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Staff Offensive Security Engineer

Robinhood· Security Division
Apply on company site
Toronto, CanadaCA$191.3k - CA$225kfull-timePosted 8mo ago

About the role

Staff-level red team engineer focused on designing and executing adversarial simulations to validate detection and response, assess security controls, and strengthen Robinhood’s security posture.

Responsibilities

  • 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, clearly articulating security risks and tradeoffs to engineering and risk stakeholders.
  • Conduct vulnerability research, exploit development, and testing using both custom tooling and public proof-of-concept techniques.
  • Partner with detection and response teams to simulate realistic attack scenarios and evaluate monitoring and incident response readiness.
  • Write and maintain tooling to automate and scale offensive security assessments.
  • Serve as a subject matter expert by documenting findings, recommending remediation strategies, and supporting teams through fixes.
  • Mentor teammates and contribute to shared knowledge through internal documentation, presentations, and external talks or blog posts.

Qualifications

  • 8+ years of hands-on experience in red teaming, offensive security, or penetration testing.
  • Demonstrated experience mentoring or guiding other security engineers.
  • Strong understanding of threat modeling methodologies and the MITRE ATT&CK framework.
  • Experience testing modern environments, including cloud platforms (AWS, GCP), containerized systems (Docker, Kubernetes), CI pipelines, and identity systems.
  • Working knowledge of defensive security tools such as IDS/IPS, EDR, packet capture, and network monitoring, including common evasion techniques.
  • Proficiency in Python, Go, or JavaScript for exploit development, tooling, or automation.
  • Clear written and verbal communication skills, with the ability to explain technical findings to both engineers and senior leaders.
  • Experience collaborating with distributed teams and documenting work through tools such as Slack, Jira, GitHub, and email.

Skills

Required:Red teaming / offensive securityMentoring / leadershipThreat modeling (MITRE ATT&CK)Cloud & container techDefensive security tools & evasionProgramming / scriptingCommunicationCollaboration / documentation

Benefits

  • Challenging, high-impact work to grow your career
  • Performance driven compensation with multipliers for outsized impact, bonus programs, and equity ownership
  • Top tier benefits to fuel your work, including supplemental health insurance, ancillary insurance, and mental health support programs
  • Lifestyle wallet - a highly flexible employer-paid benefits spending account expenses beyond traditional benefits such as wellness, childcare, learning, and more.
  • Time off to recharge including company holidays, paid time off, sick time, paid volunteer time off, parental leave, and more
  • Exceptional office experience with catered meals, events, and comfortable workspaces.
  • Monthly commuter stipend to help offset in-office commuting costs
Last updated Sep 30, 2026. Interested? Apply on the company site.

About Robinhood

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