Director, Project Management

Invoice Cloud 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 Fin Tech, 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

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 role is anchored in four of our company’s core competencies—Results Driven, Takes Ownership, Drives Efficiency, and Innovative.

• Strategic: Define and evolve the PMO strategy aligned to company growth objectives, focusing on scalability, predictability, and operational efficiency.
• Strategic: Establish a tiered project management framework that supports enterprise, mid‑market, and smaller implementations with appropriate rigor.
• Strategic: Partner with the VP of Services and functional leaders to align delivery operations with company revenue and growth targets.
• Strategic: Continuously evaluate and improve delivery processes, artifacts, governance models to support increasing deal complexity and volume.
• Strategic: Identify and implement AI‑driven capabilities such as predictive risk detection, automated status summarization, and intelligent timeline forecasting.
• Tooling and Systems Ownership: Own selection, implementation, and ongoing optimization of PMO tooling, including transition from Smart Sheet to an equivalent platform.
• Tooling and Systems Ownership: Ensure the PM system is the single source of truth for all delivery data, forecasts, and artifacts.
• Tooling and Systems Ownership: Define and enforce data standards, usage expectations, and reporting structures within the tool.
• Tooling and Systems Ownership: 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.
• Team Leadership and Talent Development: Establish clear roles, career paths, and performance expectations for PMs at different levels.
• Team Leadership and Talent Development: Coach team members on tactical execution and strategic stakeholder management.
• Team Leadership and Talent Development: 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.
• Takes Ownership – PMO Governance and Delivery Standards: Own the definition of delivery health and ensure consistent, objective reporting across all projects.
• Takes Ownership – PMO Governance and Delivery Standards: Ensure all projects— including those led by Implementation Managers without dedicated PMs—adhere to defined minimum standards for tracking and reporting.
• Takes Ownership – PMO Governance and Delivery Standards: Serve as the system of record authority for all project data and artifacts.
• Takes Ownership – PMO Governance and Delivery Standards: Define and execute an AI strategy within the PMO to leverage automation and generative tools to improve planning, status reporting, risk identification, and documentation quality.
• Takes Ownership – PMO Governance and Delivery Standards: Drive adoption of AI‑enabled workflows across the…