Job Description
The Crown Is Yours
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.
If this job posting does not include compensation information this is due to a technical error that our team is working to resolve! We will repost this position with compensation information as soon as it is resolved. It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
Skills Required
- 7+ years of experience in Product Management Enterprise Technology HR Technology Workforce Technology or related domains
- Experience owning and evolving enterprise platforms that support workforce experiences engagement operational workflows automation or self-service
- Strong background in product strategy enterprise systems workflow orchestration integrations platform governance and technical product management
- Hands-on experience leveraging modern AI platforms such as Gemini ChatGPT Claude or similar large language models
- Strong understanding of enterprise systems architecture APIs integrations 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 and intelligent search/retrieval
- Experience working with enterprise workforce technologies such as Workday (Talent Performance Compensation) collaboration platforms and workflow automation tools
- 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 and automation frameworks
- Strong systems-thinking problem-solving analytical skills and experience leveraging operational metrics and adoption data to guide decisions
- Excellent communication and stakeholder management skills with ability to simplify complex technical concepts
What the Team is Saying







DraftKings Compensation & Benefits Highlights
- Parental & Family Support—Fully paid global parental leave plus lactation support and assistance for adoption surrogacy and fertility are positioned as signature offerings.
- Healthcare Strength—Day‑one eligibility multiple medical plan options and robust mental‑health resources (company‑paid therapy access EAP and mindfulness tools) are emphasized.
- Leave & Time Off Breadth—Flexible or unlimited PTO and flexible work arrangements are prominently featured to support work‑life balance.
DraftKings Insights
What We Do
It's simple at DraftKings we believe life is more fun when you're in on the action. For that reason we’re committed to responsibly creating the world’s favorite games and betting experiences. We’re developing the most innovative and entertaining real money products and offers; to forever transform how people experience sports; to be a fully vertically integrated sports betting operator. It's our ultimate goal to build the best most trusted and most customer-centric destination for our players. We’re defining what it means to build and deliver the most extraordinary sports and entertainment experiences. Our global team is trailblazing new markets developing cutting-edge products and shaping the future of responsible gaming.
Why Work With Us
Here “impossible” isn’t part of our vocabulary. You’ll face some of the toughest but most rewarding challenges of your career. They’re worth it. Channeling your inner grit will accelerate your growth help us win as a team and create unforgettable moments for our customers. Ready to own what’s next?
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Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Our flexible hybrid policy empowers team members to work where they’re most productive—whether at home or in our collaborative offices. We trust our teams to choose what works best for them to thrive and innovate.
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Date Posted
06/25/2026
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