Senior Payroll Specialist

· Remote

Location

Remote

Type

Full Time

Job Description

Senior Payroll Specialist

Reposted 5 Hours Ago
Be an Early Applicant
Boston MA USA
Hybrid
84K-105K Annually
Senior level
Digital Media • Gaming • Information Technology • Software • Sports • Esports • Big Data Analytics
The Crown Is Yours
The Role
The Senior Payroll Specialist manages payroll operations for the U.S. and Canada ensuring compliance accuracy and efficiency in processing multi-entity payroll while collaborating across teams for audits and regulations.
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 a Senior Payroll Specialist you'll own end-to-end payroll operations across the U.S. and Canada ensuring accuracy compliance and a seamless employee experience. You'll partner across teams to support payroll accounting audits and evolving regulations while operating in a fast-paced multi-entity environment. Your work will drive efficiency strengthen processes and keep payroll running at scale.
What you'll do as a Senior Payroll Specialist
  • Process bi-weekly U.S. and semi-monthly Canadian payroll for a multi-entity workforce ensuring accuracy timeliness and compliance.
  • Review validate and import timecard data for hourly employees while managing complex pay scenarios including terminations and off-cycle payrolls.
  • Ensure compliance with federal state provincial and local payroll regulations staying current on legislative changes and applying updates proactively.
  • Serve as a primary point of contact for payroll inquiries through the JustAsk ticketing system delivering timely and accurate resolutions.
  • Process and monitor garnishments tax levies and other involuntary deductions with precision and confidentiality.
  • Partner with Human Resources Benefits Equity Finance and Accounting teams to support payroll operations and cross-functional initiatives.
  • Reconcile payroll registers funding wires tax payments and benefit contributions while preparing journal entries and supporting month-end close activities.
  • Support internal and external audits by preparing documentation including materials aligned with Sarbanes-Oxley (SOX) requirements and identifying opportunities to improve payroll processes and systems.

What you'll bring
  • A Bachelor's Degree in Business Administration Finance Accounting Human Resources or equivalent experience.
  • At least 5 years of progressive payroll experience including multi-state payroll processing for organizations with 1000+ employees.
  • Experience processing U.S. payroll with exposure to Canadian payroll strongly preferred.
  • Proficiency in Workday Payroll including system enhancements testing and troubleshooting.
  • Experience with payroll accounting reconciliations and supporting audit processes.
  • Strong knowledge of federal state provincial and local payroll tax regulations.
  • Analytical and problem-solving skills with the ability to resolve complex payroll and accounting issues.
  • The ability to manage multiple priorities in a fast-paced deadline-driven environment while maintaining a high level of accuracy and discretion.

#LI-AI1
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 US base salary range for this full-time position is 84000.00 USD - 105000.00 USD plus bonus equity and benefits as applicable. Our ranges are determined by role level and location. The compensation information displayed on each job posting reflects the range for new hire pay rates for the position across all US locations. Within the range individual pay is determined by work location and additional factors including job-related skills experience and relevant education or training. Your recruiter can share more about the specific pay range and how that was determined during the hiring process. 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.

Top Skills

Workday Payroll

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The Company
HQ: Boston MA
6400 Employees
Year Founded: 2012

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.

Typical time on-site: Flexible
HQBoston MA
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Date Posted

04/02/2026

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