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Senior Director, Enterprise Enablement

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Coupa Software Inc.
Full Time position
Listed on 2026-10-12
Job specializations:
  • Management
    Change Management, Professional Development
  • Business
    Change Management, Professional Development
Salary/Wage Range or Industry Benchmark: 180000 - 250000 USD Yearly USD 180000.00 250000.00 YEAR
Job Description & How to Apply Below
Position: Senior Director, Enterprise Enablement -  11709
The Impact of a Senior Director, Enterprise Enablement at Coupa:

We are seeking a strategic, people-first leader to step into the role of Senior Director, Enterprise Enablement. This role owns the full post-sales enablement portfolio:
Customer Education (Coupa University), Partner Enablement, and Post-Sales Enablement for Customer Success, Consulting, and Support You will build and lead a team spanning post-sales and partner enablement, while personally owning the Customer Education function, including Coupa University's free-to-fee education strategy.

What You’ll Do

Customer & Partner Education (Direct Ownership)

  • Drive the customer education strategy, modernization of the learning experience, and roadmap
  • Own and scale the Coupa University experience: advise on certification tracks, AI driven, digital-first nurture pathways, and self-paced practitioner enablement to drive skills acquisition and product adoption
  • Partner with the Learning Product organization to map and scale training and certification offerings, and solidify the free-to-fee customer education strategy
  • Track and report on the link between certification, training consumption and renewal rates, partner success, and customer satisfaction — make this the north-star metric for the function
People Leadership:
Post-Sales & Partner Enablement
  • Lead a team responsible for post-sales enablement, ensuring customer success, consultants, and support teams have the value messaging, playbooks, and technical readiness needed across the customer lifecycle
  • Build and lead partner enablement experiences, leveraging certification paths and joint learning frameworks for key technical roles. Leverage AI to accelerate enablement
  • Set goals, coach, and develop your team; ensure they deploy the shared content engine rather than building parallel content
Cross-Functional Operating Model
  • Embed into Customer Success, Consulting, Support, and Partner planning rhythms (QBRs, staff meetings, planning cycles) to diagnose enablement demand
  • Represent post-sales and partner enablement in the quarterly content prioritization council, balancing demand against Content COE capacity
  • Own release readiness — ensure customer- and partner-facing teams are prepared for product releases
  • Lead cross-functional change management and communications for major corporate milestones and annual planning transitions affecting the active customer base
  • Manage operational rigor of key learning tools and systems to support enterprise enablement
Data-Driven Impact
  • Partner with Data and Analytics teams to tie post-sales enablement, certification, and training activity directly to NRR, ARR, Support ticket deflection and renewal outcomes
  • Report key business metrics each quarter for the function overall — not just completion or activity metrics
What You Will Bring To Coupa
  • 12+ years operationalizing enablement, GTM, or customer education strategy in enterprise software or SaaS, including 5+ years directly managing people managers
  • Proven experience leading or partnering closely with Customer teams, Customer Success, Consulting, Support, and/or Partner organizations
  • Track record commercializing training or certification portfolios — packaging, pricing, and positioning offerings that generate measurable pipeline or retention impact
  • People leadership: demonstrated success managing managers and building team capability, not just individual contributors
  • Data literate: comfortable defining and tracking metrics that connect enablement activity to renewal and retention outcomes
  • Executive presence: able to align CCO, Customer Success, Consulting, Support, and Partner leadership around a shared operating model
  • Strong knowledge of learning operations, learning management systems, learning experience platforms and/or tools…
Position Requirements
10+ Years work experience
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