Director, Leadership Effectiveness

DraftKings Inc.•Boston, MA

2d•$172,000 - $215,000•Remote

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 a Director, Leadership Effectiveness, you’ll shape how leadership evolves at DraftKings by building the experiences, capabilities, and tools that help our leaders thrive in a fast-moving, high-stakes environment. You’ll define our strategy for leadership effectiveness, reimagining how leaders grow through AI-enabled learning, meaningful leadership experiences, and impactful coaching. Working across the business, you'll turn bold ideas into scalable experiences and AI-enabled solutions that help leaders make better decisions, build stronger teams, and drive better business outcomes.

Requirements

At least 10 years of experience in leadership effectiveness, talent development, or organizational development, with experience in a high-growth technology or fast-paced environment.
Proven success designing and evolving enterprise leadership development experiences that build leadership effectiveness from new managers through senior leadership.
A clear point of view on leadership effectiveness and the future of leadership development, with the ability to translate emerging trends, AI, and new ways of working into practical, scalable experiences.
Exceptional strategic thinking and execution skills, with the ability to connect strategy to business outcomes, influence stakeholders, and deliver high-impact experiences.
Expertise in leadership development, including designing engaging learning experiences that help leaders grow in the flow of work; facilitation skills are a plus.

Responsibilities

Own DraftKings' strategy for leadership effectiveness, shaping how leaders grow through innovative leadership experiences, AI-enabled coaching and tools, and operating rhythms that enable high-performing teams.
Design and scale leadership solutions, including milestone experiences, coaching, simulations, AI-enabled learning, and manager enablement for performance development that build leadership effectiveness across the leadership lifecycle.
Design AI-enabled leadership copilots and personalized manager support experiences that help leaders make better decisions, build stronger teams, and grow in the flow of work.
Build and evolve our leadership ecosystem by leveraging AI, enterprise coaching, external partners, and emerging technologies to support leadership effectiveness at scale.
Partner with senior leaders across the business to align leadership development with company priorities, business strategy, and the evolving needs of our leaders.
Translate DraftKings' leadership expectations and culture into practical leadership behaviors and scalable experiences.
Partner across HR and the business to deliver measurable improvements in manager effectiveness, leadership capability, organizational health, and execution.