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Senior Penetration Tester

🕒 October 20

🇨🇦 Canada – Remote

💵 $143k - $183k / year

⏰ Full Time

🟠 Senior

🔧 QA Engineer (Quality Assurance)

Where this job comes from

Posted on Forward Financing's careers page, not through a job board

First seen by Remote Rocketship October 20

Still open on Forward Financing's site. Checked 3 hours ago.

Logo of Forward Financing

Forward Financing

201 - 500 employees

Founded 2012

💸 Finance

💳 Fintech

🤝 B2B

💰 $250M Debt Financing on 2021-05

Finance • Fintech • B2B

Forward Financing is a company that provides fast and flexible financing solutions for small businesses. They specialize in offering capital to small businesses that may struggle to secure funding from traditional financial institutions. With a simple application process, businesses can receive funding decisions within hours and may have funds transferred the same day. Their revenue-based financing model allows payments to adjust with the business's revenue. Forward Financing aims to provide clear and transparent terms, ensuring customer satisfaction and trust. They have been recognized for their excellent service and are rated highly by small business owners.

📋 Description

• Conduct manual penetration tests against company systems • Build AI-assisted penetration-testing tooling and automation • Define and implement testing approaches for LLM applications, agents, and agent-generated code • Triage SAST findings, remediate genuine vulnerabilities, and tune false-positive rules • Perform secure code reviews across web applications, APIs, and AWS infrastructure • Build tooling and security services within the Forward application stack • Support test-to-production reviews so AI-built work is security-reviewed before promotion • Explain security risks and priorities to engineers • Shape standards, tooling, and practices for the growing security program

🎯 Requirements

• 5+ years in application security, offensive security, or product security • Hands-on penetration testing and code-review experience across web applications, APIs, and AWS cloud infrastructure • Curiosity about how systems break and persistence after scanners report clean results • Interest in using AI to solve problems in personal workflows or systems under test • Understanding of AI/LLM attack surfaces, including prompt injection, insecure agent tool use, and vulnerabilities characteristic of AI-generated code • Experience with Ruby, Python, TypeScript, or Go • Experience with secure SDLC practices • Ability to communicate risk and priorities to security and software engineers • Bachelor's Degree in Computer Science or equivalent technical degree, or equivalent industry experience • Candidates must be authorized to work for any employer in Canada • OSCP/OSWE or comparable offensive certifications (nice to have) • Experience pentesting or red-teaming LLM applications and agentic systems (nice to have) • Experience contributing to bug-bounty or external testing programs (nice to have) • Background in fintech or other regulated environments (nice to have)

🏖️ Benefits

• Flexible work arrangements: work from home, in the office, or a combination of both • Flexible hours • Medical insurance • Dental insurance • Vision insurance • Flexible time-off policy • Paid parental leave • RRSP match • Wellness reimbursement • Volunteering days • Annual professional development budget • Charitable donation match • Virtual and in-person team events • 10% annual target bonus

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