[Remote] Principal Technical Program Manager, Digital Experience & Innovation

Note: The job is a remote job and is open to candidates in USA. Docusign is a leading company that simplifies the process of doing business through intelligent agreement management. The Principal Technical Program Manager will oversee program management for a multi-department portfolio, driving organizational impact by modernizing support functions and enhancing customer experience.

Responsibilities

• Own the integration of support planning and program execution systems with corporate planning standards to eliminate planning lag across the organization
• Partner with department and executive leadership to define annual and multi-year roadmaps, translating strategic intent into funded, scoped, and sequenced programs with clear ownership and success measures
• Define and maintain a portfolio-level view of all Support & Digital Experience initiatives to provide leadership with consistent visibility into scope, progress, dependencies, risks, and business outcomes
• Deploy best-in-class system tooling to run large multi-department programs, equipping teams to effectively manage the full lifecycle of the initiative portfolio
• Establish and demonstrate program management standards to ensure that business requirements, technical requirements, dependencies, and success measures are clearly defined and followed
• Drive risk identification, dependency mapping, and escalation frameworks that proactively surface blockers before they become program-level delays
• Lead program retrospectives and closeout reviews that generate reusable insights and continuously raise the quality bar for future program execution
• Apply data-driven approaches to measure program health and impact, building dashboards and reporting mechanisms that give stakeholders actionable, real-time visibility
• Drive and own the monthly and quarterly business review (MBR/QBR) cadence with department leadership and executive owners
• Serve as the primary interface between Support leadership and cross-functional stakeholders including Product, Engineering, Finance, and IT-synthesizing portfolio status into concise, executive-ready narratives
• Influence and align senior stakeholders across departments through clear communication and structured decision frameworks
• Represent the Support & Digital Experience program office in corporate planning forums, contributing to enterprise-wide prioritization and resource allocation decisions
• Drive year-over-year strategies and programs that continuously transform support systems, customer experience, and technical support engineer tooling
• Own the advancement of the organization's lean maturity through a multi-year roadmap that reaches and sustains Lean Level 4 and Level 5 across support operations
• Champion Al and automation integration into support workflows, anticipating industry disruptions driven by Al, and leveraging Al trends to enhance functional strategy and long-term operational excellence
• Build and evolve the continuous improvement culture across the support organization, coaching teams on lean principles and eliminating waste
• Benchmark internal practices against industry-leading enterprise support models to shape transformation strategy and justify investments

Skills

• 15+ years of experience in program management or operations, including 8 years in leadership roles within SaaS companies
• Bachelor's degree in Computer Science, Engineering, or Information Systems
• Experience managing portfolios, dependencies, and priorities across departments
• Experience selecting, deploying, and administering platforms such as Jira, Asana, Smartsheet, or ServiceNow PPM
• Experience conveying portfolio status and aligning teams across organizations
• Experience building dashboards and using metrics for prioritization
• Expertise in lean methodologies with experience driving an organization to Lean Level 3, 4, or 5 maturity frameworks
• Familiarity with AI/ML-driven support tools, digital experience platforms, and customer self-service automation
• Professional certifications such as PMP, PgMP, SAFe, or Lean Six Sigma

Benefits

• 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).
• 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

Company Overview