Vice President, Technology Development and Business Operations

Docusign • San Francisco, CA

9d • Hybrid

About The Position

We are looking for an extraordinary Vice President of Technology Development and Business Operations. 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.
This position is a people manager role reporting to the Chief Technology Officer.

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

Nice To Haves

• 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.

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

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

What This Job Offers

• Job Type: Full-time
• Career Level: Executive