Director of Federal Government Programs

About Us:
DailyPay is transforming the way people get paid. As a worktech company and the industry’s leading on demand pay solution, DailyPay uses an award-winning technology platform to help America’s top employers build stronger relationships with their employees. This voluntary employee benefit enables workers everywhere to feel more motivated to work harder and stay longer on the job while supporting their financial well-being outside of the workplace.
DailyPay is headquartered in New York City, with operations throughout the United States as well as in Belfast. For more information, visit DailyPay's Press Center.

The Role:

DailyPay is seeking a mission-driven, strategic leader to serve as our Director of Federal Government Programs, responsible for driving the execution and delivery of DailyPay’s public sector initiatives with a focus on the Department of Defense, U.S. military branches, and federal civilian agencies. This individual will work closely with executive leadership, product, sales, and compliance teams to help win and implement high-impact federal programs that improve financial readiness and payroll flexibility for service members and government employees.

Military experience and/or significant public sector leadership experience is strongly preferred.

How You Will Make an Impact:

Lead federal and military program management from pre-sales through implementation and long-term support

Serve as a trusted advisor to federal partners (DoD, VA, Navy, Army, etc.), managing complex stakeholder relationships across program offices, IT, HR/payroll, and procurement

Partner with VP of Public Sector to shape and execute DailyPay’s go-to-market strategy across defense and federal verticals

Translate agency needs into clear product requirements and success metrics, working with internal cross-functional teams (product, engineering, legal, compliance)

Support the development of strategic pilots, SBIR/STTR opportunities, IL4/FedRAMP compliance, and procurement pathways

Manage program reporting, governance, and performance for executive sponsors

Mentor internal teams on the nuances of federal delivery, contracting, and stakeholder management

What You Bring to The Team:

• 10+ years of experience in federal program management, ideally with both pre-sales and delivery ownership

  Demonstrated experience working with military and/or federal government clients (DoD, VA, HHS, GSA, etc.)

  Proven success leading mission-critical government technology programs from inception through execution

  Excellent communication, leadership, and customer engagement skills

  Ability to operate independently and thrive in a fast-paced, scaling environment

Nice to Haves:

• Military service or DoD civilian experience strongly preferred (e.g., retired officer, acquisition specialist, program executive)

  Deep understanding of government procurement, contracting vehicles, and compliance

  Experience with ERP, HR/payroll, or financial wellness technologies in government settings.

  What We Offer:

  Exceptional health, vision, and dental care

  Opportunity for equity ownership

  Life and AD&D, short- and long-term disability

  Employee Assistance Program

  Employee Resource Groups

  Fun company outings and events

  Unlimited PTO

  401K with company match