The Senior Director, Enterprise PMO will be responsible for overseeing and optimizing the portfolio of strategic initiatives to ensure the efficient execution against our business outcomes and objectives. This role demands a strategic thinker with hands-on leadership experience, particularly in the SaaS industry, who can steer continuous improvement and manage complex cross-functional strategic initiatives across the organization spanning Tech, Marketing, and Global Operations. This is a builder’s role designed for a high-EQ change agent who can operate close to the execution while architecting the workflows that allow us to scale.

This leader will also be tasked with fostering a culture of innovation, simplifying the company's operating processes, and ensuring that different departments work cohesively towards common organizational objectives. You will lead a lean, high-performing team of 4 program managers, navigating a matrixed environment to turn complex corporate strategies into velocity and predictable delivery. This role will report directly to our SVP & Chief Information Officer.

What You'll Do

• Design and execute key strategic initiatives accelerating the execution of strategic objectives and business outcomes at scale

• Partner with cross-functional leaders to develop compelling business cases for change

• Improve collaboration, execution and visibility of cross-functional strategic initiatives

• Ensure end-to-end alignment of functional efforts with strategic operational objectives

• Reduce delivery timelines and ensure success of all approved initiatives directly or indirectly: exemplary initiatives may include items related to digital transformation, market and/or geographic expansion, commercial offerings, significant compliance & regulatory changes impacting operations, white-glove operations, innovative adoption deal mechanisms, and partnership opportunities

• Lead the management, implementation, and reporting of large cross-functional programs/initiatives by working across functional leaders to develop roadmaps, plans/timelines, and helping to determine resourcing decisions based on current and future needs

• Ensure global operations projects and initiatives are delivered on time, within budget and scope, while meeting privacy/security and regulatory standards

• Inspire, mentor, and lead a high-performing PMO team

• Define, articulate, and execute a cohesive vision for strategic initiative delivery

• Develop an organizational capacity planning model to enable strategic decision-making and prioritizing

• Develop key operational tools (dashboards, roadmaps, resource planning) across operational initiatives to ensure resources are focused on efforts with highest impact and value

• Maintain a firm understanding of all programs at a high level—working with the PMO team to mitigate risks, triage issues, and generally problem-solve. Act as an escalation point for the PMO team

• Develop executive-level reporting regarding status and risks across programs
  

What You’ll Need

Minimum Qualifications

• 12+ years of experience in Enterprise PMO and/or Transformation leadership roles, demonstrating increasing complexity, scale and responsibility with bachelor’s degree; 10+ years of experience with advanced degree

• 5+ years of experience leading strategic operations teams, programs and processes at scale

• Proven track record of guiding B2B SaaS organizations through chapters of rapid growth and transformational change (ideally scaling toward or operating within organizations exceeding $500M+ to $1B+ in revenue)

• Experience managing a highly strategic portfolio of enterprise-wide initiatives (typically 5–10 concurrent global programs) with substantial cross-functional dependencies across Tech, Product, and Go-To-Market teams

• Strong conflict management and resolution skills and the ability to build consensus and anticipate and solve problems

• Excellent leadership and communication skills, capable of inspiring teams and driving forward-looking strategies as well as presenting to executives and collaborating with team members

• Undergraduate Degree or equivalent combination of education and experience in a relevant field

• Personally demonstrates Workiva’s culture of collaboration, innovation, talent development and operational excellence

Preferred Qualifications

• MBA or equivalent advanced degree in a business or technical discipline

• Active Project Management Professional (PMP), PMI-PMOCP, or equivalent structural PMO credentials

• Exposure to or experience leveraging AI technologies and modern automation workflows to improve portfolio visibility, predictive risk management, or operational velocity within a high-growth SaaS environment

Working Conditions & Travel Requirements

• Up to 25% travel

• Reliable internet access for any period of time working remotely, not in a Workiva office

How You’ll Be Rewarded

✅ A discretionary bonus typically paid annually

✅ Restricted Stock Units granted at time of hire

✅ 401(k) match and comprehensive employee benefits package

The salary range represents the low and high end of the salary range for this job in the US. Minimums and maximums may vary based on location. The actual salary offer will carefully consider a wide range of factors, including your skills, qualifications, experience and other relevant factors.

Why Join Workiva

Workiva is the platform designed to bring confidence, control, and a competitive edge to the world’s most complex organizations. Our AI-powered platform unifies finance, risk, and sustainability on a single, secure foundation—ensuring data is trusted, traceable, and ready to act on. With an unbroken path from source to output, leaders gain confidence in their numbers, visibility into current and emerging risks, and the ability to move with speed and precision in a constantly changing world.

At Workiva, you’ll bring technology to market that executives, boards, and regulators depend on. The work you do here helps organizations navigate uncertainty, maintain trust, and make decisions that stand up to scrutiny. If you’re energized by meaningful challenges, inspired by collaborative teams, and motivated to help organizations turn uncertainty into advantage, we’d love to meet you.

Employment decisions are made without regard to age, race, creed, color, religion, sex, national origin, ancestry, disability status, veteran status, sexual orientation, gender identity or expression, genetic information, marital status, citizenship status or any other protected characteristic.

Workiva is committed to working with and providing reasonable accommodations to applicants with disabilities. To request assistance with the application process, please email talentacquisition@workiva.com .

Workiva employees are required to undergo comprehensive security and privacy training tailored to their roles, ensuring adherence to company policies and regulatory standards.

Workiva supports employees in working where they work best - either from an office or remotely from any location within their country of employment.