The Role
Own end-to-end employee cases for Global Mobility, Immigration, and Leave Support. Guide employees and managers through processes, manage case documentation and milestones in Workday/JustAsk, coordinate with HR, Benefits, Legal, vendors, and third parties, escalate complex issues, and identify process improvement opportunities.
Summary Generated by Built In
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 an Employee Support Specialist, you'll own complex, multi-step employee cases that require end-to-end case management, specialized knowledge, and a high-touch employee experience. You'll focus your time across Global Mobility and Immigration and Benefits Leave Support, serving as the primary employee-facing case owner across both specialties. You'll guide employees and managers through complex processes while partnering closely with Human Resources, Benefits, Payroll, Legal, Immigration Team, third-party administrators, vendors, and other cross-functional partners to drive timely resolution and a seamless employee experience.
What you'll do as an Employee Support Specialist
What you'll bring
#LI-SG2
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.
The Crown Is Yours
As an Employee Support Specialist, you'll own complex, multi-step employee cases that require end-to-end case management, specialized knowledge, and a high-touch employee experience. You'll focus your time across Global Mobility and Immigration and Benefits Leave Support, serving as the primary employee-facing case owner across both specialties. You'll guide employees and managers through complex processes while partnering closely with Human Resources, Benefits, Payroll, Legal, Immigration Team, third-party administrators, vendors, and other cross-functional partners to drive timely resolution and a seamless employee experience.
What you'll do as an Employee Support Specialist
- Serve as the primary case owner for Global Mobility, Immigration, and Leave Support requests from intake through resolution, giving employees proactive communication throughout the lifecycle of each case.
- Guide employees and managers through global mobility, immigration, and leave processes by clearly explaining eligibility, timelines, documentation requirements, expectations, and next steps.
- Manage case milestones, documentation, service level agreements, and reporting within Workday, JustAsk, and other case management platforms while maintaining accurate and timely case records.
- Own the employee-facing experience for sensitive, compliance-driven cases, coordinating handoffs with the Benefits Team and other subject matter experts while maintaining ownership of employee communication and case management.
- Escalate complex policy, compliance, accommodation, or legal matters to the appropriate teams while remaining the primary point of contact for the employee.
- Identify recurring employee questions and opportunities for process improvement and automation, contributing to knowledge management, reporting, and operational efficiency.
What you'll bring
- At least 3 years of experience supporting Human Resources Operations, Employee Services, Global Mobility, Immigration, Benefits, Leave Administration, Employee Relations, or a related People function.
- Experience managing sensitive, complex, multi-stakeholder employee cases while delivering a high level of employee support and managing multiple priorities, confidentiality, and service level commitments.
- Working knowledge of Global Mobility and Immigration processes and/or Leave of Absence programs, including the Family and Medical Leave Act, Americans with Disabilities Act, disability, state leave, and paid leave programs; experience supporting both areas is preferred.
- The ability to explain complex policies and processes clearly, empathetically, and professionally while balancing employee advocacy with policy and compliance requirements.
- Strong collaboration and communication skills with the ability to partner effectively across Benefits, Payroll, Human Resources Business Partners, Legal, managers, immigration counsel, vendors, and third-party administrators.
- Experience using Human Resources information systems and case management platforms, such as Workday and JustAsk, to maintain accurate records and generate reporting, along with strong organizational skills, analytical thinking, and a continuous improvement mindset.
#LI-SG2
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.
Skills Required
- At least 3 years of experience supporting HR Operations, Employee Services, Global Mobility, Immigration, Benefits, Leave Administration, Employee Relations, or related People function
- Experience managing sensitive, complex, multi-stakeholder employee cases while maintaining confidentiality and service level commitments
- Working knowledge of Global Mobility and Immigration processes and/or Leave of Absence programs (including FMLA, ADA, disability, state leave, and paid leave programs)
- Experience supporting both Global Mobility/Immigration and Leave areas
- Ability to explain complex policies and processes clearly, empathetically, and professionally while balancing employee advocacy with policy and compliance
- Strong collaboration and communication skills to partner with Benefits, Payroll, HRBPs, Legal, immigration counsel, vendors, and third-party administrators
- Experience using HR information systems and case management platforms (such as Workday and JustAsk) to maintain records and generate reporting; strong organization, analytical thinking, and continuous improvement mindset
What the Team is Saying
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Ivett
Office Administration Manager
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Software Engineering Manager
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Senior Lead QA Engineer
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Sarah
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DraftKings Compensation & Benefits Highlights
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Parental & Family Support — Family support is positioned as comprehensive, with 14 weeks of 100% paid parental leave globally plus adoption, surrogacy, fertility benefits, backup care, and lactation resources. Company materials highlight these as core programs, with U.S. enhancements such as Care.com support.
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Healthcare Strength — Healthcare coverage is described as robust, including medical, dental, and vision options alongside mental‑health support via Lyra therapy, Calm access, and wellbeing initiatives. Benefits begin on day one, with HSA/FSA options and fitness reimbursement adding depth.
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Leave & Time Off Breadth — Time off is framed as flexible, with U.S. employees told they have flexible or unlimited PTO and supportive leave policies. Feedback suggests PTO is a meaningful part of the package, though norms can vary by team.
DraftKings Insights
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The Company
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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DraftKings Teams
DraftKings Offices
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.
Typical time on-site:
Flexible
