Insider Risk Specialist

About the team + role

We are building an elite team, applying frontier technologies to the world’s biggest financial problems. We’re looking for bold thinkers. Sharp problem-solvers. Builders who are wired to make an impact. Robinhood isn’t a place for complacency, it’s where ambitious people do the best work of their careers. We’re a high-performing, fast-moving team with ethics at the center of everything we do. Expectations are high, and so are the rewards. 

The Insider Trust Program protects Robinhood by identifying, investigating, and mitigating insider risk across the organization. We combine investigative expertise, behavioral analysis, technical security, and AI-powered capabilities to safeguard our people, customers and business. We are building the next generation operating model for Insider Risk - one that combines exceptional security professionals with AI-powered capabilities to expand human capacity, accelerate decision-making, and continuously improve how we identify, investigate, and mitigate insider risk. Our specialists leverage AI to automate repetitive work and surface meaningful insights, enabling them to focus on the complex problems that require human judgment, creativity, and experience.

As an Insider Risk Specialist, you will investigate complex insider risk matters, conduct risk assessments, identify emerging threats, and help protect Robinhood from internal risks. You’ll combine investigative tradecraft, behavioral analysis, technical telemetry, and AI-assisted workflows to rapidly assess risk and drive informed security decisions. If you’re energized by solving complex security problems, comfortable operating in ambiguity, continuous learning, and excited to help what’s next for Insider Risk, we’d love to hear from you!

This role is based in our Washington DC, Denver, CO, Menlo Park CA, New York, NY or Bellevue, WA office(s), with in-person attendance expected at least 3 days per week.

At Robinhood, we believe in the power of in-person work to accelerate progress, spark innovation, and strengthen community. Our office experience is intentional, energizing, and designed to fully support high-performing teams. 

What you’ll do

Investigations

• 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

Risk Assessments & Business Advisory

• 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

Personnel Security & Global Operations

• 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

Intelligence & Program Development

• 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

AI & Operational Excellence

• 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

Ownership & Continuous Improvement

• 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

Growth & Development

• 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

What you bring

• 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 have

• 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 

Travel

• Ability to travel up to 10-15%, including occasional international travel, to support investigations, personnel vetting, security assessments, and global partners, or occasional team offsites.

What we offer

• Challenging, high-impact work to grow your career.
• Performance-driven compensation with multipliers for outsized impact, bonus programs, equity ownership, and 401(k) matching.
• Best-in-class benefits to fuel your work, including 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, and mental health benefits.
• Time off to recharge including company holidays, paid time off, sick time, parental leave, and more!
• Exceptional office experience with catered meals, events, and comfortable workspaces.