Remote Senior Director, Enterprise Enablement

Coupa Software Inc.; Chicago (IL); Remote; USD 180,000 - 240,000; Full time

Job summary

Coupa Software Inc. seeks a Senior Director, Enterprise Enablement to own post-sales enablement across Education, Partner Enablement, and Post-Sales Enablement for Customer Success, Consulting, and Support.

Lead a dedicated team, and personally oversee Coupa University’s education strategy to accelerate adoption and renewal. You will drive strategy, scale certification, and leverage AI-driven paths while partnering with Learning Product to map offerings and measure impact across the customer

Qualifications

• 12+ years operationalizing enablement, GTM, or customer education strategy in enterprise software or SaaS.
• 5+ years directly managing people managers.
• Proven experience leading or partnering 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.
• 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.
• Bachelor's degree required; 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 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: tie enablement activity to NRR, ARR, Support ticket deflection and renewal outcomes.
• Report key business metrics each quarter for the function overall

Skills

People leadership

Enablement strategy

Data-driven

GTM / SaaS enablement

Cross-functional leadership

Executive presence

Education

Bachelor's degree

MBA or advanced degree

Job description

Coupa Software Inc. seeks a Senior Director, Enterprise Enablement to own post-sales enablement across Education, Partner Enablement, and Post-Sales Enablement for Customer Success, Consulting, and Support.

Lead a dedicated team, and personally oversee Coupa University’s education strategy to accelerate adoption and renewal. You will drive strategy, scale certification, and leverage AI-driven paths while partnering with Learning Product to map offerings and measure impact across the customer