Title: Copilot Trainer
Location: Columbus, OH (Onsite)
Hire Type: Contract
Duration: 6 months
Role Descriptions:
1) Copilot Enablement Delivery (Webinars, Demos, Hands on)
Deliver high-impact live training (virtual / in-person) across Microsoft 365 Copilot experiences (e.g., Copilot in Teams, Outlook, Word, PowerPoint, Excel, and other supported M365 surfaces).
Run role-based webinars, feature demonstrations, guided walkthroughs, and hands-on labs that map directly to real work tasks.
Create and manage recorded training assets for asynchronous consumption (session recordings + quick reference guides).
Facilitate office hours / clinics to reinforce learning, answer questions, and address user barriers (confidence, trust, relevance, and responsible use).
2) Prompt Writing & "Prompt Coaching" at Scale
Train users on prompt fundamentals (context, goal, constraints, tone, structure, grounding, iteration).
Build and maintain a persona-based prompt library and "best prompts" patterns aligned to common workflows.
Provide "prompt coaching" during labs/clinics to improve quality of outcomes and reduce trial-and-error fatigue.
3) Persona Creation + Day-in-the-Life (DITL) Interviewing
Lead persona discovery by interviewing business users and managers to understand:
o daily activities, information flows, documents, meetings, decision points, and pain areas
o where Copilot can reduce cycle time, improve quality, or automate drafting/summarization
Conduct 10 15 structured interviews across roles (or as per program plan) and synthesize insights into role-based scenario maps.
Translate insights into Top priority use cases and training tracks (focus on what drives real adoption, not generic feature training).
4) Design Thinking Workshops (Use-Case Identification & Workflow Mapping)
Plan and facilitate design thinking sessions to capture:
o user journeys, workflow steps, "moments that matter," friction points, and success criteria
Convert workshop outcomes into:
o a prioritized use-case backlog
o role-based enablement journeys (basic intermediate advanced)
o practical labs that replicate daily work tasks
5) Learning Design: Lesson Plans + Persona-Based Paths
Develop end-to-end lesson plans that include:
o objectives, prerequisite readiness, demo scripts, exercises, expected outcomes, and evaluation rubric
Create persona-based learning paths for key functions such as:
o Finance, Legal/Compliance, Sales, HR, Operations, Executives (as applicable)
Maintain reusable assets: slide decks, facilitator guides, learner workbooks, lab guides, Q&A sheets, and troubleshooting tips.
6) Change Corners / Change Kiosks / Community Building
Run Change Corners (open houses) to enable two-way communication: what's working, what's blocked, what users need next.
Support a champion / change agent network through train-the-trainer enablement, reinforcement content, and recognition mechanisms.
Build community engagement via the adoption hub and internal channels (Teams/Viva Engage where used).
7) Adoption Campaigns + Communications (Awareness Habit)
Design and execute targeted campaigns:
o "Copilot Tips & Tricks" by persona
o "Use-case of the week"
o "Prompt of the week"
o success stories and leader messaging
Partner with Communications/OCM leads to maintain cadence and reduce change fatigue.
8) Value Realization: ROI & Adoption Measurement Support
Work with program leads to measure adoption and value:
o cohort ramp-up, attendance, engagement, satisfaction, scenario usage
o qualitative insights + "hours saved" narratives by persona
Enable and interpret adoption dashboards and reinforce improvements based on trends.
Drive outcomes aligned to the program's adoption goals (e.g., scaling MAU, internal trainers certification, measurable ROI dashboards).
9) Train-the-Trainer (TTT) & Capability Transfer
Lead and certify internal trainers (train-the-trainer model), enabling transition of ownership to client teams (e.g., 30+ certified internal trainers target).
Provide trainer toolkits: facilitator scripts, demo environments, lab packs, scenario library, and FAQs.
10) Continuous Learning & Feature Velocity Readiness
Maintain a structured mechanism to:
o track Microsoft Copilot feature updates
o update training materials and labs rapidly
o brief stakeholders on what's new and how it impacts workflows
Demonstrate sharp onboarding curve and adapt content during delivery without disrupting cadence.
Required Skills & Competencies
Core Copilot Expertise
Strong hands-on experience delivering enablement for Microsoft 365 Copilot across major apps and key user scenarios.
Ability to translate business tasks into Copilot workflows: summarization, drafting, re-writing, analysis, meeting intelligence, email triage, document understanding, and presentation creation.
Training & Facilitation
Excellent presentation and storytelling ability; confident facilitating large webinars and interactive sessions.
Adult learning design: lesson planning, learning paths, hands-on labs, assessments.
Discovery & Consulting Skills
Interviewing and workshop facilitation (persona discovery, DITL, design thinking).
Ability to synthesize insights into structured outputs: persona maps, scenario library, training backlog.
Change Management & Adoption
Experience running adoption motions: champion networks, reinforcement loops, nudges, success stories, communication planning.
Data-driven Approach
Comfort with adoption metrics, survey insights, and value narratives; ability to drive actions based on dashboards and feedback loops.
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Qualifications / Experience
5+ years in training/facilitation, digital adoption, OCM, or productivity transformation (preferred).
Demonstrated experience delivering training for Microsoft 365 (Teams/Office apps) and/or AI assistants.
Certifications (preferred, not mandatory):
o Microsoft fundamentals / Modern Work / Copilot-related badges
o Change management (Prosci/ADKAR) or Design Thinking facilitation (bonus)
Deliverables Owned (What this role produces)
Persona-based training strategy + learning paths
Lesson plans + facilitator guides
Copilot demo scripts and "show me" workflows
Hands-on lab guides and learner workbooks
Prompt library + persona scenario bank
Change Corner runbooks + FAQs
Targeted campaign content (tips, prompts, newsletters, success stories)
TTT certification kit and trainer playbook
Feedback insights and adoption improvement recommendations
Success Metrics / KPIs (Examples)
Enablement coverage: # webinars, # learners trained, completion rates
Adoption improvement: weekly/monthly active usage movement in target cohorts (tracked via dashboards)
Capability transfer: # internal trainers certified (e.g., 30+)
Scenario adoption: # validated persona scenarios in use
Business outcomes: documented time savings / productivity gains + executive-ready value stories (and where available, ROI dashboards)
Satisfaction: post-session CSAT, confidence uplift, reduced "how do I start" tickets
Nice-to-Have (Differentiators)
Experience in regulated industries (insurance/financial services) and compliance-sensitive communication
Familiarity with Copilot extensibility concepts (plugins/agents) at a functional level (not a developer requirement)
Experience running enterprise communities (Viva Engage/Teams) and adoption hubs
Working Model / Stakeholders
Works closely with: Program Lead / AI Office, Communications Lead, Security/Governance, and business SMEs.
Supports joint operating cadence with the broader "one AI team" model where Copilot adoption is run in parallel with technical readiness.
Skills: Office 365 Administration~AI & Gen AI - Products & Tools
Experience Required: 10 & Above
SYSMIND LLC is an Equal Employment Opportunity employer. All qualified applicants will receive consideration for employment without any discrimination. We promote and support a diverse workforce at all levels in the company. All job offers are contingent upon completion of a satisfactory background check and reference checks. Additionally passing the drug test may also be required. All contractors intending to work on SYSMIND's W2 are "at will" employees.
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