General Enablement Lead

Location: Hybrid, United States; EST coverage required

Employment: 1099 Contract

Job Description:

Carahsoft and OpenAI are looking for an Enablement Lead. This person will be key in supporting the OpenAI training and enablement.

This role will support Carahsoft's OpenAI team for the government Adoption, Innovation, and Transformation team. We work alongside public servants to move from initial exploration to confident and responsible, organization-wide use of AI. Our work combines hands-on enablement, adoption strategy, deployment support, and practical transformation tailored to government missions and operating environments.

By translating the potential of OpenAI's technology into better individual workflows, stronger teams, and improved public services, we help government customers deepen adoption, build lasting organizational capabilities, and spend more time on missions.

Job Duties:

• Own the enablement of OpenAI products, including ChatGPT Enterprise and Agents, helping define effective patterns for responsible adoption across government organizations.
• Lead government customers through the full enablement lifecycle, from initial onboarding and activation through expansion, optimization, and long-term adoption.
• Design and deliver high-impact engagements; These can include onboarding sessions, advanced capability trainings, and executive briefings for audiences ranging from senior leaders to front-line staff.
• Serve as a subject matter expert for designated products, roles, or government mission areas while building deep expertise and identifying emerging public-sector use cases for new product capabilities.
• Develop government-specific learning journeys, training materials, playbooks, FAQs, demonstrations, use cases, customer impact stories, and communications that enable high-quality adoption programs to scale.
• Provide timely education for product launches and updates into clear and practical relevance for government users.
• Advise government customers on workforce communications and engagement strategies that build awareness, confidence, participation, and sustained use.
• Build trusted relationships with government leaders, program owners, and technical teams by creating experiences that reflect an understanding of their constraints, motivations, and responsibilities to the public.
• Partner closely with Sales, Customer Success, Solutions Engineering, Solutions Architecture, Delivery, Product, Global Affairs, Communications, Marketing, Readiness, and other teams to deliver cohesive experiences for public-sector customers.
• Gather and synthesize government customer feedback, adoption signals, participation data, and engagement outcomes to improve enablement programs and bring the voice of public servants back to Product and other internal stakeholders.
• Identify patterns across government customers and translate them into scalable programs without losing the human connection required to support public servants effectively.

Role Requirements:

• 6+ years of experience in customer-facing, enablement, instructional, adoption, or transformation roles
• Comfortable with engaging executive, business, and technical audiences in government or similarly complex enterprise environments.
• Ability to run a large amount of enablement, training, and different education flows.
• Understand and value public service and can build credibility with government leaders, program owners, technical teams, and front-line public servants.
• Possess exceptional presentation, facilitation, and communication skills, particularly when translating complex AI capabilities into clear and practical value for audiences with different levels of technical fluency.
• Have experience designing learning journeys and leading workshops, training programs, executive engagements, customer events, or scaled adoption initiatives.
• Bring strong practical fluency and enthusiasm across ChatGPT, Agents, and the broader OpenAI product ecosystem, with an understanding of how AI can be applied to real-world government workflows.
• Can identify patterns across government customers and convert them into scalable systems, programs, content, and best practices.
• Be highly organized and comfortable managing multiple workstreams, adapting in live customer environments, and bring clarity and momentum to ambiguous situations.

Compensation and Benefits

• Starting compensation range: $15,000 - $22,000 per month

Carahsoft is an equal opportunity company. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, disability, or protected veteran status.

In compliance with the ADA Amendments Act (ADAAA), if you have a disability and would like to request an accommodation in order to apply for a position with Carahsoft, please call 703-230-7487 or e-mail Jessica.Smith@carahsoft.com.

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