Wealthsimple Technologies - Frontier AI Security Threat Hunter
Requirements
• Experience building AI- or automation-assisted offensive security tools. • Experience (5+ years preferred) in offensive security testing domains like penetration testing, red teaming, threat hunting, or attack simulations in complex environments with a proven history of working cross-functionally with high functioning teams. • Reading and reasoning about code and system designs. • Understanding modern cloud-native architectures (preferably AWS). • 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. • Familiarity with LLM- or agent-based systems (tool use/function calling, prompt design). • Comfort working with novel tools and ambiguity: • You’re already experimenting with AI agents and have always had a scale and automation-first mindset to testing and discovering new vulnerabilities. • You can turn open-ended problems into small, testable steps. • Familiarity with Ruby, React, and GraphQL testing • Development and/or scripting competence • Previous industry experience in Financial Services
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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