Strategy & Planning Lead

Docusign•San Francisco, CA

4d•Hybrid

About The Position

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 and functional programs move from idea to impact. This is a high-partnership role that connects business, technology, data, and business 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 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, high bias for action, and the ability to turn complex ideas into action. This role ensures 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 priorities. This position is an individual contributor role reporting to the VP of Strategy, Release & Operations.

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
Ability to simplify the complex and build alignment fast
Comfortable challenging the status quo, connecting dots across functions, and thinking beyond traditional org boundaries

Nice To Haves

Strong communication and storytelling skills
Experience in strategy, planning and operations work
Hands-on operator with the judgment to know when to plan, when to adapt, and when to act
Understand financial and business metrics
Passionate about data

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 and 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

Benefits

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).
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

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