Microsoft 365 Trainer

Insight Global; Chicago (IL); Hybrid; USD 68,880 - 82,656; Part time

Benefits offered by this job

Medical insurance

Vision insurance

401(k)

Job summary

A leading legal services firm is seeking a Microsoft 365 SME Trainer to enhance productivity and training within their team. The role involves designing training programs for Microsoft 365 applications, creating educational content, and providing train-the-trainer sessions. This temporary position requires a mid-senior level professional with extensive experience in Microsoft 365 and training methodologies. The work is hybrid, with some onsite requirements in Chicago or NYC.

Qualifications

• 7+ years of experience in training and Microsoft Office 365.
• Experience architecting curricula and creating instructional content.
• Previous experience training trainers as well as end-users.

Responsibilities

• Design & deliver Microsoft 365 training across enterprise apps.
• Build and run a 'Train the Trainer' program for upskilling.
• Create short-form digital content for learning.

Skills

Training and Microsoft Office 365

Hands-on expertise across Microsoft 365 and Copilot

Curriculum architecture and content creation

Delivery of train-the-trainer programs

Job description

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This range is provided by Insight Global. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$50.00/hr - $60.00/hr

Title: Microsoft 365 SME Trainer

Location: NYC or Chicago (2 days onsite a week)

Pay rate: $50-60/hour

Required Skills and Experience

• 7+ years of experience in training and Microsoft Office 365
• Hands‑on expertise across Microsoft 365 and Copilot for Microsoft 365
• Training craftsmanship: experience architecting curricula, write clear step‑by‑step guides, and produce short, snackable content that drives action
• Previous experience training trainers as well as users

Nice to Have Skills and Experience

• Evidence of train‑the‑trainer delivery and microlearning content portfolio
• Legal background

Job Description

An international Am Law Top 50 law firm with 15 offices across major financial centers worldwide is looking to hire a Microsoft 365 SME Trainer. The firm provides comprehensive legal services in litigation, corporate transactions, regulatory matters, and arbitration, serving clients across virtually every industry. They have earned numerous accolades, including recognition in the Best Law Firms rankings with multiple Tier 1 national practice areas and the 2025 Excellence in Client Experience Award for outstanding client service.

We’re hiring a Microsoft SUPER Trainer to lead our Microsoft 365 productivity consulting program. This role will be hybrid remote and onsite 1-2 days onsite in NYC or Chicago. You will guide teams end‑to‑end across the productivity stack, design and run train‑the‑trainer programs, and create short‑form digital content that shows people how to get work done—fast (e.g., “how to run meetings with Copilot,” “turn on Copilot,” “share and co‑author in Loop,” “automate approvals in Power Automate”). The emphasis is on use‑case driven training, not feature tours.

What you’ll do

• Design & deliver Microsoft 365 training across enterprise apps (Teams, Outlook, SharePoint, OneDrive, Loop, Power Platform, Copilot for Microsoft 365), anchored in real business scenarios and outcomes.
• Build and run a “Train the Trainer” program to upskill internal trainers and champions to confidently teach Microsoft 365 from a use‑case perspective.
• Create short‑form content (30–120 second micro‑videos, step cards, quick tips, annotated screen captures) that solves a specific task.
• Coach teams on best‑practice workflows (meeting preparation, notes & decisions, task handoffs, file governance, chat‑to‑doc transitions, channel organization, Copilot prompts) to boost adoption and measurable productivity.
• Partner with internal communications to publish content and updates on SharePoint/intranet; make light edits and manage tickets for content placement (no SharePoint coding).
• Assess team maturity, propose an initial 6‑month upskilling plan, and then join delivery squads to embed best practices and reinforce habits in daily work.
• Listen, observe, and suggest practical improvements to meetings, documentation, and automation—providing productive suggestions tailored to each team’s context.

Example of Success Metrics (KPIs) you would handle

• Adoption lift across target apps (e.g., Teams channel usage, SharePoint page views, Power Automate runs).
• Meeting efficiency improvements (decisions captured, tasks created, summaries shared).
• Trainer enablement (# trainers certified/validated; session quality scores).
• Helpdesk reduction in “how‑to” tickets for common tasks.

Seniority Level

Mid‑Senior level

Employment Type

Temporary

Job Function

Training

Industries

Law Practice

Benefits

• Medical insurance
• Vision insurance
• 401(k)