Hi, we’re Underdog!

We’re the fastest-growing sports gaming company ever.

We build innovative games and products for American sports fans.

Founded in 2020, our team built four of today’s most widely played fantasy games and recently launched our Underdog Sportsbook. We are the only sportsbook to ever launch on our own home grown technology, which allows us to build different and innovative experiences. We believe there’s so much more to be built for sports fans, and we’ll continue to win by building the best products and experiences for our customers.

The opportunity in front of us to become the biggest company in our space is massive; after all, we’re currently sitting in the fastest-growing consumer industry in the U.S. In just over two years, we reached a nearly $500 million valuation through some of the best investors in the game, including Mark Cuban, Kevin Durant, BlackRock, and SV Angel. We are many times larger now and our growth is not slowing down.

At Underdog, we believe that sports are for everyone and are building a tomorrow for every fan. Want to help create that future? Join us.

About the role and why it’s unique:

  • Manage all aspects of payroll processing and submissions of bi-weekly payroll for 450+ employees across the US and a handful of EOR employees
  • Maintain and update timekeeping systems and coordinate with hourly managers to ensure timekeeping records are completed and submitted on time for payroll processing
  • Oversee tax reporting for all federal, state, and local jurisdictions (prepared by our payroll service company) to ensure compliance with regulations and filing requirements
  • Responsible for new payroll state registrations to ensure we are qualified to pay employees in states we are not currently operating in and ensure we are closing states where we no longer have employees
  • Collaborate closely with the People Operations team to ensure the accuracy and completeness of every payroll submission, maintaining high standards of payroll management
  • Conduct a review and audit of current processes and practices for all payroll cycles to identify gaps and make recommendations for improvement
  • Lead all payroll projects and initiatives
  • Support the 401(k) administrative function which includes ensuring payroll related file feeds are running as expected and partnering with the People Operations team on annual 401k audits
  • Provide payroll and compensation reporting as needed to support ad hoc management analysis
  • Support accounting with payroll related matters as needed
  • Support other ad hoc projects as assigned

Who you are:

  • Must have 8+ years of payroll experience, with proficiency using Workday for payroll processing and ADP Smart Compliance for payment services
  • Attention to detail and ability to produce work with a high degree of accuracy
  • Ability to thrive in a high growth environment while juggling multiple responsibilities and meeting strict deadlines
  • Proven understanding of payroll best practices and tax requirements, including how payroll transactions impact the general ledger and other reporting
  • Strong customer orientation with excellent verbal and written communication skills to partner and build collaborative working relationships with employees at all levels
  • Certified Payroll Professional (CPP) certification is a plus


Our target starting base salary range for this position is between $120,000 and $150,000, plus target equity. The starting base salary will depend on a number of factors including the candidate’s skills and experience, among other things.

What we can offer you:

  • Unlimited PTO (we’re extremely flexible with the exception of the first few weeks before & into the NFL season)
  • 16 weeks of fully paid parental leave
  • A $500 home office allowance
  • A connected virtual first culture with a highly engaged distributed workforce
  • 5% 401k match, FSA, company paid health, dental, vision plan options for employees and dependents

#LI-REMOTE

This position may require sports betting licensure based on certain state regulations.

Underdog is an equal opportunity employer and doesn’t discriminate on the basis of creed, race, sexual orientation, gender, age, disability status, or any other defining characteristic.

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