Executive Assistant at DraftKings

At Draft Kings, 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

As an Executive Assistant to the Chief Legal Officer, you'll focus on keeping complex schedules, priorities, and communications moving seamlessly. You'll act as a trusted partner to your executive, anticipating needs, coordinating across teams, and managing sensitive information with care. This role sits at the center of a fast-paced, results-driven environment where priorities shift quickly and precision matters. This role requires exceptional organizational skills executive presence, and the ability to build trust across executive leadership and key partners. Your ability to balance competing demands while exercising sound judgment helps executives stay focused on what matters most.

What You'll Do

• Own and optimize highly complex, fluid calendars for the Chief Legal Officer and a subset of their direct reports, balancing competing priorities, shifting business needs and requests from multiple senior stakeholders.

• Exercise sound judgment in evaluating and triaging meeting requests, resolving scheduling conflicts and protecting executive time for the highest-impact priorities.

• Partner closely with your executive to gather information, provide critical updates, and stay aligned on priorities across meetings and projects.

• Respond to a wide range of requests for information and executive action, driving timely and thoughtful follow-through on action items, deadlines and recurring business processes.

• Coordinate travel, expenses, and other executive logistics with a high degree of accuracy and responsiveness.

• Provide occasional backup administrative support for the executive’s direct reports to ensure continuity across the team and cross-functional leadership.

• Build strong relationships across the organization while handling confidential information with diplomacy, discretion, and sound judgement.

• Provide support on special projects and other executive-adjacent work as business needs evolve.

What You'll Bring

• Bachelor’s degree in business administration or a related field.

• At least five years of experience supporting senior executives in a busy, high-growth, and fast-paced environment, with experience supporting C-level leaders strongly preferred.

• Demonstrated success managing highly complex executive calendar involving competing priorities, multiple stakeholders, and frequent changes.

• Experience with budget tracking, invoice processing, expense management and other administrative support tied to departmental operations.

• Experience supporting executive operating rhythms such as leadership meetings, quarterly business reviews, board-facing preparation, or similar high-visibility forums.

• Strong written and verbal communication skills, with polished executive presence and the ability to interact effectively at all levels of the organization

• High attention to detail, strong follow-through and a proactive, solutions-oriented approach with the ability to stay ahead of needs, take ownership, and confidently navigate unexpected challenges.

• Proficiency in Microsoft Office, including Outlook, Word, Excel, and PowerPoint, with working knowledge of video conferencing tools such as Zoom.

• Ideal candidate with have experience working within a Legal department, law firm, or within a highly regulated context and is able to bring familiarity and expertise to these operating rhythms and norms.

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 as a condition of employment. Don’t worry, we’ll guide you through the process if this is relevant to your role.

The US base salary range for this full-time position is 81,600.00 USD - 102,000.00 USD, plus bonus, equity, and benefits as applicable. Our ranges are determined by role, level, and location. The compensation information displayed on each job posting reflects the range for new hire pay rates for the position across all US locations. Within the range, individual pay is determined by work location and additional factors, including job-related skills, experience, and relevant education or training. Your recruiter can share more about the specific pay range and how that was determined during the hiring process. It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.