# Copilot Training or Claude Training: Which Should Your Team Do First? > Copilot or Claude training first? It depends on the licences you already pay for and where the work lives. How to decide, and what good training covers. - Author: [James Oldham](https://sentrysolutions.ai/about/james-oldham), Founder, Sentry AI - Published: 2026-11-10 - Canonical: https://sentrysolutions.ai/blog/copilot-training-or-claude-training Teams in New Zealand and Australia ask this one a lot, usually because they already pay for Microsoft 365 and someone has also been using Claude and getting good results. Now the owner wants everyone trained and is not sure which tool to train on first. The honest answer is that it depends less on which tool is better and more on two things you already know: what you pay for, and where the work lives. ## Start with what you already pay for If your team is on Microsoft 365, Copilot is probably already there. Microsoft includes Copilot Chat with eligible Microsoft 365 licences, and it shows up in Outlook, Teams and the Copilot app. There may well be people in your business using it right now. That changes the question. Before buying anything or booking any training, find out what people are already using AI for. Those uses are your training plan: they tell you which jobs matter and who is already ahead. The licence level matters too, and it is easy to miss. Microsoft's own documentation draws a clear line. Copilot Chat without the Microsoft 365 Copilot add-on answers from web data, and if you want it to work with your documents you have to upload them or have them open in Outlook or Teams. With the add-on licence, Copilot reaches your organisation's emails, files, meetings and calendars through Microsoft Graph, scoped to what each person already has permission to see, and works inside Word, Excel, PowerPoint and OneNote. So "Copilot training" for a team on the included Chat is a different course from Copilot training for a team with the add-on. Know which one you have before you book. ## Where Copilot is strongest Copilot's advantage is that it is already where a Microsoft-based team works. If most of the day is Outlook, Teams, SharePoint, Word and Excel, Copilot can summarise a long thread, draft a reply, turn a meeting into actions, draft a document from existing files or analyse a spreadsheet without anyone switching tools. It also works inside the tenant your IT team already manages: the same sign-in, the same permissions, the same admin centre and the same data protection terms as your email and files. For a business with a Microsoft-shaped IT setup, that is a real reason to start there. No new vendor, no new identity system, and no argument with whoever looks after security. For a team like that, Copilot training first makes sense. The quickest gains are usually in the inbox, in meetings and in the documents people write every week. ## Where Claude fits Claude tends to pay off sooner in three situations. **The work lives outside Microsoft.** If the systems that matter are Xero, Shopify, a CRM, a booking system or your own industry software, Claude's connectors reach into them. Copilot is strongest inside Microsoft 365. A finance team that spends its day in an accounting system, or an ecommerce team that lives in its store, gets more from a tool that connects to where the work actually is. **People need to build repeatable workflows.** In Claude, a job someone does every week can be written once as a skill: the steps, the checks, the format, the tone. Then it runs the same way every time, for anyone who uses it. That is the difference between a tool people ask questions of and a tool that does a defined part of the job. **You want the business's own context in every answer.** Claude projects and context files tell it who you sell to, how you write and what your numbers mean. Done properly, this is what turns general answers into answers about your business. None of that makes Copilot the wrong choice. It means the right first tool depends on the work. ## A simple way to decide Ask three questions. 1. **Which licences do we already hold?** If you have Microsoft 365 Copilot add-on licences sitting partly unused, start there. Unused seats are the most expensive kind. 2. **Where does each team's work actually happen?** Map it roughly: inbox and documents, or another system. Teams whose work is mostly in Microsoft apps start with Copilot. Teams whose work is mostly elsewhere start with Claude. 3. **Who will build, not just ask?** The people who will turn their own jobs into repeatable workflows are usually the ones who get the most from Claude. Most businesses end up with an answer like "everyone gets the tool that is already included, and the heavy users and the teams working outside Microsoft get Claude". Usage is never even. A few people will use AI for hours a day, most for minutes. Train the heavy users on the tool they will get the most from. Our [Copilot vs Claude comparison](https://sentrysolutions.ai/compare/copilot-vs-claude) goes into the detail: what each includes, where each processes data, and which kinds of team each suits. ## What good training looks like, either way The tool matters less than the way it is taught. Training that changes how a team works looks much the same for Copilot or Claude. **It is on real work.** Not example prompts about planning a holiday. Each person brings one job they repeat every week and builds it with the tool, in the room. **It starts with the rules.** What may go into the tool and what may not, which plan you are on and what it does with your data, and who to ask. One page, written before the first session. **It is measured.** Each workflow is timed before anything is built and again once it runs. Without a baseline, nobody can say whether the training worked, only whether people enjoyed it. **It is followed up.** A single day starts the habit. The habit sticks when someone checks a week or two later that the workflow is still being used and the time has come down. We run [Claude training days](https://sentrysolutions.ai/claude-training) for teams on exactly that pattern, and our [workshops](https://sentrysolutions.ai/workshops) cover the same ground for teams still choosing. If your team is on Microsoft 365 and Copilot is the right first step, we will say so. ## Related reading - [How to Get Your Whole Team Actually Using Claude, Not Just Paying for It](https://sentrysolutions.ai/blog/get-your-team-actually-using-claude): Licences are not adoption. How New Zealand teams move from a few keen users to everyone using Claude on real work: one workflow at a time, timed against their own baseline, taught in the room. - [Agent Sprawl Is the New Shadow IT](https://sentrysolutions.ai/blog/agent-sprawl-new-shadow-it): Every team is quietly running AI agents and nobody can list them. Why unregistered agents beat shadow SaaS as a risk, and why the register comes first.