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AI Instructional Lead - 1099 contract - part time

CDW
United States
Apr 21, 2026

Description

At CDW, we make it happen, together. Trust, connection, and commitment are at the heart of how we work together to deliver for our customers. It's why we're coworkers, not just employees. Coworkers who genuinely believe in supporting our customers and one another. We collectively forge our path forward with a level of commitment that speaks to who we are and where we're headed. We're proud to share our story and Make Amazing Happen at CDW.

Job Summary:

Join our team as an Artificial Intelligence (AI) Instructional Lead and help us revolutionize the way people learn. You'll collaborate with our Senior Leadership, Learning and Innovation, Delivery Management, and Technology teams to create captivating and interactive learning programs around AI. You will lead the development of our AI training portfolio and serve as our lead AI Instructor. Be a part of a dynamic team dedicated to transforming education and empowering learners to achieve their full potential.

*This is a 1099/contract position - part time / as needed basis.

What you will do:

  • Advise senior leadership on emerging industry trends to support just-in-time skills adoption.
  • Project and recommend AI training strategy and ensure alignment to CDW's key objectives.
  • Define and manage the skill profile of qualified instructors.
  • Assist and evaluate technical acumen of future AI instructors by patriating in the recruitment process.
  • Identify strategic training partnership opportunities beneficial to CDW.
  • Leverage deep technical expertise and industry knowledge to recommend current and future areas of instruction aligned to market needs.
  • Serve as a Subject Matter Expert by answering technical content and learning objective questions for prospective clients during the sales process.
  • Engage with the broader CDW teams to understand GTM themes and apply them to curriculum design.
  • Serve as an internal Subject Matter Expert to align workflows and strategy around the AI portfolio.
  • Deliver clear, convincing, and well-organized presentations while projecting credibility and poise in highly visible or adversarial situations.
  • Demonstrate exceptional communication skills.
  • Demonstrate creativity in developing win-win solutions.
  • Contribute to training strategy and ensure alignment with the company's key objectives.

What we expect of you:

  • Experience and expertise in AI solutions design and implementation.
  • Understanding of persona-driven models for AI Adoption at the organizational/enterprise scale.
  • Experience setting and managing client delivery expectations across one or more program areas of a training portfolio.
  • Experience developing multi-course/learning path plans of instruction.
  • Experience tailoring training delivery to various commercial, industry, military, and government audiences.

Pay starting at $1400-1600/day 1099, depending on experience and skill set.

Pay ranges may be subject to geographic differentials.

CDW is committed to being an AI-fluent organization

We're looking for people who bring curiosity, a learner's mindset, and a willingness to engage with ever-evolving technology and tools. We value adopting AI as a partner, openness to experimentation, and a shared interest in learning together on AI. Our goal is to create a culture where AI enhances-not replaces-human creativity and decision-making. You don't need to be an expert today; what matters is your readiness to explore, adapt, and grow with us as we integrate AI responsibly and effectively into our work.

Additionally, CDW is committed to fostering an equitable, transparent, and respectful hiring process for all applicants. During our application process, our goal is to understand your experience, strengths, skills, and qualifications. As an AI forward company, we see AI not just as a tool, but as a catalyst for new ways of thinking, creating, and communicating. We encourage candidates to embrace an AI mindset, one that's curious, adaptive, and ready to explore what's possible. We welcome thoughtful use of AI to expand your perspective and elevate how you share your story, while ensuring your application remains rooted in your own background, judgment, and voice.

About Us

CDW is a Fortune 500 technology solutions provider that helps businesses, government, education, and healthcare organizations achieve what's possible through technology. What makes CDW different isn't just what we do-it's how we do it. At CDW we act as one-building trust, speaking candidly, and working together to achieve more. We play to win-focusing on what matters most and delivering for our customers. And we think forward-staying curious, moving fast, and continuously learning. We believe meaningful work happens when people feel supported, heard, and empowered to contribute. That's why we think of ourselves as coworkers, not just employees-working together to solve complex challenges and deliver real impact for our customers and communities.

As a fullstack, fulllifecycle technology partner, CDW brings deep expertise, strong relationships, and broad industry knowledge to help turn ideas into outcomes. When you join CDW, you become part of a collaborative environment where your work matters, your growth is supported, and your contributions help shape what's next.

Together, we deliver the full promise of what technology can do. Together, we Make Amazing Happen.

CDW is an equal opportunity employer. All qualified applicants will receive consideration for employment without regards to race, color, religion, sex, sexual orientation, gender identity, national origin, disability status, protected veteran status or any other basis prohibited by state and local law.

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