Senior Director, Enterprise Enablement - 11709

Coupa Software, Inc. • Chicago, IL

12d • $180,000 - $252,000 • Remote

About The Position

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.

Requirements

• 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 and systems for running and operating education offerings.
• Bachelor's degree required

Nice To Haves

• MBA or advanced degree preferred

Responsibilities

• 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.
• 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.
• 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.
• 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.

Benefits

• The successful candidate’s starting salary will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location.

What This Job Offers

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