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Added 6 mins ago
MS
Business Development Manager
Marberg Staffing
Toronto, ON · North York, ON
- $80,000 to $100,000 CAD / year
- Full-time
…skills suitable for a diverse range of audiences including senior…
Added 6 mins ago
RH
Director of Finance And Accounting
Robert Half
Hamilton, ON
- $150,000 to $170,000 CAD / year
- Full-time
…partnership, process improvement, and team development. Reporting to senior leadership, the Director of Finance will work closely with Sales, Operations, and other functional leaders to…
Added 7 mins ago
UC
Manager, E-Commerce Merchandise Planning
Uniqlo Canada
Toronto, ON
- $105,000 to $121,000 CAD / year
- Full-time
5–7 years of progressive experience in senior merchandise planning, inventory planning, and/or allocation within a retail environment, with demonstrated experience managing inventory,…
Added 7 mins ago
Senior Compensation Consultant | Great West
The Canada Life Assurance Company
Winnipeg, MB · London, ON · Toronto, ON
As a Senior Compensation Consultant, you will play a key role in the analysis, design, delivery, and governance of compensation programs across Great-West Lifeco. Leveraging data and market…
Added 7 mins ago
B
Senior Greenfield Full Stack Developer (Builder)
Boeing
Vancouver, BC · Richmond, BC · CAN - Richmond, Canada
- Full-time
We're looking for an Senior Greenfield Full Stack Developer (Builder) who will help support the end-to-end software delivery. This is first and foremost grounded in Software Developers who…
Added 7 mins ago
B
Dynamics 365 Business Central Operations Manager
BDO
Hamilton, ON · Toronto, ON · Ottawa, ON · Vancouver, BC
- Full-time
3+ years' experience in managing upwards inclusive of engaging with senior customer personnel (Controllers, Directors, VPs etc)
Added 22 mins ago
RM
Project Manager, IT Projects
Regional Municipality of Peel
Canada
- Other
Provide regular project reporting to senior management, the IT Strategic Client Managers, Project Sponsors, Senior Project Managers, Steering Committees, or other Regional Committees and…
Added 22 mins ago
C/
Senior Legal Counsel and Assistant Corporate Secretary
CIRO / OCRI
Toronto, ON · Montreal, QC · AB · Vancouver, BC · Calgary, AB
- Full-time
Reporting to the General Counsel, the Senior Legal Counsel & Assistant Corporate Secretary plays a pivotal role in the seamless execution of CIRO’s governance framework by ensuring the…
Added 22 mins ago
RB
Senior Product Manager, AI Solutions
Royal Bank of Canada
Toronto, ON
- Full-time
We are seeking a resourceful and curious Senior Product Manager to lead our work on the Underwrite Assist portfolio within Commercial Banking. In this role, you will be responsible for…
Added 22 mins ago
LC
Senior Analytics Engineer
Lightspeed Commerce, Inc.
Remote, Canada
- Full-time
- Remote
Lightspeed's Data Office is hiring a Senior Analytics Engineer to design and own the data models that drive decisions across financial performance, GTM activities, and product insights.…
Added 22 mins ago
LC
Senior Analytics Engineer
Lightspeed Commerce, Inc.
Remote, Canada
- Full-time
- Remote
Lightspeed's Data Office is hiring a Senior Analytics Engineer to design and own the data models that drive decisions across financial performance, GTM activities, and product insights.…
Added 22 mins ago
Senior Software Engineer, Data Platform
Okta
Toronto, ON
Added 36 mins ago
U
Manager, E-Commerce Merchandise Planning
UNIQLO
Toronto, ON · Greater Toronto Area, Canada
- $105,000 to $121,000 CAD / year
- Full-time
5–7 years of progressive experience in senior merchandise planning, inventory planning, and/or allocation within a retail environment, with demonstrated experience managing inventory,…
Added 1 hour ago
PT
Product Engineer
Purelend Technologies Inc.
Calgary, AB
- Full-time
We're hiring a senior Product Engineer to sit on that boundary. You're an engineer at the bone. You think in systems, you write production code, and you have the technical credibility to…
Added 1 hour ago
NS
Senior Applied AI Engineer
Network Solutions
Canada
- Full-time
We are looking for a hands on Senior Applied AI Engineer who combines strong software engineering with practical AI problem solving. You will build production AI experiences across Network…
Added 1 hour ago
J
Senior Solution Consultant
Jobgether
Canada
- Full-time
This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Senior Solution Consultant based in Canada.
Added 1 hour ago
SJ
Software Engineer
So Jobs
Toronto, ON
- $202,000 to $231,000 USD / year
- Full-time
Demonstrated ability to influence senior business and product stakeholders (Director+) on strategy and roadmaps
Added 1 hour ago
ND
Commercial Operations Officer
NATO DIANA
Halifax, NS
- $9,820.4 CAD / month
- Full-time
Prepare executive briefings, market assessments, competitive analysis, and strategic presentations for senior leadership.
Added 1 hour ago
Hydropower Senior Manager - Digital - North America
Hatch
Mississauga, ON
Build and maintain trusted advisor relationships with senior client stakeholders across operations, technology, and executive leadership
Added 2 hours ago
DG
Route Development Manager
DHL Global Forwarding (Canada) Inc.
Mississauga, ON
- Full-time
Proven ability to influence senior stakeholders across commer
Added 2 hours ago
I
Senior Staff Product Designer
Intuit
Toronto, ON
- Full-time
QuickBooks Canada is looking for a Senior Staff Designer to reinvent how prospects experience quickbooks.ca - from first visit through trial, plan selection and purchase. This is a senior,…
Added 3 hours ago
P
Senior Security Engineer
PheedLoop
Toronto, ON
- Full-time
Lock down the developer workstation as a first-class attack surface. Set the bar for endpoint hardening, extension hygiene, secret management, and least-privilege access across every…
Added 3 hours ago
G
Senior Software Developer, Mobile (iOS), Platforms and Devices
Google
Waterloo, ON
- Full-time
Added 3 hours ago
AI
Senior Software Engineer-React Native
AI Interviews
Toronto, ON · Greater Toronto Area, Canada
- Full-time
We are seeking a Senior/Lead React Native Engineer with 8+ years of mobile engineering and 5+ years of production React Native experience.Strong expertise in React Native 0.76+, New…
Added 3 hours ago
SI
IT Senior Analyst, Enterprise Applications - HCM Process & Solutions
Saputo Inc.
Montreal, QC · Mississauga, ON · Georgetown, ON
- Full-time
Saputo is seeking an IT Senior Analyst, Enterprise Applications – Human Capital Management Process & Solutions for an existing opportunity within our organization. The Senior Analyst…

Stingrai

Penetration Tester

Toronto, ON, Canada

Contract

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Applications open in a new tab.

Job details

Job type: Contract
Apply by: Apr 2, 2027
Experience: 2 to 3 years of hands-on experience in web application, API, and network penetration testing
Posting language: English
Posted: Oct 4, 2026

Original job description

ABOUT STINGRAI

Stingrai is a CREST-accredited premier offensive security firm specializing in expert-led penetration testing. Headquartered in Toronto, Canada, with a European hub in London, UK, we serve a global client base across Canada, the US, and Europe, from high-growth SaaS and fintech startups to large enterprises.

We are on a mission to transform offensive security. Alongside a team of experienced penetration testers, we operate an agentic penetration testing as a service (PTaaS) platform that delivers autonomous penetration testing, powered by Snipe, our AI pentesting agent, along with expert human pentesters. The result is world-class, real-world security validation that keeps pace with how fast modern environments change.

We are a team of security researchers, exploit developers and penetration testers. Our team holds the industry's most rigorous certifications, including OSCE³, OSCP, OSWE, and OSEP, has published dozens of CVEs, and presents research at conferences including DEF CON, BSides, and NATO Locked Shields.

THE ROLE

We are hiring a Penetration Tester on a 6 month contract, with potential to convert to a permanent full-time position within 3 to 6 months. This is a hands-on role for someone who already have experience in web application, API, and network penetration testing.

The role is hybrid and based in Toronto, with 2 to 3 days per week in our office. Roughly 10 to 20 percent of engagements also require onsite presence at client sites in the Greater Toronto Area.

WHAT YOU'LL DO

Plan and execute penetration tests across web applications, APIs, and internal and external networks
Dig into every finding until you have proven real, exploitable impact, then document it with clear, prioritized remediation guidance
Validate and triage findings from Snipe, our AI pentesting agent, applying human judgment to separate real risk from noise
Where it matters, chain application flaws into adjacent areas such as cloud or Active Directory to demonstrate full impact
Write professional reports and debrief findings to both technical teams and executives
Work directly with clients through our PTaaS platform, including live support during active engagements
Keep current with new attack techniques, tooling, and disclosed vulnerabilities, and bring what you learn back to the team
Participate in our research and development (R&D) initiatives to further enhance our offensive security solutions, publish security blogs, and contribute back to the community

WHO YOU ARE

You think like an attacker. You are not satisfied flagging a vulnerability. You prove its impact.
You communicate clearly and on time, with clients, project leads, and teammates alike.
You take ownership of your work. Your name is on every report you deliver, and it shows.
You go toward hard problems, not around them, and you adapt fast in client environments.
You keep learning, because offensive security changes constantly.
You leave the ego at the door. The strongest finding wins, whoever surfaces it.

MINIMUM REQUIREMENTS

OSCP certification
2 to 3 years of hands-on experience in web application, API, and network penetration testing
Strong grasp of OWASP Top 10 and common attack techniques across web, API, and network
Based in Toronto, Canada, and available for onsite presence at client sites for certain engagements
Legally authorized to work in Canada without restrictions

We do not offer sponsorship for this role.

PREFERRED QUALIFICATIONS

These are not required, but will strengthen your application:

Experience in a consulting or client-facing role
Red teaming and adversary simulation
Physical perimeter security
Wi-Fi security testing
Social engineering and phishing
Cloud security across AWS, Azure, or GCP
Secret clearance, or eligibility to obtain one
A bug bounty track record
Published security research, such as CVEs or conference talks

WHY STINGRAI

A clear path from contract to permanent, with real room to grow your craft
Work alongside an elite team of top bug bounty hunters, OSCE³ certified senior penetration testers, dozens of published CVEs, and talks at DEF CON, BSides, and NATO Locked Shields
Test real targets for a global client base across Canada, the US, and Europe, from high-growth startups to large enterprises
Use and help shape our agentic PTaaS platform and Snipe, our AI pentesting agent, instead of grinding through checklists
A clear path from contract to permanent for the right person
Competitive compensation and real room to grow your craft

COMPENSATION

Conversion to a permanent full-time position with salary and benefits within 3 to 6 months, based on performance during the contract term

HOW TO APPLY

Apply through LinkedIn with your resume. A cover letter is optional. Applications sent by email will not be reviewed.

We use AI-assisted tools, including LinkedIn's AI interview, to help screen and assess applications. A human reviews every shortlisted candidate.

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More about this job

Responsibilities

Plan and conduct penetration tests across web applications, APIs, and internal and external networks, validating vulnerabilities and demonstrating their real-world impact. Document and present prioritized remediation guidance, support clients through the PTaaS platform, and contribute to security research and product development.

Requirements

Requires OSCP certification, 2 to 3 years of hands-on web application, API, and network penetration testing experience, and a strong understanding of OWASP Top 10 and common attack techniques. Candidates must be based in Toronto, legally authorized to work in Canada without restrictions, and available for some client-site work; visa sponsorship is not offered.

Skills

Web Application Penetration Testing
API Penetration Testing
Network Penetration Testing
OWASP Top 10
Vulnerability Validation
Exploit Development
Report Writing
Client Communication
Red Teaming
Adversary Simulation
Cloud Security
Active Directory
Wi-Fi Security Testing
Social Engineering
Phishing
Security Research

Visa sponsorship

Not detected in the job text

Keywords

Penetration Testing
Web Applications
APIs
Internal Networks
External Networks
OSCP
OSCE³
OSWE
OSEP
OWASP Top 10
PTaaS
Snipe
AI Pentesting Agent
Vulnerability Triage
Exploit Development
Active Directory
Cloud Security
AWS
Azure
GCP
Red Teaming
Adversary Simulation
Physical Perimeter Security
Wi-Fi Security Testing
Social Engineering
Phishing
Bug Bounty
CVEs
Security Research
CREST

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