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Lead Offensive Security Engineer

Job in Winnipeg, Manitoba, A3C, Canada
Listing for: Robinhood
Full Time position
Listed on 2026-06-28
Job specializations:
  • IT/Tech
    Cybersecurity, Security Manager, Systems Engineer
Salary/Wage Range or Industry Benchmark: 100000 - 130000 CAD Yearly CAD 100000.00 130000.00 YEAR
Job Description & How to Apply Below
Position: Lead Offensive Security Engineer at Robinhood
Join Robinhood as a Lead Offensive Security Engineer, where you'll spearhead adversarial simulations to identify vulnerabilities and enhance security through red teaming. Engage in cross-functional collaboration to ensure robust defenses.

In this critical Red Team role, you will be responsible for validating security assumptions and addressing detection gaps. Your duties include planning red team operations, executing threat models, and conducting penetration tests across different applications and infrastructure. Mentoring fellow engineers will also be a key aspect of your contribution to strengthening Robinhood's security landscape.

Key Responsibilities:

• Design adversarial simulations for in-depth security validation

• Plan and execute red team operations in complex environments

• Perform threat modeling and articulate related risks

• Conduct in-depth vulnerability research and exploit development

• Automate security assessments with custom tooling

Requirements:

• 8+ years of experience in red teaming or offensive security

• Skilled in AWS, GCP, and container environments

• Strong grasp of the MITRE ATT&CK framework

• Proficient in Python, Go, or Java Script

• Excellent communicator with a background in security leadership

Drive security excellence at Robinhood with your expertise in offensive strategies and vulnerability management.
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