Director, Project Management

Benefits

Additional Information

About InvoiceCloud : InvoiceCloud is a fast-growing fintech leader recognized with 20 major awards in 2025, including USA TODAY and Boston Globe Top Workplaces, multiple SaaS Awards wins for Best Solution for Finance and FinTech, and national customer service honors from Stevie and the Business Intelligence Group. Judges also highlighted our mission to reduce digital exclusion and restore simplicity and dignity to how people pay for essential services, as well as our leadership in AI maturity and responsible innovation. It's an award-winning, purpose-driven environment where top talent thrives. To learn more, visit InvoiceCloud.com . Position Overview The Director of Project Management Office (PMO) is responsible for establishing and operating a centralized PMO that drives consistency, predictability, and visibility across all customer delivery functions, including Implementations, Conversions, Add-Ons, and Integrations. This leader owns project management standards, tooling, forecasting discipline, and portfolio visibility - ensuring that all projects are executed within a consistent framework and that leadership has accurate, real-time insight into delivery health and revenue timing. This is a hands-on leadership role that blends operational rigor, systems thinking, and team development. The Director will build and scale a high-performing PMO that serves as the control tower for delivery execution while partnering closely with Implementation and Solutions Engineering leadership who retain ownership of execution outcomes. As InvoiceCloud scales and moves further up market, delivery complexity and volume will increase significantly. The Director of PMO plays a critical role in ensuring that growth does not come at the expense of predictability, efficiency, or customer experience. This role establishes the operational backbone that enables the Services organization to scale with confidence. Success Profile: This role is anchored in four of our company's core competencies-Results Driven, Takes Ownership, Drives Efficiency, and Innovative. These competencies reflect the mindsets and behaviors that define success in this role. We outline how each competency translates into real-world actions and outcomes specific to this role. Strategic Define and evolve the PMO strategy aligned to company growth objectives, with a focus on scalability, predictability, and operational efficiency. Establish a tiered project management framework that supports enterprise, mid-market, and smaller implementations with the appropriate level of rigor. Partner with the VP of Services and functional leaders to align delivery operations with company revenue and growth targets. Continuously evaluate and improve delivery processes, artifacts, and governance models to support increasing deal complexity and volume. Identify and implement AI driven capabilities such as predictive risk detection, automated status summarization, and intelligent timeline forecasting to improve delivery predictability and reduce manual overhead. Tooling and Systems Ownership Own the selection, implementation, and ongoing optimization of PMO tooling, including the transition from SmartSheet an equivalent platform. Ensure the project management system is the single source of truth for all delivery data, forecasts, and artifacts. Define and enforce data standards, usage expectations, and reporting structures within the tool. Eliminate shadow systems and ensure consistent adoption across all teams. Team Leadership and Talent Development Build, mentor, and retain a high-performing team of Project Managers across all delivery functions, including specialized integration PMs. Establish clear roles, career paths, and performance expectations for PMs at different levels. Coach team members on both tactical execution and strategic stakeholder management. Foster a culture of accountability, transparency, and continuous improvement. Takes Ownership PMO Governance and Delivery Standards Establish and enforce standardized project management methodologies, including project planning, milestone definition, risk management, and status reporting. Own the definition of delivery health and ensure consistent, objective reporting across all projects. Ensure all projects - including those led by Implementation Managers without dedicated PMs - adhere to defined minimum standards for tracking and reporting. Serve as the system of record authority for all project data and artifacts. Define and execute an AI strategy within the PMO that leverages automation and generative tools to improve project planning, status reporting, risk identification, and documentation quality. Drive adoption of AI enabled workflows across the PM organization, ensuring teams effectively leverage automation and intelligent tooling to improve efficiency, consistency, and scalability. Results-Driven Forecasting and Portfolio Visibility Own project-level forecasting accuracy, includi