Sr. GTM Leadership Enablement Program Manager

Docusign • San Francisco, CA

9h • Hybrid

About The Position

As a Sr. GTM Leadership Enablement Program Manager, you are a visionary strategist responsible for designing and scaling the development experience for our global sales and success leadership. You serve as a critical force multiplier, equipping frontline and second-line managers with the coaching frameworks, operational rhythms, and AI-powered insights needed to drive consistent team performance. You are an expert facilitator who bridges the gap between executive strategy and field execution, ensuring our leaders are prepared to navigate a high-growth SaaS environment.
This position is an individual contributor role reporting to the VP, GTM Enablement.

Requirements

• Bachelor’s degree in Business, Education, Communications, or a related field
• 12+ years of experience in sales enablement, sales leadership, or GTM strategy and operations
• 5+ years of experience specifically focused on leadership development or manager enablement for a global organization
• Experience with modern sales methodologies such as MEDDPICC, Command of the Message, or Force Management
• Experience designing and delivering high-impact, cohort-based development programs for executive-level audiences

Nice To Haves

• Advanced degree in Organizational Development or an MBA
• Direct experience as a frontline or second-line sales leader in a high-growth SaaS environment
• Professional coaching credentials such as ICF or CTI and formal facilitation certifications
• Deep familiarity with enablement technology stacks including Highspot, Mindtickle, Gong, or similar AI-powered platforms
• Demonstrated success in supporting Customer Success leadership in addition to core Sales functions
• Expert-level ability to influence senior stakeholders and drive organizational change without direct authority
• Experience using AI-powered analytics to measure the ROI of global enablement programs

Responsibilities

• Lead the end-to-end strategy, curriculum design, and global iteration of the New Manager Onboarding Bootcamp and leadership certification programs
• Architect continuous learning journeys for tenured sales leaders, including executive offsites, peer learning circles, and advanced methodology refreshers
• Partner with GVPs of Sales and Customer Success to align leadership development with global business priorities and the GTM operating model
• Establish and govern a global coaching certification program that standardizes pipeline inspection, forecasting discipline, and performance management
• Collaborate cross-functionally with Sales Ops, Product Marketing, and HRBPs to ensure leadership programs reinforce key business initiatives and tools
• Utilize AI-driven performance data and engagement scores to diagnose manager skill gaps and design targeted, high-impact interventions
• Define and report on high-level success metrics including manager time-to-productivity, rep ramp acceleration, and downstream revenue impact
• Facilitate live and virtual sessions with high executive presence, serving as a credible advisor to senior GTM stakeholders
• Maintain a multi-year roadmap of leadership enablement priorities and present progress to senior leadership on a recurring basis
• Mentor and coach other members of the Enablement and People teams on best practices for leadership development and adult learning theory

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).
• 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

What This Job Offers

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