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Training Specialist V

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Pyramid Consulting, Inc
Part Time position
Listed on 2026-07-01
Job specializations:
  • Business
    Change Management, AI Business & Operations
Salary/Wage Range or Industry Benchmark: 49 - 51 USD Hourly USD 49.00 51.00 HOUR
Job Description & How to Apply Below

Immediate need for a talented Training Specialist V. This is a 06+ months contract opportunity with long-term potential and is located in Chicago IL(Hybrid).

Job
-19921

Pay Range: $49 - $51/hour. Employee benefits include, but are not limited to, health insurance (medical, dental, vision), 401(k) plan, and paid sick leave (depending on work location).

Key Responsibilities
  • Location: Chicago IL (Tuesdays, Wednesdays and 1st & 3rd Thursdays)
  • Hybrid: 2-3 days per week in Chicago at Willis Tower. May need onsite presence additional days as needs arise.
  • Travel: none to up to 10% (rarely; to other United locations)
  • Design and deliver learning solutions that support enterprise AI transformation, for both general AI fluency and tool-specific capability (experience with Microsoft Copilot and Cowork a strong plus).
  • Partner closely with IT, Change Management, Communications, HR and business leaders to capture AI learning needs for both the enterprise and specific business teams and workflows.
  • Apply Instructional Systems Design (ISD) and adult learning principles to create learner‑centric content that drives adoption and behavior change during system and process transformations
  • Support communications, change and adoption efforts by reinforcing new ways of AI‑enabled learning.
  • Create scalable, just‑in‑time learning assets (job aids, simulations, walkthroughs, knowledge articles) to support AI adoption and performance in the flow of work.
  • Establish, track, and analyze key learning metrics and learner feedback to evaluate adoption and drive continuous improvement
Key Requirements and Technology Experience
  • Must Haves
    :
    Instructional design and training module development, AI tool fluency, stakeholder management and strong interpersonal skills, attention to detail, timeliness, and execution
  • Skills:

    AI, Microsoft suite (Copilot, Cowork, PowerPoint, Word, Excel, etc.), Rise, Articulate 360, and microlearning tools
  • Years Of

    Experience:

    Open to interview candidates with 3+ years of experience
  • Interview: 2 rounds of 30‑to‑45 minute virtual interviews
  • AI Fluency, with Microsoft Copilot/Cowork experience a plus
  • Instructional Design tools expertise:
    Articulate Rise, Synthesia, Vyond, Camtasia, video editing, etc.
  • Strong time management
  • Presentation/Facilitation Skills
  • 3+ years of experience in instructional design and learning development
  • Exceptional fluency with AI tools, preferably to include the Microsoft Copilot/Cowork suite
  • Hands‑on experience designing and delivering enterprise learning for AI or other emerging technologies
  • Strong project management skills with the ability to manage multiple priorities in a fast‑paced environment
  • Strong stakeholder management skills with experience interacting with leaders and knowledge experts
  • Proficiency in Microsoft Office (Word, Excel, PowerPoint, Outlook), Rise, Articulate 360
  • Microlearning, video/media and rapid‑authoring tools such as 7

    Taps, Synthesia, or Vyond
  • Excellent written and verbal communication skills
  • Strong problem‑solving skills with a creative and solution‑oriented mindset
  • Ability to manage change, ambiguity, and competing priorities effectively
  • Must be legally authorized to work in the United States without sponsorship
  • Reliable, punctual attendance is an essential function of the role
  • Experience in a similar corporate environment
  • High business acumen with the ability to translate organizational needs into impactful learning solutions
  • Familiarity with change management concepts and adoption strategies in technology transformations
  • Experience working in agile or phased deployment environments
  • Experience in facilitating learning content to broad audience to improve technology adoption

Pyramid Consulting, Inc. provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

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