Job Description
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
Compensation Range: $152K - $235K
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