Director, Special Investigations Unit

At DraftKings, AI is becoming an integral part of both our present and future, powering how work gets done today, guiding smarter decisions, and sparking bold ideas. It’s transforming how we enhance customer experiences, streamline operations, and unlock new possibilities. Our teams are energized by innovation and readily embrace emerging technology. We’re not waiting for the future to arrive. We’re shaping it, one bold step at a time. To those who see AI as a driver of progress, come build the future together.

The Crown Is Yours

The Director of Special Investigations will lead a newly formed investigative function dedicated to addressing the most complex, sensitive, and high-risk cases related to Anti-Money Laundering (AML), Fraud, and other high risk matters.

This role will be responsible for overseeing a specialized team that conducts in-depth investigations into high-priority risks, escalated cases, and emerging threats across the organization’s global operations. The Director will partner closely with Legal, Product, Trading, Regulators, Senior Leadership Team, and Law Enforcement to ensure investigations are executed with rigor, discretion, and effectiveness.

What you’ll do as a Director of Special Investigation Unit

• Lead the Special Investigations group, setting vision, strategy, and refining operating processes & procedures.

• Develop an investigative framework for complex AML and fraud cases, including proactive identification of high-risk areas and threats.

• Build and mentor a high-performing investigative team with expertise in AML, fraud, forensics, and intelligence analysis.

• Serve as a subject matter expert and trusted advisor to senior leadership on significant financial crime risks and investigative findings

• Direct the planning, execution, and oversight of high-profile investigations into potential money laundering, fraud, and related financial crimes.

• Review and analyze escalated alerts, suspicious activity, and fraud trends to identify patterns and emerging risks.

• Ensure investigative reports are comprehensive, well-documented, and actionable for senior stakeholders, regulators, and law enforcement.

• Oversee preparation of Suspicious Activity Reports (SARs) and similar regulatory filings where required

• Partner with Legal, Business Leads, Product, Analytics, Trading, and Privacy to ensure alignment and information sharing.

• Develop strong relationships with external stakeholders, including regulators, financial intelligence units, and law enforcement.

• Provide insights and recommendations to enhance AML and fraud controls based on investigative findings

• Establish policies and best practices for conducting sensitive investigations.

• Monitor global trends in AML and fraud to proactively adapt investigative approaches.

• Develop metrics and dashboards to measure investigative effectiveness and report outcomes to senior management.

What you’ll Bring

• Bachelor’s degree in Criminal Justice, Law, Finance, Risk Management, or related field; advanced degree preferred.

• 10+ years of progressive experience in AML, fraud investigations, financial crimes, law enforcement, or intelligence, with at least 5 years in a people leadership capacity.

• Proven track record leading complex, sensitive investigations with regulatory, reputational, or law enforcement implications

• Deep knowledge of AML laws and regulations (e.g., BSA/AML, USA PATRIOT Act, FATF standards) and fraud risk typologies.

• Strong investigative, analytical, and forensic skills with the ability to manage complex fact patterns.

• Exceptional written and verbal communication skills, including preparation of high-quality reports and presentations.

• Ability to manage confidential information with discretion and sound judgment.

• Strong leadership and people management skills, with experience building investigative teams.

• Professional certifications such as CAMS, CFE, CFCS, or equivalent strongly preferred.

Join Our Team

We’re a publicly traded (NASDAQ: DKNG) technology company headquartered in Boston. As a regulated gaming company, you may be required to obtain a gaming license issued by the appropriate state agency a