Strategy and Planning Lead

Company Overview

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. Until now, these were disconnected from business systems of record, costing businesses time, money, and opportunity. 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).

What you’ll do

As the Strategy and Planning Lead, you will drive the strategy, structure, and delivery of enterprise-wide AI initiatives. This role connects strategy with execution; building clarity across teams, shaping decisions, and ensuring AI programs move from idea to impact. This is a high-partnership role that connects business, technology, data, AI COEs, and GenAI leaders to ensure all efforts move in sync and deliver measurable impact.

You’ll operate at the intersection of business, technology, and governance. You’ll design and run the operating system for AI at scale; 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. This role ensures AI efforts don’t sit in silos but operate as a cohesive, transparent, and outcome-driven enterprise program. It calls for someone who combines strategic thinking with a driver’s mindset; someone who can influence broadly, move fast, and bring structure, clarity, and accountability to the company’s AI journey.

This position is an individual contributor role reporting to the VP of Strategy, Release and Operations.

Responsibility

• Translate the company’s AI vision 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 use cases

• Keep the roadmap adaptive and responsive to changing business priorities and AI developments

• Build and maintain the core operating model for AI: intake, prioritization, review, approval, and execution tracking

• Lead cross-functional coordination with Legal, Security, Privacy, and Procurement to ensure responsible AI adoption

• Simplify complex processes, reduce friction, and create visibility through structured documentation and dashboards

• Drive the company’s AI literacy and enablement programs, ensuring every employee understands how to use AI effectively and safely

• Communicate progress and decisions openly through updates, forums, and scorecards that build trust and shared understanding

• Bring clarity and consistency to how AI 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

Job Designation

Hybrid: Employee divides their time between in‑office and remote work. Access to an office location is required. (Frequency: Minimum 2 days per week; may vary by team but will be weekly in‑office expectation)

Positions at Docusign are assigned a job designation of either In Office, Hybrid or Remote and are specific to the role/job. Preferred job designations are not guaranteed when changing positions within Docusign. Docusign reserves the right to change a position's job designation depending on business needs and as permitted by local law.

What you bring

Basic

• 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

• Experience challenging the status quo, connecting dots across functions, and thinking beyond traditional org boundaries

Preferred

• Hands‑on operator with the judgment to know when to plan, when to adapt, and when to act

• Experience in strategy, planning and operations work

• Strong communication and storytelling skills

• Ability to simplify the complex and build alignment fast

• Understands financial and business metrics

• Data geek

Wage Transparency

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 below details pay ranges in the following locations:

California: $157,500.00 - $254,350.00 base salary

This role is also eligible for the following:

• 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).

Global benefits provide options for the following:

• 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

Life at Docusign

Working here

Docusign is committed to building trust and making the world more agreeable for our employees, customers and the communities in which we live and work. You can count on us to listen, be honest, and try our best to do what’s right, every day. At Docusign, everything is equal.

We each have a responsibility to ensure every team member has an equal opportunity to succeed, to be heard, to exchange ideas openly, to build lasting relationships, and to do the work of their life. Best of all, you will be able to feel deep pride in the work you do, because your contribution helps us make the world better than we found it. And for that, you’ll be loved by us, our customers, and the world in which we live.

Accommodation

Docusign is committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures. If you need such an accommodation, or a religious accommodation, during the application process, please contact us at [email protected].

If you experience any issues, concerns, or technical difficulties during the application process please get in touch with our Talent organization at [email protected] for assistance.

Applicant and Candidate Privacy Notice

States Not Eligible for Employment

This position is not eligible for employment in the following states: Alaska, Hawaii, Maine, Mississippi, North Dakota, South Dakota, Vermont, West Virginia and Wyoming.

Equal Opportunity Employer

It's important to us that we build a talented team that is as diverse as our customers and where all employees feel a deep sense of belonging and thrive. We encourage great talent who bring a range of perspectives to apply for our open positions. Docusign is an Equal Opportunity Employer and makes hiring decisions based on experience, skill, aptitude and a can‑do approach. We will not discriminate based on race, ethnicity, color, age, sex, religion, national origin, ancestry, pregnancy, sexual orientation gender identity, gender expression, genetic information, physical or mental disability, registered domestic partner status, caregiver status, marital status, veteran or military status, or any other legally protected category.

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