Program Manager, AI & Innovation

Docusign • San Francisco, CA

2d • Hybrid

About The Position

We are at a pivotal moment—transitioning to an AI-first enterprise. This isn’t about layering AI on top of existing workflows; it’s about reimagining how products are built, decisions are made, and customers experience value. As a Program Manager, AI & Innovation, you won’t just coordinate delivery—you’ll shape how AI gets operationalized at scale. You’ll work at the intersection of product, engineering, data, and go-to-market teams to turn emerging AI capabilities into reliable, production-grade systems that drive measurable business outcomes. This is a role for builders and operators—people who understand that shipping AI is fundamentally different from shipping traditional software. If you’re excited about solving problems like model drift, evaluation uncertainty, data governance, and compute trade-offs, this is where you can have outsized impact.

Requirements

• Basic 8+ years of experience of project management best practices and Agile methodology
• Hands-on understanding of the LLM lifecycle, including: Prompt engineering and prompt optimization, Fine-tuning approaches and trade-offs, Evaluation methodologies (automated + human feedback loops)
• Familiarity with AI system design and infrastructure, including model APIs, vector databases, embeddings, and orchestration frameworks
• Experience managing challenges unique to AI systems
• Working knowledge of Responsible AI, data governance, and privacy considerations in production environments
• Experience working with enterprise systems (e.g., Salesforce, CPQ, billing platforms) and digital transformation initiatives
• Demonstrated ability to move from AI pilots and experimentation to production-grade deployment
• Bachelor’s Degree in Computer Science or related field or equivalent experience

Nice To Haves

• Exceptional communication skills with the ability to influence senior executives and translate complexity into clarity
• Experience leading AI/ML-driven product or platform initiatives in a SaaS environment
• Exposure to AI tooling ecosystems (e.g., LLM platforms, orchestration frameworks, evaluation tools)
• Background working closely with Data Science, ML Engineering, or Applied AI teams
• Ability to simplify complex AI concepts for business stakeholders and drive adoption
• Ability to quickly understand complex issues and develop or apply simplifying frameworks to facilitate broader organizational understanding, decision-making and action
• Detail-oriented with excellent verbal, written, organizational, presentation and interpersonal communications skills

Responsibilities

• Orchestrate the end-to-end AI experimentation lifecycle, driving initiatives from initial prototyping and POC through pilot phases to production-grade monitoring and enterprise scale
• Build and iterate on prompts, workflows, and agents using no code agents, LLMs across Commerce, Sales, and Self-Service (.com) experiences, from ideation through production scale
• Translate ambiguous AI opportunities into clear program roadmaps, aligning model capabilities with business outcomes
• Partner with Product, Engineering, Technology and Data Science to operationalize and agentify workflows
• Leverage PMO tools and methodologies to implement and manage scope, timelines, risks, and resources
• Create and manage all project management artifacts including project plan, issues and risks log, budgets, and status updates
• Collaborate with Project Management and Change Enablement professionals across Docusign sharing leading practices and evolve our methodology
• Anticipate and resolve compute and infrastructure constraints in partnership with technology teams
• Ensure adherence to data privacy, security, and responsible AI practices across all implementations
• Drive alignment across technical and non-technical stakeholders, including senior leadership
• Orchestrate dependencies across multiple workstreams spanning AI, platform, and business systems (e.g., CPQ, billing, CRM)
• Lead program rituals, executive updates, and decision forums with clarity and influence
• Champion experimentation while building reusable patterns, components, and reference implementations for scaling AI across the enterprise.
• Identify and incubate opportunities to embed AI into core business processes (e.g., Quote-to-Cash, support automation, sales productivity)
• Elevate program management practices by integrating AI-native tooling and automation

Benefits

• 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
• Bonus: 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).

What This Job Offers

• Job Type: Full-time
• Career Level: Senior