CONTINUOUS IMPROVEMENT & OPERATIONAL EXCELLENCE:

• Evaluate program performance post-completion, capturing lessons learned and identifying areas for process improvement.Champion a culture of continuous learning and operational excellence within the program management function, consistently seeking ways to optimize processes and delivery.

QUALIFICATIONS / WHAT YOU NEED TO SUCCEED

• Bachelor’s degree in Business Administration, Engineering, Computer Science, or a related field; Master’s degree preferred.
• 12+ years of progressive experience in program management, with a proven track record of successfully delivering large-scale, complex, cross-functional programs in global technology environments.
• PMP, PgMP, or equivalent certification is highly desirable.
• Proven experience in budgeting, financial management, and resource allocation for high-impact digital initiatives.
• Deep expertise in portfolio management, strategic planning frameworks (e.g., OKRs), business case development, and benefits realization.
• Strong command of program management methodologies (Agile, Waterfall, Hybrid) and tools (e.g., Jira, Asana, Microsoft Project, Smartsheet).
• Demonstrated success delivering AI-driven initiatives, with understanding of the change management and adoption dynamics in enterprise environments.
• Proven leadership presence and influencing skills, capable of mobilizing and motivating diverse teams without direct authority.
• Exceptional organizational and structural thinking skills, with the ability to bring clarity and order to ambiguous or complex situations.
• Excellent communication, interpersonal, and presentation skills, with the ability to articulate complex information clearly and concisely to technical and non-technical audiences.
• Demonstrated ability to anticipate risks, solve problems creatively, and make sound decisions under pressure.
• Passion for innovation and a strong interest in leveraging emerging technologies, particularly AI and automation, to drive operational and strategic advantage.Experience in the SaaS industry is a significant plus.

THE LONGER STORY:

OutSystems enables enterprise teams to build AI-powered applications and agents that reduce manual work, streamline internal operations, and accelerate impact. A proven low-code foundation combined with agentic AI and AI app generation capabilities empowers teams to move up to 10x faster with the assurance of security, scalability, and governance built in.
As the future becomes agentic, our customers need us now more than ever. AI has opened the door to extraordinary possibilities—but inside the enterprise, things are moving fast and feeling chaotic. Some early adopters are making progress in production, but for many, AI tools are sprawling without governance, data isn’t ready, and talent isn’t there yet. Enterprises are still drowning in application backlogs and struggling with legacy systems. But with the right platform, AI doesn’t have to add to the chaos. It can become the breakthrough that brings clarity—and drives real, enterprise-wide impact. At OutSystems, we’ve built that platform, providing the tools necessary for enterprises to overcome these hurdles.
We are looking for passionate, talented, and motivated people to join us in helping our customers build, deploy, and scale apps and agents—fast, helping them accelerate innovation while enabling secure, governed human-AI collaboration.
OutSystems is a truly global company, with more than 850,000 developer community members, 1,700 employees, more than 500 partners, and thousands of active customers in over 75 countries and across 21 industries. Founded in 2001, OutSystems has offices in the United States, United Kingdom, the Netherlands, Portugal, Germany, the UAE, Japan, Hong Kong, Malaysia, Australia, India, and Singapore, and of course has a thriving, worldwide community of remote employees.
Amongst our 2,400 customers are some of the world’s most recognizable brands across diverse industries—brands like Toyota, Heineken, Bosch, KeyBank, and UCLA. These customers are the reason we have a 4.6 star rating on G2. Their success is ours, and their stories demonstrate tangible ROI and transformational impact. We are a 9x Gartner Magic Quadrant Leader for Low-Code Application Platforms and a multi-year leader in the Forrester Wave. We’re recognized not just as leaders but as visionaries with a strong ability to execute, now extending our leadership into the AI and agentic application development arena.

ABOUT THIS ROLE

As a Principal Program Manager, you will be a strategic partner to the CIO and the Digital Leadership Team, acting as the operational and strategic hub for our entire digital transformation portfolio. You will not just manage programs. As a Principal Program Manager, you will orchestrate the complex planning and execution of our digital transformation efforts, especially in environments embracing AI, Agentic AI Solutions, and automation as strategic enablers. Your primary focus will be to act as the execution engine that translates strategic goals into successfully delivered initiatives, driving the change required to help OutSystems scale.

WHAT YOU WILL LEAD/DO OR KEY RESPONSIBILITIES

• Strategic Program & Portfolio Management:
• Partner with the CIO, Digital Leadership Team (DLT), other cross functional company program managers, and other business stakeholders to manage the digital portfolio. The goal of this cross-functional partnership is to ensure cohesive roadmaps.
• Co-create and manage the multi-year digital transformation roadmap, guiding investment decisions and the sequencing of key initiatives.
• Program Roadmap Execution & AI Opportunity Translation: define, plan, and execute program roadmaps that align with strategic priorities, translating high-level objectives into actionable plans with clear phases and deliverables. Collaborate cross-functionally, including with technical and data teams, to turn AI opportunities into impactful, business-relevant initiatives.Support program budgets, resource allocation, and timelines, ensuring optimal utilization and efficient delivery across the portfolio.