Executive PMO Leader, Product & Technology

Sustain.Life; United States; Remote; USD 247,000 - 322,000; Full time

Job summary

Workiva seeks an exceptional PMO executive to lead the Product & Technology PMO as the company scales beyond $1B ARR. The VP will shape the operating rhythm and govern multi-year planning, investment decisions, and quarterly execution across product, platform, and enterprise initiatives.

You will partner with senior leaders to ensure disciplined delivery, clear timelines, and actionable visibility of risks.

Qualifications

• 12+ years of experience in Program Management, Technical Operations, R&D Operations, or Product/Technology leadership with advanced degree within high-growth SaaS, platform, or e-commerce organizations.
• 5+ years leading a global or enterprise PMO, Technical Program Management, or equivalent strategic operations function
• Demonstrated success evolving organizations from reactive project execution to proactive, portfolio-driven delivery and decision-making
• Strong technical fluency, with the ability to engage in high-level SaaS and platform architecture discussions, understand system trade-offs, and ask the right questions across business requirements, design, and execution
• Deep understanding of modern product development and engineering delivery models, including Agile, Lean, and hybrid approaches.
• Exceptional executive communication and influence skills, with the ability to partner credibly with Product, UX, Engineering, and executive leadership
• A leadership style grounded in clarity, empathy, data-driven thinking, and the courage to challenge priorities when necessary to protect outcomes

Responsibilities

• Own and continuously mature the Technology and R&D planning and delivery operating model, spanning multi-year strategic planning, annual investment decisions, quarterly execution cycles, and release delivery
• Establish the PMO as a trusted strategic partner to Product, Engineering, and UX leadership, proactively shaping priorities and decisions rather than coordinating execution after the fact
• Drive prioritization and trade-off frameworks that balance customer value, business outcomes, capacity, and technical health
• Partner with business and GTM leaders on large, cross-company initiatives to ensure technology execution aligns with commercial objectives, regulatory commitments, and customer impact
• Bring commercial context into portfolio and execution discussions, proactively surfacing misalignment between strategy, investment, and expected business outcomes, and calling out high-risk areas early
• Own the definition, communication, and ongoing management of delivery commitments for the Technology portfolio, ensuring predictable timelines and early visibility into risks and trade-offs
• Elevate executive communication by translating complex delivery realities into clear, decision-oriented narratives for senior leadership
• Design, implement, and govern a lightweight, outcome-driven portfolio management approach spanning software engineering, platform, security, and infrastructure initiatives
• Lead portfolio-level planning, sequencing, and capacity alignment to ensure investments are clearly tied to strategic priorities and measurable outcomes
• Establish and maintain portfolio-level delivery confidence through clear sequencing, dependency management, and accountability for committed milestones across teams
• Provide executive-level visibility into progress, risks, dependencies, trade-offs, and resource allocation
• Partner with leaders to evolve delivery practices and tooling aligned with modern SaaS and product operating models
• Oversee critical cross-functional programs such as major product launches, platform modernization efforts, enterprise transformations, and M&A integrations
• Hold Product and Technology leaders accountable to delivery commitments with confidence, judgment, empathy, and strong executive presence
• Build, coach, and scale a high-performing PMO organization with a culture of ownership, intellectual curiosity, and constructive challenge
• Develop program and technical program managers into strategic advisors who can influence priorities, manage complexity, and protect outcomes
• Partner with Technology and Product leaders to strengthen operating discipline across the organization, including planning cadences, execution reviews, and decision forums
• Define and evolve KPIs, OKRs, and metrics that measure delivery predictability, investment efficiency, and business impact
• Identify opportunities to leverage tooling, automation, and emerging technologies, including AI-enabled capabilities, to improve planning, visibility, and execution at scale
• Lead and evolve shared delivery standards and practices across Product and Engineering, including ownership of the Product Center of Excellence and SDLC frameworks, to improve consistency, quality, and execution outcomes at scale

Skills

Strategic leadership

Portfolio management

Executive communication

Cross-functional collaboration

Education

MBA or equivalent

Tools

Portfolio management tooling

Job description

Workiva seeks an exceptional PMO executive to lead the Product & Technology PMO as the company scales beyond $1B ARR. The VP will shape the operating rhythm and govern multi-year planning, investment decisions, and quarterly execution across product, platform, and enterprise initiatives.

You will partner with senior leaders to ensure disciplined delivery, clear timelines, and actionable visibility of risks.