Director, Strategy & Program Management

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 Director of Strategy & Program Management, you will serve as the primary strategic partner and "force multiplier" for the VP of Strategy, Release & Operations. This is a high‑visibility leadership role that sits at the intersection of enterprise strategy, technical execution, and operational excellence.

You are responsible for turning vision into a structured reality. You will bridge the gap between business, technology, and data leaders, ensuring that our most critical initiatives move in sync and deliver measurable impact. Beyond program delivery, you will act as a trusted advisor, proxy, and strategic backup for the VP, with the explicit goal of being groomed as their long‑term successor.

You’ll design and run the program structure, governance and managing risks 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, critical thinking, thought leadership, high bias for action, and the ability to turn complex ideas into action.

This position is a people manage role reporting to the VP of Strategy, Release & Operations.

• Act as a surrogate and proxy for the VP in key forums, decision‑making bodies, and executive sessions
• Be mentored to step into broader leadership responsibilities, increasingly owning the strategic agenda
• Manage the leadership rhythm of business (staff meetings, offsites, QBRs), synthesizing complex data into executive‑level narratives, and ensuring the VP’s time is focused on the highest‑leverage activities
• Design and lead the operating model for large‑scale company initiatives
• Manage intake, prioritization, and risk at scale—balancing speed with necessary governance
• Align Application Engineering, Product Management, and Global Data teams to ensure unified execution of the Annual Operating Plan (AOP)
• Translate high‑level strategy into a living roadmap
• Unblock teams, solve complex architectural or political roadblocks, and ensure "idea‑to‑impact" isn't just a phrase, but a disciplined process
• Drive adoption of new workflows, particularly AI‑integrated ways of working, ensuring that digital transformation results in real‑world usage and cultural shift

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 of experience in Program Management, Biz Ops, or Strategy within high‑growth technology or data‑centric organizations
• Ability to influence at the C‑suite and VP level without direct authority
• Experience with financial metrics, business operations, and the technical nuances of AI and Analytics

Preferred

• Comfortable challenging the status quo and "speaking truth to power" gracefully
• A storyteller who can take a mess of data and "simplify the complex" into a compelling strategy or scorecard
• "Hands‑on" operator with the judgment to know when to pivot and when to persevere
• Possess a high bias for action
• Ex…