DraftKings

Senior Technical Product Manager, Talent & Rewards

DraftKings$120K — $150K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years of experience in Product Management or related technology domains
  • Experience in enterprise platforms supporting employee engagement and operational workflows
  • Strong background in product strategy and technical product management
  • Hands-on experience with modern AI platforms like ChatGPT and Claude
  • Understanding of enterprise systems architecture and integrations
  • Experience designing AI-enabled workflows and intelligent automation solutions
  • Strong analytical and communication skills for stakeholder engagement

Responsibilities

  • Own the Talent & Rewards technology product portfolio
  • Define and execute the product roadmap and prioritization strategy
  • Lead the design of AI-powered workflows and automation solutions
  • Collaborate with AI and tech teams to implement intelligent employee experiences
  • Identify opportunities for AI and automation to enhance employee engagement
  • Reimagine employee and manager interactions with rewards programs
  • Track KPIs to measure engagement and workforce experience outcomes

Benefits

  • Guidance through gaming license acquisition process as needed
  • Access to emerging AI technologies and innovative workforce solutions
  • Opportunity to work in a fast-paced, regulated technology environment
  • Collaborative culture working with cross-functional teams
  • Impactful role influencing talent and reward strategies at scale
Full Job Description
As a Senior Technical Product Manager, Talent & Rewards, you'll own the strategy, roadmap, and evolution of the technology experiences that power how employees grow, develop, perform, and are rewarded across DraftKings. This role sits at the intersection of workforce technology, AI, product management, and employee experience, focused on transforming traditional talent and rewards processes into intelligent, AI-enabled, and embedded workforce experiences.

You'll partner closely with Talent Management, Total Rewards, People Operations, IT, AI engineering teams, and business leaders to design scalable solutions that bring performance, development, feedback, growth, and rewards experiences directly into the flow of work. This is a highly impactful role for a technical product leader who is passionate about leveraging AI, automation, integrations, and modern enterprise technologies to deliver innovative workforce experiences at scale.

What you'll do as a Senior Technical Product Manager, Talent & Rewards
  • Own the Talent & Rewards technology product portfolio, including performance management, career development, employee growth programs, ongoing feedback, compensation planning, rewards experiences, talent intelligence, and workforce insights
  • Define and execute the product roadmap, prioritization strategy, and long-term vision for talent and rewards experiences across the organization
  • Partner with Talent Management, Total Rewards, HRBPs, IT, AI engineering teams, and business leaders to translate strategic priorities into scalable technology solutions and product capabilities
  • Lead the design and development of AI-powered workflows, intelligent automation, and embedded workforce experiences that simplify and enhance talent and rewards processes
  • Collaborate with AI and technology teams to implement conversational employee experiences, AI-powered manager guidance, workflow orchestration, and intelligent talent workflows
  • Identify opportunities to leverage AI and automation to improve employee engagement, manager effectiveness, operational efficiency, and workforce development outcomes
  • Reimagine how employees and managers interact with talent and rewards programs by embedding experiences directly into collaboration and communication platforms
  • Deliver capabilities such as AI-powered performance guidance, embedded feedback experiences, intelligent development nudges, conversational career development interactions, and AI-assisted manager support
  • Extend workforce technology capabilities through integrations, AI orchestration, workflow automation, conversational interfaces, and modern experience layers
  • Partner with enterprise platform owners to enhance and augment Workday capabilities while maintaining governance, security, compliance, and enterprise architecture standards
  • Ensure workforce experiences remain aligned with enterprise data models, operational governance, and long-term platform strategies
  • Define and track KPIs that measure adoption, engagement, manager effectiveness, AI utilization, workforce experience outcomes, operational efficiency, and employee satisfaction
  • Leverage analytics, experimentation, and stakeholder feedback to continuously improve product strategy, user adoption, and workforce experience design
  • Drive innovation by evaluating emerging technologies and identifying opportunities to modernize talent and rewards experiences through AI, automation, and embedded workforce technologies
  • Promote scalable self-service, intelligent automation, and intuitive employee experiences that improve organizational effectiveness and employee growth


What you'll bring
  • 7+ years of experience in Product Management, Enterprise Technology, HR Technology, Workforce Technology, Digital Workplace Technology, AI Platforms, or related technology domains
  • Experience owning and evolving enterprise platforms that support workforce experiences, employee engagement, operational workflows, automation, or self-service capabilities
  • Strong background in product strategy, enterprise systems, workflow orchestration, integrations, platform governance, and technical product management
  • Demonstrated hands-on experience leveraging modern AI platforms such as Gemini, ChatGPT, Claude, or similar large language model technologies
  • Strong understanding of enterprise systems architecture, APIs, integrations, workflow orchestration, and interconnected technology ecosystems
  • Experience designing AI-enabled workflows, intelligent automation solutions, conversational interfaces, and embedded employee experiences
  • Familiarity with AI orchestration concepts including knowledge grounding, AI-assisted support models, workflow automation, conversational interfaces, enterprise AI governance, and intelligent search and retrieval systems
  • Experience working with enterprise workforce technologies such as Workday, collaboration platforms, workflow automation tools, AI ecosystems, knowledge platforms, and workforce experience technologies
  • Strong understanding of Workday Talent, Performance, Compensation, or related workforce management capabilities
  • Ability to operate as a hands-on technical product leader, balancing strategy, experimentation, and execution
  • Experience prototyping workflows, testing AI use cases, and supporting lightweight automation solutions using low-code/no-code technologies and modern automation platforms
  • Familiarity with AI tooling, prompt engineering, workflow builders, integrations, APIs, and automation frameworks
  • Strong systems-thinking and problem-solving skills, with the ability to connect platforms, workflows, data, integrations, and user experiences across complex ecosystems
  • Experience partnering with engineers, integration developers, enterprise architects, AI teams, and operational leaders to design scalable solutions
  • Strong analytical skills with experience leveraging operational metrics, adoption data, and workforce insights to guide product decisions and roadmap priorities
  • Excellent communication and stakeholder management skills, with the ability to simplify complex technology concepts for technical and non-technical audiences
  • Curiosity, adaptability, and a passion for emerging AI technologies, intelligent automation, and workforce experience innovation
  • Ability to thrive in a fast-paced environment while balancing innovation, governance, operational excellence, and business priorities


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.

About DraftKings

DraftKings is an American daily fantasy sports contest and sports betting operator. The company allows users to enter daily and weekly fantasy sports–related contests and win money based on individual player performances in five major American sports, Premier League and UEFA Champions League soccer, NASCAR auto racing, Canadian Football League, the XFL, mixed martial arts and Tennis. In August 2018, DraftKings launched DraftKings Sportsbook in New Jersey becoming the first legal mobile sports betting operator in the state. Since launching in New Jersey, DraftKings has opened mobile sports betting operations in Indiana, Pennsylvania, West Virginia and opened in New Hampshire December 30, 2019 after reaching contract with the New Hampshire Lottery. Retail sports betting is available in Iowa, Mississippi and New York. DraftKings Sportsbook mobile and retail sports betting products allow bettors in each state engage in betting for most major U.S. and international sports. As of April 2016, the majority of U.S. states consider fantasy sports a game of skill and not gambling. In November 2016, FanDuel and DraftKings, the two largest companies in the daily fantasy sports industry, reached an agreement to merge. However the merger was terminated in July 2017 due to it being blocked by the Federal Trade Commission as the combined company would have controlled a 90 percent of the market for daily fantasy sports. As of July 2017, DraftKings had eight million users.
Learn more about DraftKings
Size
3,400 employees
Market Cap
$4.9 billion
Industry
Net Income
-$577.9 million
Revenue
$292.3 million
NASDAQ

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