Enterprise Strategy & Planning Lead

DocuSign, Inc.; San Francisco (CA); Hybrid; USD 165,000 - 266,000; Full time

Benefits offered by this job

RSUs

Health benefits

Paid time off

Job summary

DocuSign, Inc. is seeking a Strategy & Planning Lead to drive enterprise-wide initiatives from strategy to execution. This role bridges business, technology and governance to ensure programs move from idea to measurable impact.

The ideal candidate has 12+ years in program management or strategy within tech/data organizations and can influence without direct authority, while maintaining speed, clarity and accountability across teams. Hybrid work model with an in-office expectation.

Qualifications

• 12+ years in program management, business operations, or strategy roles within technology or data-focused organizations.
• Proven ability to deliver complex, cross-functional initiatives with limited direct authority.
• Experience in AI, analytics, or digital transformation, with strong understanding of governance and risk.
• Comfortable challenging the status quo, connecting dots across functions, and thinking beyond traditional org boundaries.
• Strong communication and storytelling skills.
• Hands-on operator with the judgment to know when to plan, when to adapt, and when to act.
• Abiliity to simplify the complex and build alignment fast
• Experience in strategy, planning and operations work.
• Understands financial and business metrics.

Responsibilities

• Translate the company’s initiatives into a clear roadmap with defined priorities, timelines, and success metrics
• Partner with functional, product, and data leaders to identify and advance the highest-value scope, use cases and initiatives
• Keep the roadmap adaptive and responsive to changing business priorities and developments
• Build and maintain the core operating model for large-scale programs: intake, prioritization, review, approval, and execution tracking
• Lead cross-functional coordination with application engineering, application product management and global data & analytics teams
• Simplify complex processes, reduce friction, and create visibility through structured documentation and dashboards
• Communicate progress and decisions openly through updates, forums, and scorecards that build trust and shared understanding
• Bring clarity and consistency to goals, risks, and results are communicated across the enterprise
• Turn strategy into action through disciplined planning, milestone tracking, and continuous follow-through
• Tackle roadblocks with agility and resourcefulness, partnering across teams to solve problems quickly
• Manage complex programs where ownership is distributed and influence is built through credibility and collaboration
• Shape adoption strategies that focus on real usage and impact, not just deployment
• Encourage experimentation while maintaining control and compliance
• Help leaders and teams adjust to new workflows and AI-integrated ways of working

Skills

Program management

Strategic planning

AI analytics

Cross-functional collaboration

Influence without authority

Job description

DocuSign, Inc. is seeking a Strategy & Planning Lead to drive enterprise-wide initiatives from strategy to execution. This role bridges business, technology and governance to ensure programs move from idea to measurable impact.

The ideal candidate has 12+ years in program management or strategy within tech/data organizations and can influence without direct authority, while maintaining speed, clarity and accountability across teams. Hybrid work model with an in-office expectation.