Executive Assistant

DraftKings•Boston, MA

About The Position

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 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.

Requirements

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.

Nice To Haves

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.

Responsibilities

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.