Customer Success Strategy Lead - AI-Driven (Hybrid)

DocuSign

Chicago (IL)

Hybrid

USD 140,000 - 190,000

Full time

6 days ago
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Benefits offered by this job

Parental leave
Paid time off
Remote work

Job summary

DocuSign is seeking a CS Strategy & Operations Program Manager to design and drive our most complex transformation programs for Customer Success. This individual contributor role reports to the Senior Director, Customer Success Strategy & Analytics and blends strategic leadership with hands-on execution.

You will align initiatives across cross-functional teams, deliver measurable business value, and communicate progress to executives.

Qualifications

  • 8+ years of strategy/operations and program management experience.
  • 5+ years in Customer Success or GTM in SaaS.
  • Influence senior leadership and C-level executives.
  • Strong problem solving and urgency.
  • Experience driving digital transformation across programs.
  • Ability to develop strategic frameworks for broad understanding.
  • Excellent executive communication and interpersonal skills.

Responsibilities

  • Own and define the CS Strategy & Operations program roadmap and vision.
  • Collaborate with senior leaders to plan objectives, scope and deliverables.
  • Design sessions with SMEs and CS leaders to mature initiatives.
  • Coordinate cross-functional activities and report to stakeholders at all levels.
  • Lead executive-level communications and Steering Committee updates.
  • Create program artifacts: long-range plans, dependencies, risk logs.
  • Define and track program success metrics tied to business outcomes.
  • Model AI-augmented program management to improve velocity and oversight.
  • Evolve program management methodology and share lessons learned.

Skills

Strategy & Operations leadership
Customer Success
Stakeholder influence
Problem solving
Digital transformation
Strategic frameworks
Executive communication

Education

Bachelor's degree

Tools

Jira
Confluence
SmartSheet

Job description

DocuSign is seeking a CS Strategy & Operations Program Manager to design and drive our most complex transformation programs for Customer Success. This individual contributor role reports to the Senior Director, Customer Success Strategy & Analytics and blends strategic leadership with hands-on execution.

You will align initiatives across cross-functional teams, deliver measurable business value, and communicate progress to executives.

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