Training Specialist V

Job Description

Job Description

Swoon is seeking an experienced Instructional Designer to support a large-scale enterprise AI transformation. This role is ideal for someone who is passionate about AI, enjoys creating engaging learning experiences, and thrives in a fast-paced environment where innovation and adaptability are key.

You'll partner with cross-functional teams to develop learning solutions that help employees confidently adopt AI technologies and new ways of working.

Responsibilities

• Design and develop engaging instructor-led training, eLearning courses, microlearning, videos, job aids, walkthroughs, and knowledge articles.
• Create learning experiences that support enterprise AI initiatives and technology adoption, including AI tools such as Microsoft Copilot.
• Partner with IT, HR, Change Management, Communications, and business leaders to identify learning needs and translate complex concepts into impactful training.
• Apply instructional design and adult learning principles to create learner-focused content that drives adoption and behavior change.
• Develop scalable, just-in-time learning resources that support employees in the flow of work.
• Measure learning effectiveness through learner feedback and adoption metrics, using insights to continuously improve training programs.
• Manage multiple projects while adapting to evolving priorities in a fast-paced environment.

Qualifications

Required

• 3+ years of instructional design or learning & development experience.
• Hands-on experience creating enterprise learning solutions for AI technologies or other emerging technologies.
• Strong understanding of AI tools, preferably Microsoft Copilot .
• Advanced experience with Articulate Rise/360 .
• Experience creating microlearning, video-based learning, and interactive digital content.
• Experience with multimedia and rapid authoring tools such as Vyond, Synthesia, or 7Taps .
• Strong project management, communication, and stakeholder management skills.
• Ability to manage multiple priorities and work effectively in a rapidly changing environment.

Preferred

• Experience supporting enterprise technology or digital transformation initiatives.
• Familiarity with change management and technology adoption strategies.
• Experience facilitating learning sessions for large employee audiences.
• Experience working in agile or phased deployment environments.

Position Details

• Location: Hybrid – Chicago, IL
• Duration: 6-month contract with the possibility of extension
• Pay: $40–44/hour

If you're passionate about AI, learning, and helping organizations adopt emerging technologies, we'd love to hear from you!