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AI Security Penetration Tester at Wealthsimple

Company: Wealthsimple

Location: , , canada, London

Posted: June 11, 2026

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Position Details

Elevate security measures remotely with Wealthsimple as an AI Security Penetration Tester. Engage in innovative offensive security practices to counter potential threats against our financial products.
As a full-time member of the Data & Engineering Security team, you'll hybridize automation and manual testing techniques. By utilizing AI-driven scenarios and cutting-edge tools, you will uncover vulnerabilities within Wealthsimple’s infrastructure while collaborating with engineers and application security specialists. This role requires a proactive approach to adversarial testing and the ability to adapt existing frameworks for improved results.
Key Responsibilities:
• Design automation-driven attack campaigns against products
• Evolve AI agents for recon and vulnerability analysis
• Improve the automated testing pipeline and scenarios
• Review AI findings to identify high-impact vulnerabilities
• Collaborate with teams to support security remediation
Requiremen...