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).

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

• 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

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.

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,…