Sr. Director, Technology Development & Business Operations

Location: Seattle, Washington; San Francisco, California

Department: Engineering

Work Mode: Hybrid

About the Role

DocuSign brings agreements to life, powering over 1.5 million customers and a billion people across 180 countries with our Intelligent Agreement Management platform. As the #1 company in e-signature and contract lifecycle management (CLM), we unleash business-critical data trapped in documents, connecting it to systems of record to save time, money, and unlock opportunities. We're seeking an extraordinary Sr. Director, Technology Development & Business Operations in Engineering to lead our high-impact Program Management Office (PMO). Reporting to the Chief Technology Officer, this people manager role will drive cross-functional initiatives, introduce operating rhythms, revenue optimization, and innovative ways of working to propel DocuSign's Product Technology forward in our fast-paced innovation culture. In this highly visible enabler role, you will oversee a ~40-person global team spanning Technical Program Management (TPM), Tech & Business Operations, and an India-based delivery hub. Foster collaboration to align complex projects with business objectives, ensuring on-time, on-budget delivery that accelerates e-signature innovation and CLM efficiency. Lead strategic planning, mentor high-performing managers, dive into metrics for data-driven decisions, and manage end-to-end projects from ideation to executive briefings. Your strong bias for action and relationship-building will break silos, scale operations, and unlock organizational potential. This hybrid role (minimum 2 days/week in-office) demands 15+ years of experience, including leadership in high-tech, direct engineering collaboration, and proven strategic delivery. Join DocuSign's inclusive culture where trust, equality, and impact thrive—helping make the world more agreeable through groundbreaking agreement technology.

Key Responsibilities

• Oversee a high-impact Program Management Office (PMO) managing complex, cross-functional initiatives aligned with DocuSign's intelligent agreement management goals
• Foster cross-functional collaboration across product, engineering, and business teams to break down silos and drive revenue optimization
• Facilitate planning, prioritization, and execution of strategic Technology and Engineering initiatives on time and within budget
• Lead and scale a ~40 person global organization including TPM, Tech & Business Operations, and an India-based delivery hub
• Develop and mentor a team of program and project managers to ensure high engagement and performance
• Collaborate with product, engineering, and business leaders to translate goals into actionable projects supporting e-signature and CLM innovation
• Design and maintain administrative systems for efficient decision-making and seamless execution of priorities
• Dive deep into data, metrics, KPIs, and OKRs to influence decisions and drive accountability
• Manage critical projects end-to-end from ideation to implementation, ensuring high-quality outcomes
• Build internal and external relationships to enhance strategic initiatives and organizational impact
• Prepare and present executive-level briefings on program performance with actionable insights
• Introduce strong operating rhythms and new ways of working to unlock DocuSign's Product Technology potential

Required Qualifications

• 15+ years of professional experience, including 7+ years in leadership roles within the high-tech industry
• 10+ years of experience working directly with engineering teams in fast-paced SaaS environments
• 5-10+ years of experience in engineering, technical program management, or related fields
• Proven track record of driving strategic initiatives and delivering results in high-growth technology companies
• Demonstrated ability to handle confidential information with discretion and integrity
• Experience leading global teams and scaling operations across multiple geographies
• Strong background in aligning technology initiatives with business objectives to drive revenue and efficiency

Preferred Qualifications

• Strong bias for action with the ability to manage multiple priorities in dynamic environments
• Exceptional program management skills focused on planning, execution, and stakeholder alignment
• Proactive, self-driven approach with proven initiative on new projects and challenges
• Outstanding relationship-building, communication, and presentation skills for executive audiences
• Strong academic track record, preferably with a graduate degree in engineering, business, or related field
• Experience in e-signature, contract lifecycle management (CLM), or intelligent agreement management platforms

Required Skills

• Leadership in high-tech SaaS environments
• Technical program management expertise
• Cross-functional stakeholder alignment
• Global team scaling and management
• Strategic initiative planning and execution
• Data-driven decision making with KPIs/OKRs
• Executive communication and presentation
• Revenue optimization and efficiency programs
• Engineering team collaboration
• Project lifecycle management from ideation to delivery
• Relationship building internally and externally
• Bias for action in fast-paced settings
• Administrative systems design
• Mentoring and team development
• Handling confidential information
• Familiarity with e-signature and CLM technologies
• Operational rhythms and process innovation

Benefits

• Competitive base salary with bonus eligibility based on company performance
• Restricted Stock Units (RSUs) as part of total compensation
• Comprehensive health benefits plans with 100% employer-paid options from day one
• Generous Paid Time Off and paid company holidays
• Paid Parental Leave up to six months for birth, adoption, or foster care
• Retirement plans with potential employer contributions
• Learning and Development opportunities including coaching, online courses, and education reimbursements
• Compassionate Care Leave for life-changing events
• Hybrid work model with access to modern office spaces and collaborative culture

DocuSign is an Equal Opportunity Employer.