Senior Manager, Leadership Effectiveness

DraftKings Inc.•Boston, MA
•$141,700 - $177,100

About The Position

At DraftKings, the Senior Manager, Leadership Effectiveness will shape leadership development for a fast-moving, AI-enabled business. The role identifies future-focused leadership capabilities and builds practical experiences, tools, and resources to help leaders strengthen their impact. Working across teams, this person brings together coaching, peer learning, real-world application, and AI-enabled solutions to make leadership development part of everyday work. The work supports leaders in navigating change, building stronger teams, and driving business performance. The position leads the design and evolution of leadership development initiatives, including milestone programs, simulations, coaching, and manager development experiences. It also explores AI-enabled learning solutions, partners with senior leaders and HR Business Partners, and evaluates program impact through data, feedback, and business insights. The role is based at a publicly traded technology company headquartered in Boston; the posting does not specify the position's work location type.

Requirements

  • At least 7 years of experience in leadership development, talent development, organizational development, or a related field.
  • Experience designing, delivering, and evolving leadership and manager development programs that strengthen leadership capabilities and drive measurable behavior change.
  • Strong understanding of adult learning principles, learning experience design, and practical approaches to developing leadership capabilities through real-world application.
  • Experience facilitating leadership development experiences, coaching leaders, and creating opportunities for meaningful peer learning and collaboration.
  • Ability to influence senior stakeholders, build cross-functional partnerships, and translate complex business challenges into actionable development solutions.
  • Data-driven approach, with experience evaluating learning effectiveness, gathering feedback, and using insights to improve leadership development initiatives.
  • Strategic, hands-on problem-solving skills, including the ability to navigate ambiguity, manage competing priorities, and turn ideas into impactful experiences.

Nice To Haves

  • Experience in a high-growth technology company or fast-paced business environment.
  • Familiarity with AI-enabled learning, coaching, or performance support tools, and interest in applying emerging technologies to enhance leadership effectiveness.

Responsibilities

  • Identify leadership capabilities needed to succeed in an AI-enabled environment and translate them into practical learning experiences.
  • Lead the design and evolution of core leadership development initiatives, including milestone programs, simulations, coaching, and manager development experiences.
  • Create engaging experiences that drive behavior change through real-world challenges, hands-on practice, peer learning, feedback, and ongoing reinforcement.
  • Explore and integrate AI-enabled tools, coaching, and learning solutions to provide personalized, accessible, and scalable development experiences.
  • Partner with senior leaders, Human Resources Business Partners, and cross-functional teams to identify leadership challenges and develop solutions that strengthen team effectiveness and business performance.
  • Evaluate leadership development initiatives using data, feedback, and business insights, and continuously improve experiences and outcomes.
  • Connect emerging learning practices, business priorities, and evolving leadership expectations to shape future leadership development offerings.
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