Director, Program Management
Company: PayIt
Role summary
Director, Program Management is a role at PayIt (remote). Posted 2026-08-27. Experience level: 10+.
- Job title
- Director, Program Management
- Company
- PayIt
- Location
- Remote
- Work arrangement
- remote
- Category
- Software Engineering
- Experience level
- 10+
- Date posted
- 2026-08-27
You’ll love this opportunity if you enjoy leading complex, high-impact programs while working entirely from home. It’s a great fit for a seasoned leader who wants to drive strategy across an innovative fintech platform without being tethered to an office.
Job description
PayIt is a fast-growing GovTech company on a mission to modernize how residents interact and transact with government, improving the customer experience and helping our client agencies more efficiently and effectively achieve their missions. Our easy-to-implement platform consolidates government services and payments into one connected experience and enables our clients to drive resident trust, collect revenue quickly, and redeploy their staff to more important challenges. This innovative approach to government service delivery has garnered significant recognition in both the public and private sectors, including our inclusion in the GovTech 100 every year since 2017. PayIt solutions cover services including hunting and fishing licensing, DMV, courts, property tax, utilities, tolling, and more.
Our culture welcomes people who exhibit what we call “PayIt DNA”: High integrity, drive, grit, high aptitude, and team orientation. We are collaborative and passionate about the work we do to improve the lives of our government clients and the end users they serve. We have ambitious scaling goals, and we look for team members who are ready to roll up their sleeves, solve problems, and find new opportunities to win with our clients. And we have a lot of fun together.
About PayIt
PayIt builds digital government experience and payments technology that helps state and local agencies serve residents the way modern consumers expect to be served – fast, mobile, and simple. Through PayIt Outdoors, the company partners with state wildlife, parks, and natural resources agencies to modernize hunting, fishing, boating, and outdoor recreation licensing, permitting, and e-commerce. As the Outdoors portfolio has grown across multiple state agency clients, the business needs a director-level program leader to make sure delivery scales without losing quality, transparency, or trust.
About the Role
The Director, Program Management is the connective tissue between PayIt's executive leadership, client executives, and the implementation, product, and engineering teams delivering for PayIt Outdoors clients. This person keeps the delivery engine running: an organized, predictable, and transparent way of shipping commitments across a portfolio of concurrent state agency engagements. They are equally comfortable in a steering committee with a state agency director and in a working session with an implementation lead debugging a launch blocker – and they know when each posture is needed.
This is a hands-on leadership role, not a purely strategic one. The right person builds and runs the cadences, reporting, and governance that make a multi-client delivery portfolio predictable, while personally stepping in on the accounts and escalations that need it most.
What You'll Do
Executive & Client Relationship Management
Serve as a senior escalation point and trusted advisor for PayIt Outdoors clients, building relationships with state agency executives and program sponsors.
Represent delivery status, risk, and roadmap in executive business reviews – both with clients and with PayIt's leadership team.
Translate between client priorities and internal delivery capacity, setting realistic expectations and holding the line on scope, timeline, and quality.
Cross-Functional Delivery Orchestration
Own end-to-end coordination across implementation, product, and engineering teams for every active PayIt Outdoors client engagement.
Identify dependencies and conflicts across the client portfolio early – shared engineering capacity, competing launch dates, overlapping resources – and resolve or escalate them before they become blockers.
Partner with product and engineering leadership to align the delivery roadmap with what has been committed to clients, and flag gaps in both directions.
Program Governance & the Delivery Engine
Design and run the operating cadence for the Outdoors delivery organization: status cycles, steering committees, risk reviews, and launch readiness gates.
Build and maintain a consistent, repeatable program management framework (RAID logs, status taxonomy, escalation paths, definitions of "on track," "at risk," and "red") so every account is tracked the same way.
Continuously improve the delivery process based on what breaks – turning one-off fire drills into permanent process fixes.
Develop a project reporting framework suitable for hybrid SaaS solutions that can be efficiently replicated across projects.
Reporting & Communication
Produce client-facing status reports and executive readouts that are accurate, timely, and honest about risk.
Build and maintain internal reporting (portfolio dashboards, delivery scorecards) that gives PayIt executives a real-time, trustworthy view of the entire Outdoors book of business.
Ensure reporting flows both ways: client-facing commitments are visible internally, and internal capacity/risk is reflected in what clients are told.
Risk & Issue Management
Maintain a live view of risk across the portfolio and drive mitigation plans, not just risk logs.
Lead root-cause reviews after missed dates or escalations, and ensure fixes stick.
Team Leadership
Mentor and, as the portfolio grows, manage a team of program and project managers; set the standard for how they run their accounts.
Hire, coach, and develop program management talent to keep pace with the growth of the Outdoors business.
What You Bring
8–12+ years of program or project management experience, including managing multiple concurrent, complex, client-facing implementations simultaneously.
Demonstrated ability to operate credibly with C-suite/executive stakeholders and with day-to-day project teams – you can run a steering committee and a stand-up in the same day.
A track record of building (not just following) delivery governance: reporting structures, status cadences, escalation frameworks, and portfolio-level visibility.
Experience working across product and enginee