Insider Risk Specialist

Robinhood • Denver, NY

9d • Hybrid

About The Position

Robinhood is seeking an Insider Risk Specialist to join their elite team focused on democratizing finance. This role is part of the Insider Trust Program, which aims to identify, investigate, and mitigate insider risk using a combination of investigative expertise, behavioral analysis, technical security, and AI-powered capabilities. The program is building a next-generation operating model that leverages AI to enhance human capacity, accelerate decision-making, and improve insider risk management. Specialists will use AI to automate tasks and focus on complex problems requiring human judgment. The role involves investigating insider risk matters, conducting risk assessments, identifying emerging threats, and protecting Robinhood from internal risks. This position requires a blend of investigative tradecraft, behavioral analysis, technical telemetry, and AI-assisted workflows. The ideal candidate is energized by complex security problems, comfortable with ambiguity, committed to continuous learning, and excited about the future of Insider Risk. This role is based in Washington DC, Denver, CO, Menlo Park CA, New York, NY or Bellevue, WA, with a requirement for in-person attendance at least 3 days per week.

Requirements

• 5+ years of experience in insider threat, investigations, analysis, vetting, counterintelligence, internal fraud, military intelligence, or a related investigative discipline
• Strong investigative instincts with experience assessing behavioral, technical, and contextual information to evaluate risk and develop well-supported findings
• Experience investigating insider risk involving foreign influence, nation-state activity, or other sophisticated threats
• Excellent critical thinking, sound judgment, and the ability to make decisions in ambiguous situations
• AI fluency, including experience using AI to improve investigations, build workflows or automations, and validate AI generated outputs
• Strong written and verbal communication skills with the ability to influence technical and non-technical audiences
• A builder’s mindset with a passion for learning and continuously improving

Nice To Haves

• Experience in counterintelligence, military intelligence or Intelligence Community roles
• Experience with SIEM, UEBA, DLP, endpoint telemetry, identity systems, or digital forensics
• Experience working in FinTech or another highly regulated industry

Responsibilities

• Investigate complex insider risk matters, including nation-state attempts to influence, recruit, or exploit trusted insiders; data leaks; and, unauthorized disclosures of sensitive information
• Gather evidence, develop investigative hypotheses, and communicate clear, well-supported findings
• Partner with People Relations, Legal, Privacy, Security, Enterprise Technology and business leaders
• Partner with stakeholders across Robinhood to support Requests for Assistance (RFAs), exception reviews, and other security consultations
• Assess risks for M&A, strategic initiatives, new products, and business processes
• Evaluate third-party vendors and offshore support operations, recommending practical risk-based controls
• Conduct personnel vetting, due diligence, and other assessments
• Assess insider risk across Robinhood’s global workforce, including employees, contractors, third-party vendors, and offshore support operations
• Analyze behavioral, technical, and contextual signals to identify emerging insider risk
• Assess evolving threats, including AI-enabled attacks and nation-state tradecraft
• Identify trends and early indicators associated with data leaks, unauthorized disclosures, and other emerging insider risks
• Improve detections, controls, playbooks, and overall program maturity
• Leverage AI to accelerate investigations, validate findings, and improve decision-making
• Identify opportunities to automate repetitive work and improve investigative workflows
• Help evaluate and operationalize new AI capabilities across the Insider Trust Program
• Take ownership from initial assessment through resolution, continuously improving processes, detections, and the Insider Trust Program along the way
• Prioritize competing investigations and business requests while maintaining sound risk judgment in a fast-moving environment
• Build trusted partnerships and influence security outcomes across technical and business teams
• Continuously develop your investigative, technical, and AI skillset while helping improve how the team operates
• Stay current on emerging insider risk trends, AI, nation-state tradecraft, and security technologies
• Share knowledge, contribute to playbooks, and help raise the capabilities of the team

Benefits

• Performance-driven compensation with multipliers for outsized impact
• bonus programs
• equity ownership
• 401(k) matching
• 100% paid health insurance for employees with 90% coverage for dependents
• Lifestyle wallet — a highly flexible benefits spending account for wellness, learning, and more
• Employer-paid life & disability insurance
• fertility benefits
• mental health benefits
• company holidays
• paid time off
• sick time
• parental leave
• Exceptional office experience with catered meals, events, and comfortable workspaces

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed