DocuSign

CS Strategy & Operations Program Manager

DocuSign$132K — $206K *
Enterprise Technology
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in strategy/operations and program management with large-scale program delivery expertise.
  • 5+ years working in Customer Success or GTM within SaaS or subscription-based businesses.
  • Proven ability to influence and build consensus across diverse teams, including senior and C-level executives.
  • Strong problem-solving skills and a proactive sense of urgency.
  • Experience driving digital transformation focused on cross-functional programs.
  • Skill in simplifying complex issues into strategic frameworks for organizational alignment.
  • Bachelor's degree or equivalent experience.

Responsibilities

  • Own and define the roadmap for Customer Success Operations initiatives, emphasizing agentification and automation.
  • Collaborate with senior leaders to set program objectives, manage expectations, and enhance customer experience and business performance.
  • Facilitate strategic sessions with stakeholders to explore and validate new initiatives before they are included in the roadmap.
  • Direct cross-functional activities to ensure successful delivery, adoption, and understanding across multiple workstreams at all levels.
  • Create and present executive communications to convey program status, value, and impact.
  • Manage program artifacts like long-range plans and risk logs to support executive decision-making.
  • Track success metrics aligned with business outcomes such as adoption and efficiency gains.

Benefits

  • Paid Time Off including earned time and paid company holidays.
  • Paid Parental Leave for up to six months post-childbirth or placement.
  • Comprehensive health benefits, with employer-paid plans available from day one.
  • Retirement plans with potential employer contributions.
  • Learning and development opportunities including coaching and education reimbursements.
  • Compassionate care leave for life-impacting events.
Full Job Description
What you'll do

As a CS Strategy & Operations Program Manager, you will be responsible for designing, owning, and driving the company's most complex and mission-critical transformation programs for Customer Success. This role extends beyond managing project timelines to leading the successful execution of key initiatives, ensuring that all initiatives are strategically aligned, integrated, and deliver significant, measurable business value. The successful candidate will act as a trusted advisor to leadership and across key stakeholders, proactively identifying opportunities, proactively mitigating risks, and providing clear, decisive direction across multiple, interdependent workstreams.

This position is an individual contributor role reporting to the Senior Director, Customer Success Strategy & Analytics.

Responsibilities
  • Own and help define the overarching CS Strategy & Operations program roadmap and vision for major Customer Success Operations initiatives, with a bias to agentification and automation
  • Collaborate with senior leaders to proactively plan program objectives, scope, and deliverables, and manage expectations on an ongoing basis to ensure outcomes that materially improve customer experience and business performance.
  • Design and facilitate strategic brainstorming and working sessions with SMEs, cross-functional stakeholders, and CS leaders to surface, shape, and pressure-test new initiatives before they enter the program roadmap.
  • Enable all activities from strategic inception through to successful delivery and adoption, directing cross-functional program activities, and driving a shared understanding and accountability across multiple workstreams and with stakeholders at all levels, including the C-suite as needed.
  • Lead the development and presentation of executive-level communications, including Steering Committee updates, to ensure a shared understanding of program status, strategic value, and business impact.
  • Create and manage program-level artifacts, including long-range strategic plans, cross-program dependency maps, and holistic risk and issues logs that inform and guide executive decision-making.
  • Define and track program-level success metrics tied to business outcomes (e.g., adoption, GRR, efficiency gains)
  • Model and champion AI-augmented program management practices: using AI tools to synthesize cross-functional updates, surface risks earlier, accelerate reporting/Steering Committee prep, and scale program oversight across a growing initiative portfolio.
  • Lead and evolve our CS Strategy & Operations program management methodology and best practices, sharing lessons learned and driving a culture of continuous improvement across the organization.


Job Designation

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.

What you bring

Basic
  • 8+ years of combined strategy/operations and program management/enterprise transformation experience, with a proven track record of owning and delivering multiple, large-scale programs.
  • 5+ years of experience specifically with Customer Success, Sales, or broader GTM Space within a SaaS or subscription-based business.
  • Demonstrated ability to influence and build consensus with working teams, senior leadership and C-level executives.
  • Strong problem solver and sense of urgency
  • Extensive experience driving digital transformation with a focus on cross-functional, interdependent programs.
  • Exceptional skills in simplifying highly complex issues and developing strategic frameworks to facilitate broad organizational understanding and action.
  • BS/BA degree or equivalent relevant experience
  • Excellent executive communication skills and interpersonal aptitude


Preferred
  • Experience in Management Consulting, Customer Success, Sales or broader GTM Operations in a SaaS context
  • Adept at building close working relationships and establishing personal credibility across an organization, maintaining a high level of professionalism and self-motivation
  • Expertise in Agile methodologies and productivity tools (e.g., SmartSheet, Jira, Confluence), with a focus on applying these tools at a program, not just project, level.
  • Fluency with AI tools for program management workflows (e.g., synthesizing status updates, drafting executive communications, risk/dependency analysis); Comfort using AI to increase program velocity and personal leverage.


Wage Transparency

Pay for this position is based on a number of factors including geographic location and may vary depending on job-related knowledge, skills, and experience.

Based on applicable legislation, the below details pay ranges in the following locations:

California: $132,700.00 - $206,800.00 base salary

This role is also eligible for the following:
  • 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).


Global benefits provide options for the following:
  • 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

Work Authorization Notice: Please note that we do not provide visa sponsorship or immigration support for this position. Applicants must already be authorized to work in the United States on a full-time, permanent basis without the need for current or future sponsorship.

#LI-Hybrid #LI-JS3

About DocuSign

DocuSign is a software company that provides electronic signature technology and digital transaction management services for facilitating electronic exchanges of contracts and signed documents. The company was founded in 2003 and is headquartered in San Francisco, California. DocuSign's cloud-based platform allows users to sign, send, and manage documents anytime, anywhere, and from any device. The company's customers include individuals, small businesses, and large enterprises across a variety of industries, including real estate, financial services, healthcare, and government. DocuSign has been recognized as one of the fastest-growing companies in the United States and has received numerous awards for its innovative technology and business practices.
Learn more about DocuSign
Size
7,461 employees
Market Cap
$10.6 billion
Industry
Net Income
-$243.2 million
Founded
2003
5 Year Trend
+40.8%
Revenue
$1.4 billion
NASDAQ

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