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About the Role

This leader will oversee a high-impact Program Management Office (PMO), responsible for managing complex, cross-functional initiatives and ensuring that projects align with business objectives and are delivered on time and within budget. Together with the Technology leadership team, you will play a critical role to unlock the potential of the entire organization by introducing strong operating rhythms, revenue optimization programs, and new ways of working. This is a highly visible role that serves as an enabler of Product Technology to drive revenue and efficiency for DocuSign, and requires excellent communication, project management, and leadership skills.

Responsibilities

Act as a trusted advisor and partner to the CTO, aligning department goals with company vision and strategic priorities
Define the governance framework and operating model for the Product & Engineering Program Management Office, establishing long-term standards for technical delivery, financial transparency, and risk management across the global organization
Facilitate planning, prioritization, and execution of strategic initiatives within Technology and Engineering, ensuring alignment with business goals and timelines
Architect the strategic portfolio management framework, ensuring that the technology investment roadmap is consistently aligned with the long-term corporate vision and revenue optimization targets
Oversee budgeting, resource planning, and capacity management for programs, ensuring appropriate resource allocation and financial tracking
Establish a comprehensive framework for measuring and reporting the Return on Investment (ROI) for the entire technology portfolio, providing the C-suite with data-driven insights into how technology spend drives business performance
Manage enterprise-level relationships with key technology vendors and external partners, negotiating high-impact agreements that influence the organization’s cost structure and technical capabilities
Own the lifecycle of large-scale, cross-functional projects, ensuring timely execution and accountability across all project phases, from initiation to completion
Identify and mitigate risks proactively, implementing strategies to navigate challenges and ensure successful project outcomes
Establish and monitor KPIs for project success, adjusting strategies and tactics as needed to optimize performance and efficiency
Standardize and streamline processes to enhance the scalability, efficiency, and reliability of program and project execution
Collaborate closely with product, engineering, and business leaders to translate technical and operational goals into actionable projects and deliverables
Act as a strategic bridge between Executive Leadership and the Technology organization to translocate complex, long-term business goals into multi-year technology roadmaps and resource investment plans
Lead and develop a team of program and project managers, providing mentorship, guidance, and opportunities for growth to ensure high team engagement and performance
Build a culture of accountability, collaboration, and continuous improvement within the PMO and across all project management functions
Drive cross-functional communication, breaking down silos between technology, engineering, and other business units to ensure seamless project execution
Implement training and development initiatives to continually elevate the skills and expertise of the program management team
Serve as a liaison between the Technology and Engineering teams and other business units, ensuring clear communication of project statuses, roadblocks, and outcomes
Prepare and present executive-level briefings on program and project performance, providing insights and recommendations for decision-making
Manage stakeholder expectations and foster alignment across all levels of the organization, balancing competing priorities to drive consensus
Develop and maintain relationships with external partners, vendors, and consultants to support project and program objectives
Lead continuous improvement initiatives, implementing best practices, tools, and methodologies to optimize project delivery and program management processes
Oversee change management processes to ensure smooth transitions during large-scale technology and engineering initiatives
Encourage an innovative approach to project management, seeking opportunities to integrate automation and digital tools to enhance productivity and results

Requirements

BS/BA college degree
15+ years of experience in technology, SaaS, or high-Technology businesses paired with experience in corporate strategy, business operations, or management consulting
10+ years in a senior leadership role
MBA Preferred
Deep analytical and problem-solving skills, and comfort using a data-driven approach to solving problems
Passion for innovation and catalyzing Technology; interest in gaining experience as part of the leadership team.
Familiarity with GTM organizations, within or across marketing, Technology, or sales functions
Strong understanding of engineering, product development, and technology processes in high-growth or large-scale organizations.
Proficiency with project management tools and methodologies (e.g., Agile, Scrum, Lean) and familiarity with metrics-driven decision-making.
Exceptional problem-solving skills, with a demonstrated ability to anticipate challenges and implement effective solutions.
Applicants must already be authorized to work in the United States on a full-time, permanent basis without the need for current or future sponsorship.

Skills

Communication
Project Management
Leadership
Agile
Scrum
Lean

Location

Hybrid

Work Type

Hybrid

Experience Level

15+ years of experience
10+ years in a senior leadership role

Education Level

BS/BA college degree
MBA Preferred

Salary/Compensations

California: $284,400.00 - $423,475.00 base salary
Washington, Maryland, New Jersey and New York (including NYC metro area): $266,300.00 - $380,400.00 base salary
Bonus: Sales personnel are eligible for variable incentive pay dependent on their achievement of pre-established sales goals. Non-Sales roles are eligible for a company bonus plan, which is calculated as a percentage of eligible wages and dependent on company performance.
Stock: This role is eligible to receive Restricted Stock Units (RSUs).

Benefits

Paid Time Off: earned time off, as well as paid company holidays based on region
Paid Parental Leave: take up to six months off with your child after birth, adoption or foster care placement
Full Health Benefits Plans: options for 100% employer paid and minimum employee contribution health plans from day one of employment
Retirement Plans: select retirement and pension programs with potential for employer contributions
Learning and Development: options for coaching, online courses and education reimbursements
Compassionate Care Leave: paid time off following the loss of a loved one and other life-changing events

About the Company

Docusign brings agreements to life. Over 1.5 million customers and more than a billion people in over 180 countries use Docusign solutions to accelerate the process of doing business and simplify people’s lives. With intelligent agreement management, Docusign unleashes business-critical data that is trapped inside of documents. Until now, these were disconnected from business systems of record, costing businesses time, money, and opportunity. Using Docusign’s Intelligent Agreement Management platform, companies can create, commit, and manage agreements with solutions created by the #1 company in e-signature and contract lifecycle management (CLM).

Equal Opportunity

It's important to us that we build a talented team that is as diverse as our customers and where all employees feel a deep sense of belonging and thrive. We encourage great talent who bring a range of perspectives to apply for our open positions. Docusign is an Equal Opportunity Employer and makes hiring decisions based on experience, skill, aptitude and a can-do approach. We will not discriminate based on race, ethnicity, color, age, sex, religion, national origin, ancestry, pregnancy, sexual orientation, gender identity, gender expression, genetic information, physical or mental disability, registered domestic partner status, caregiver status, marital status, veteran or military status, or any other legally protected category.