Staff Offensive Security Engineer (Fintech)

Location: Toronto, Canada; in-person attendance required at least 3 days per week

Base pay: CAD 191,250–225,000 per year, plus bonus opportunities, equity, and benefits

Company

Robinhood is building financial products intended to democratize finance and expand access to investing.

What you will do

• Plan and execute red team operations, adversarial simulations, and penetration tests across applications, infrastructure, networks, offices, and internal processes.
• Perform threat modeling for new and existing services and communicate security risks and tradeoffs to engineering and risk stakeholders.
• Conduct vulnerability research, exploit development, and testing using custom tooling and public proof-of-concept techniques.
• Partner with detection and response teams to simulate realistic attacks and evaluate monitoring and incident response readiness.
• Build and maintain tooling to automate and scale offensive security assessments.
• Document findings, recommend remediation strategies, mentor security engineers, and share knowledge through documentation, presentations, talks, or blog posts.

Requirements

• 8+ years of hands-on experience in red teaming, offensive security, or penetration testing.
• Experience mentoring or guiding other security engineers.
• Strong knowledge of threat modeling methodologies and the MITRE ATT&CK framework.
• Experience testing AWS or GCP environments, Docker and Kubernetes systems, CI pipelines, and identity systems.
• Knowledge of IDS/IPS, EDR, packet capture, network monitoring, and common evasion techniques.
• Proficiency in Python, Go, or JavaScript for exploit development, tooling, or automation, with strong written and verbal communication skills.

Nice to have

• Experience in financial technology or regulated environments.
• Experience serving as a technical lead on security initiatives.

Culture & Benefits

• High-impact work focused on strengthening security across a financial technology platform.
• Performance-driven compensation with bonus programs and equity ownership.
• Supplemental health, ancillary insurance, mental health support, and a flexible lifestyle wallet for wellness, childcare, learning, and other expenses.
• Paid time off, company holidays, sick time, paid volunteer time, and parental leave.
• Office meals, events, comfortable workspaces, and a monthly commuter stipend.