wealthsimple - Frontier AI Security Researcher
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Requirements
• 5+ years of experience in offensive security and/or vulnerability research • Prior work blending automation with offensive security (e.g., custom tooling, fuzzer integrations). • Experience building, evaluating, or using LLM- or agent-based systems in any domain. • A strong curiosity about and openness to AI-augmented workflows: • Comfortable iterating on prompts, tools, and agent behaviours. • Pragmatic about what AI can and cannot do today. • Working experience with large language models and how they work; for example, you may have written agent scaffolds • Technical understanding of networks, endpoint, identity, cloud, encryption, data protection and application deployment stacks. • Knowledge of standard penetration testing methodologies, including NIST SP 800-115. • Published research papers on computer security, language modelling, offensive security tool benchmarking, or related topics; or given talks at Defcon, Blackhat, CCC, or other reputable venues • Contributed to open-source projects in LLM- or security-related projects, especially those contributing to AI / LLM-specific guardrails and models • Data science and data pipeline development experience • Familiarity with Ruby, React, GraphQL, AWS • Some software or systems engineering experience • Previous industry experience in Financial Services is preferred.
Benefits
• 🌸 Top-tier health benefits and life insurance • 📈 Long-term group savings with employer match, through Wealthsimple for Business • 🌴 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year • ✈️ 90 days away: work outside Canada for up to 90 days per year • 👥 Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS • 🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work. • Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work — whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building. • Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. • Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know — we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs. • AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.
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