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.

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

• 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

• 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