AI Enablement Specialist (Microsoft Copilot Focus)

Who We Are (and Why This Role)

We are an AI-forward Microsoft partner organization. Selected by our employees' multiple times as a Best Place to Work, and recognized by Microsoft with multiple solution designations including their most recent Copilot Specialist and Copilot Jumpstart designations. C5 Insight offers remote working anywhere in the continental United States, and competitive health insurance and 401K programs. Across our business, we are actively adopting Microsoft Copilot and related AI technologies to improve how we sell, deliver, operate, and lead. We are demonstrating—internally and with customers—that AI can drive real productivity and meaningful business outcomes when applied thoughtfully. This role exists to accelerate that momentum.

The Opportunity

As our AI Enablement Specialist, you will operate at the center of our AI strategy—working directly with the CEO, departmental managers, front-line users, customers, sales teams, and delivery teams. This is a hands-on, high-expectation role designed for someone who wants to aggressively build a career in AI by doing real work in real environments. It is ideal for an ambitious individual ready to put in the effort required to master fast-emerging technology and lead from the front.

What You'll Do

• Accelerate Internal AI Adoption:
  • Build on existing Copilot adoption by identifying higher-impact use cases across teams.
  • Re-design workflows, systems, and processes to work better with AI.
  • Help teams move from basic usage to disciplined, high-value adoption.
• Client-Facing AI Leadership:
  • Support sales efforts through Copilot demos and technical discussions.
  • Help prospects and customers understand practical, outcome-driven AI use cases.
  • Translate business challenges into requirements and AI-enabled solutions using Copilot, Copilot Studio, Microsoft Foundry, and the Power Platform.
• Solution Development & Enablement:
  • Design and help build custom Copilot agents and AI-assisted workflows.
  • Deliver training sessions and workshops for customers and internal teams.
  • Stay continuously current with Microsoft’s evolving AI roadmap.
• Cross-Functional Impact:
  • Work across sales, delivery, and operations to embed AI into daily work.
  • Document best practices and lessons learned.
  • Provide feedback to leadership on AI performance and opportunities.

What Success Looks Like

• Internal teams are measurably more effective due to AI-enabled processes.
• Sales conversations are strengthened by credible AI demonstrations.
• Customers continue to view the organization as the proven AI leader.
• AI solutions become repeatable, scalable, and differentiated.

Who This Role Is For

• 2–5 years of experience in a technical, analytical, or consulting role working with Microsoft technologies such as Microsoft 365, Power Platform, Dynamics 365, or Copilot.
• Exceptional communication skills and comfort delivering training and working with senior leaders and customers.

Who You Are

• Hightly ambitious and motivated to build a long-term career in AI or re-orient career path towards Microsoft’s AI offerings.
• Willing to put in the effort required to stay ahead of a steep and rapidly evolving learning curve.
• Comfortable operating in a fast-moving, evolving environment.
• Driven by mastery, impact, and growth.

Why This Role Is Different

• Direct exposure to executive leadership and strategic decision-making.
• Hands-on experience with Microsoft’s most advanced AI offerings.
• Opportunity to help shape how an AI-forward organizations operate.
• A launchpad for future leadership roles in AI and consulting.