Strategy & Planning Lead

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. 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).

About the role

As the Strategy & Planning Lead, you will drive the strategy, structure, and delivery of enterprise-wide company initiatives. This role connects strategy with execution; building clarity across teams, shaping decisions, and ensuring large AOP & functional programs move from idea to impact. You’ll operate at the intersection of business, technology, and governance, designing and running the program structure, governance, and managing risks at scale while balancing speed, control, and transparency.

The ideal candidate thrives in ambiguity, brings a driver mindset, and can influence across functions without direct authority. This role demands agility, practical problem solving, high bias for action, and the ability to turn complex ideas into action. It ensures efforts don’t sit in silos but operate as a cohesive, transparent, and outcome-driven enterprise program. This is an individual contributor role, reporting to the VP of Strategy, Release & Operations.

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 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

Requirements

• 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

Preferred Qualifications

• Strong communication and storytelling skills
• Hands-on operator with the judgment to know when to plan, when to adapt, and when to act
• Ability to simplify the complex and build alignment fast
• Experience in strategy, planning, and operations work
• Understands financial and business metrics

Schedule

Hybrid: Employee divides their time between in-office and remote work. Access to an office location is required. Minimum 2 days per week in-office; frequency may vary by team but will include a weekly in-office expectation.

Pay

Pay for this position is based on a number of factors including geographic location and may vary depending on job-related knowledge, skills, and experience. Based on applicable legislation, the pay range in California is $164,700.00 - $266,000.00 base salary.

This role is also eligible for the following bonus:

• Sales personnel: variable incentive pay dependent on achievement of pre-established sales goals
• Non-Sales roles: company bonus plan, calculated as a percentage of eligible wages and dependent on company performance

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: 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