Sr. Enablement Consultant - 11500

Coupa Software, Inc. • Chicago, IL

4d • Remote

About The Position

As a Senior Enablement Consultant, you will be a strategic partner to our customer experience leadership teams. You will move beyond traditional training delivery to act as a consultant who diagnoses performance gaps and architects holistic solutions that drive measurable business outcomes. This role is central to our transition toward an AI first agentic enablement model where we leverage cutting-edge technology to maximize speed-to-adoption and scale our impact across the global business. Owning the Highspot strategy for your business unit, you'll be transforming it from a static content hub into an agentic enablement engine that delivers just-in-time guidance, immersive buyer experiences, and AI-driven engagement. You’ll design scalable templates and playbooks, enable the field on modern selling motions, and use intent data and performance analytics to continuously optimize impact across deal velocity, win rates, and customer outcomes.

Requirements

• 7+ years of experience in Customer Experience (Success, Professional Services, Support), Sales (Enablement, Operations), General Enablement, or a similar GTM strategic role within a SaaS environment.
• AI-First Proficiency: Demonstrated experience leveraging AI platforms (Gemini, Claude, or similar) to automate workflows, synthesize data, and scale program delivery.
• Strong consulting and diagnostic skills; ability to influence senior leadership and navigate complex matrix organizations.
• Deep proficiency in the modern business sales tech stack, specifically Salesforce, Gong, Jira, Asana and Highspot.
• An AI First mindset with a passion for leveraging technology to maximize speed to adoption and solve complex business problems at scale.
• Proven track record of managing multiple global projects simultaneously with extreme ownership and resourcefulness.
• Excellent communication skills with the ability to simplify complex technical concepts for diverse audiences.

Nice To Haves

• Experience in custom agent creation is a significant plus.

Responsibilities

• Partner with assigned stakeholders across the business: Customer Success, Professional Services, Technical Support, and Marketing to diagnose business friction and design enablement programs that address core performance gaps.
• Architect and lead end-to-end enablement initiatives: From scoping and design to delivery and impact measurement—ensuring alignment with our business strategies
• Drive an AI First Enablement Strategy: Proactively identify opportunities to use AI tools (e.g., Gemini, Claude, Highspot E3) to automate administrative friction, synthesize complex data, and create in-the-flow-of-work; resources that scale beyond human-led training.
• AI Orchestration & Agent Creation: Design and deploy custom AI agents and automated workflows to provide real-time, scalable coaching and support to the global field organization.
• Cross-Functional Collaboration: Partner with Portfolio Managers, Instructional Designers, and Credentialing teams to build scalable, digital-first, and AI-forward learning solutions.
• Act as an Enablement Consultant to the Business: Utilize data from Salesforce, Gong, Jira, and Highspot, etc. to proactively identify trends and intervene before performance dips.
• Measure & report on Enablement Effectiveness: Integrate learning metrics directly into organizational business tools (e.g. Salesforce, Highspot) and analyze enablement data and report back to leadership on how specific initiatives have moved the needle on key performance indicators (KPIs).
• Drive adoption of our core methodologies: (e.g., MEDDPICC, Value Selling, Success Plans) by integrating them directly into the flow of work
• Feedback Loops: Establish continuous feedback mechanisms with the field to iterate on content based on actual performance and the evolving competitive landscape.

Benefits

• Coupa complies with relevant laws and regulations regarding equal opportunity and offers a welcoming and inclusive work environment. Decisions related to hiring, compensation, training, or evaluating performance are made fairly, and we provide equal employment opportunities to all qualified candidates and employees.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed