

Skills

Offensive Security
Penetration Testing
Red Teaming
Adversary Simulation
AI Red Teaming
Network Security Testing
Application Security Testing
API Security Testing
Cloud Security Testing
Team Leadership
Client Engagement Management
Professional Services Delivery
Business Development
Practice Growth
Digital Forensics
Incident Response

Visa sponsorship

Not detected in the job text

Keywords

Penetration Testing
Red Teaming
Adversary Simulation
Vulnerability Assessments
AI Red Teaming
Large Language Models
Generative AI
Autonomous AI Agents
Prompt Injection
Jailbreaks
Data Leakage
Insecure Tool Use
OWASP Top 10 for LLM Applications
MITRE ATLAS
MITRE ATT&CK
PTES
Burp Suite
Metasploit
Cobalt Strike
BloodHound
Nmap
Python
PyRIT
Garak
Digital Forensics
Incident Response
Threat Hunting
Purple Teaming
OSCP
CISSP

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Jobs in Canada