Director, Leadership Effectiveness
As a Director, Leadership Effectiveness, the successful candidate will shape how leadership evolves at DraftKings by building the experiences, capabilities, and tools that help leaders thrive in a fast-moving, high-stakes environment. The role involves defining the strategy for leadership effectiveness, reimagining how leaders grow through AI-enabled learning, meaningful leadership experiences, and impactful coaching.
Working across the business, the Director will turn bold ideas into scalable experiences and AI-enabled solutions that help leaders make better decisions, build stronger teams, and drive better business outcomes.
- 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 the 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 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.
- 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 (required).
- Proven success designing and evolving enterprise leadership development experiences that build leadership effectiveness from new managers through senior leadership (required).
- 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 (required).
- Exceptional strategic thinking and execution skills, with the ability to connect strategy to business outcomes, influence stakeholders, and deliver high-impact experiences (required).
- Expertise in leadership development, including designing engaging learning experiences that help leaders grow in the flow of work (required).
- Facilitation skills (nice-to-have)
- US base salary range of 172,000.00 USD - 215,000.00 USD
- Bonus and equity
- Comprehensive health benefits including medical, dental, and vision plans
- Wellbeing program including free therapy sessions via Lyra, the Calm App, and virtual yoga classes
- 14 weeks of 100% paid parental leave
- Workplace lactation support
- Care.com partnership for backup childcare
- Family planning support including adoption, surrogacy, and fertility treatments
- Flexible PTO
- Pet insurance
- Gym reimbursement
- Financial planning resources including 401(k) matching and Origin Financial
- Commuter benefits
- Tuition reimbursement program
DraftKings Inc. is a leading American digital sports entertainment and gaming company, headquartered in Boston, Massachusetts. Founded in 2012, it started in daily fantasy sports and has grown into one of the largest US online sportsbook and iGaming operators. The company offers mobile sports betting, online casino and daily fantasy contests across regulated North American markets. DraftKings is listed on the Nasdaq stock exchange and employs several thousand people.