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.

About the Role

We are seeking a seasoned and strategic Sr. Director of Technical Program Management (TPM) to orchestrate our most critical cross-functional initiatives. This is a pivotal leadership role responsible for strategically overseeing and driving the delivery of our most complex, cross-functional initiatives, from initial concept to global launch and beyond, for the technology that powers the on-demand pay movement.

You will be the connective tissue between our Engineering, Product, Design, and Go-To-Market organizations, creating clarity out of complexity and ensuring we deliver ambitious, high-quality products with speed and precision. Your primary mission is to remove roadblocks, drive ruthless prioritization, and be the engine that accelerates DailyPay's product velocity and execution excellence. This role reports directly to the CTO and interfaces as a key go-between; between Product and Engineering.

What You Will Be Responsible For

• Drive Strategic Program Execution: Own the master plan for our most complex, cross-functional programs. Partner with executive leadership to translate company strategy into a detailed, executable roadmap, ensuring alignment on scope, timeline, and resources across all teams.

• Accelerate the Development Lifecycle: Master and drive the full product lifecycle: from initial ideation, requirements definition, and technical design through to development, testing, deployment, and post-launch iteration in a fast-paced, agile environment.

• Champion Delivery Speed & Quality: Implement and refine lightweight processes and operating rhythms that enhance velocity and predictability without introducing bureaucracy. You live to unblock teams and get things done.

• Lead Cross-Functional Alignment: Serve as the primary operational interface between Engineering, Product Management, Design, Legal, and Go-To-Market (Sales, Marketing, Support) teams. Ensure seamless handoffs and clear, consistent communication of program status, risks, and changes to stakeholders at all levels, including the C-suite.

• Proactively Manage Risk & Dependencies: Become an expert in our technical architecture and product landscape to proactively identify, track, and mitigate risks and dependencies—including security, compliance, and financial regulations—across multiple engineering teams and product lines.

• Build a Culture of Excellence: Foster a culture of accountability, operational excellence, and a bias for action. Mentor and guide product and engineering teams on best practices for execution and delivery in a regulated FinTech environment.

• Scale the TPM Function: Define the vision for Technical Program Management at DailyPay, building and leading a world-class team of TPMs as the organization grows.

What You Bring to The Team:

• 10+ years of experience in technical program management, software engineering, or product management within a fast-paced, high-growth technology company.

• 5+ years of leadership experience managing complex engineering programs or leading TPM teams, with a proven ability to hold teams accountable and deliver results.

• A Master of Execution & Velocity: You have an unwavering focus on execution and a proven track record of increasing delivery speed. You are adept at resource management, capacity planning, and establishing data-driven processes (OKRs, KPIs) to track program health and ensure accountability. You are an expert with project management tools like Jira, Asana, etc.

• Deep Technical Acumen: You have a strong understanding of modern software development lifecycles (Agile, Scrum, Kanban), CI/CD, cloud infrastructure (AWS/GCP/Azure), secure financial systems, and API-driven product architectures. A background in software engineering is highly desirable.

• Exceptional Communication Skills: You can distill complex technical concepts into clear, concise updates for executive audiences and effectively align teams with differing priorities.

• Strategic & Systems Thinker: You can see the big picture and how the pieces connect, but are also comfortable diving deep into the details to solve problems and remove roadblocks.

• Domain Experience (Required): Experience in FinTech, Payroll, HR Tech, On-Demand Pay, Payments, or B2B financial services; or Neobanking.

What Good Looks Like In Year 1

First 90 Days: Establish Foundations & Drive Initial Impact The focus is on assessing the current state, building a foundational operating model, and demonstrating immediate leadership.

Deliverable 1: Implement Program Management Operating Rhythm.

Assess the current product development lifecycle and build a stakeholder alignment map. Design and roll out a standardized, lightweight framework for program execution and status reporting.

Deliverable 2: Drive a Key Strategic Program.

Assume direct TPM ownership of a top-priority, cross-functional initiative and successfully navigate it through a critical phase to demonstrate immediate impact on execution and clarity.

First 6 Months: Accelerate Delivery & Solidify Strategy The focus shifts to showing measurable results and formalizing long-term plans for execution and team growth.

Deliverable 1: Demonstrate Measurable Velocity Improvement.

Using established KPIs, show a demonstrable improvement in delivery speed and predictability, culminating in the successful launch of a major product or feature under the new framework.

Deliverable 2: Deliver Aligned Strategic Roadmap & Team Plan.

Partner with Product and Engineering leadership to produce a fully vetted and aligned 12-18 month technical execution roadmap.

Present a comprehensive scaling plan for the TPM function, including structure, roles, and a hiring roadmap.

End of Year One: Scale the Function & Embed Strategic Influence By year-end, the TPM function is a proven, scalable, and essential component of the company's operational and strategic engine.

Deliverable 1: Build a High-Performing TPM Team.

Hire and onboard at least one foundational member of the TPM team and prove the operating model is scalable and adopted across all major company initiatives.

Deliverable 2: Become a Key Voice in Strategic Planning.

Act as a trusted advisor to the executive team on execution and strategy, playing a key leadership role in the next annual planning cycle to ensure operational reality is core to future company goals.

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

DailyPay is committed to fostering an inclusive, equitable culture of belonging, grounded in empathy and respect, which values openness to opinions, awareness of lived experiences, fair treatment and access for all. We strive to build and develop diverse teams to create an organization where innovation thrives, where the full potential of each person is engaged, and their views, beliefs and values are integrated into our ways of working.

We encourage people of all backgrounds to join us on our mission. If you require reasonable accommodation for any aspect of the recruitment process, please send a request to [email protected]. All requests for accommodation will be addressed as confidentially as practicable.

DailyPay is an equal opportunity employer. All qualified applicants will receive consideration without regard to race, color, religion or creed, alienage or citizenship status, political affiliation, marital or partnership status, age, national origin, ancestry, physical or mental disability, medical condition, veteran status, gender, gender identity, pregnancy, childbirth (or related medical conditions), sex, sexual orientation, sexual and other reproductive health decisions, genetic disorder, genetic predisposition, carrier status, military status, familial status, or domestic violence victim status and any other basis protected under federal, state, or local laws.