Penetration Tester

About the Role:

ISA is seeking a motivatedPenetration Testerto join our cybersecurity this role you will play a key part in identifying and exploiting security vulnerabilities across networks systems and applications applying your experience in offensive security methodologies. This is an excellent opportunity for cybersecurity professionals looking to take on more complex engagements and further develop their expertise in penetration testing.

About Us:

We are proud to be recognized as a top employer for multiple years in a row we currently hold the distinctions of Canadas Top Small and Medium Employers 2025 Greater Torontos Top Employers 2025 and are Certified Great Place to Work 2025-2026.

ISA Cybersecurityis a proudly Canadiancyberand AIservices and solutions by over 500 clients from SMB to globalenterprises we empower organizations to safeguard their most critical assetsand adopt AI ourhighly customizableCyber 360and AI 360offerings we deliver a comprehensive range of governance assuranceengineeringprotection detectionand response services for the public and private sectors. Backed by over three decadesof operational experienceand a vast network ofhighly specialized andcertified experts weleveragecutting-edgetechnologies and AI to ensure that clients achieve their privacysecurity and businessgoals.

Weoperatein a remote-first environment. Office presence is typically less than 20% of the time varying by role and work office space located at Bloor andIslingtonis a collaborative space designed for in-person meetings and enjoyhostingin-personquarterlytownhallsand social events throughout the year to encourage teambuilding and collaboration.

Responsibilities:

• Conduct penetration tests on web applications networks systems and cloud environments
• Perform vulnerability assessments and validate identified issues
• Document technical findings in clear concise and professional reports
• Lead remediation efforts by communicating findings and recommendations to technical and non-technical stakeholders
• Stay up to date with the latest security threats tools and techniques
• Execute and contribute to red team exercises and security testing engagements
• Collaborate with team members across security operations engineering and compliance

Qualifications:

• 2 years of professional experience in cybersecurity including areas such as Offensive Security Vulnerability Management Incident Handling Security Analysis or other related security roles
• Hands-on experience with penetration testing vulnerability assessments and vulnerability management

• Strong understanding of common vulnerabilities (OWASP Top 10 CWEs CVSS etc.)
• Ability to write clear detailed technical reports with remediation steps

• Having one or more offensive security certifications such as OSCP CompTIA Pentest GIAC GCIH or similar would be considered an asset
• Familiarity with tools such as Burp Suite Nmap Metasploit Nessus or equivalent
• Strong communication and interpersonal skills

Why Join Us

At ISA Cybersecurity we lead with our Why. Our Why is to make people feel safe. This not only applies to the result of services that we provide to our clients but how people feel when interacting with us. Whether youre an employee of ISA or a client we want you to feel safe and supported. Each one of our team members is expected to uphold this leadership quality and embrace it through consistent demonstration of our core values of Explore Persevere Adapt and Uplift.

We are proud to offer a variety of employee friendly programs that enable our team to perform at their best.

Highlights of our programs and policies include:

• Flexible sick and personal days for all employees
• Generous health plan with enhanced mental health resources and programs
• Professional development opportunities and education reimbursement up to $2000 annually for all employees
• Maternity and parental leave top-up
• Employee referral bonus of $2000
• Competitive salaries complemented with RRSP matching and bonus programs
• Distance remote working policy
• LinkedIn Learning access for all team members

We also place great value on celebrating the contributions of all employees through the following service recognition programs:

• Service anniversary recognition and generous five-year milestone service awards
• Presidents Club recognizing special achievement awards: Team Member of the Year for Sales CIOC and Cyber Services the Rich Uhrich Founders Award that is nominated on by all employees and four Presidents Awards (Risk Taker Lost Without You Money Maker and On the Rise)
• Spot rewards providing opportunities for instant peer recognition

Information-sharing and team-building initiatives include:

• Annual kick-off meeting to communicate our strategic priorities
• Quarterly town hall meetings
• Regular team get togethers and client events
• Scheduled employee feedback surveys and goal setting focus groups

Thank you for your interest in joining ISA Cybersecurity. Our team looks forward to reviewing your application. We will be reaching out to you directly if your experience matches our needs.

Vacancy Status:This posting is for an existing vacancy.
AI Disclosure:ISA Cybersecurity does not currently use artificial intelligence tools as part of our recruitment process.

Accessibility:

ISA Cybersecurity is committed to providing accommodations for applicants with disabilities. If you require specific accommodation because of a disability or medical need please inform ISAs Human Resources team () so arrangements can be made for appropriate accommodation to be in place during the recruitment process.

Required Experience:

Manager