Steve's AI Guide
The path · nine guides, in order 01The Prompting Guide45 min 02Claude Beginner35 min 03Claude Advanced50 min 04Claude in Action30 min 05Claude Code 2.040 min 06Claude Design35 min 07Claude in Office30 min 08Claude WritingNEW25 min 09Claude Everywhere20 min The apps KeyroomResidential real estate BoardroomCommercial real estate ToolroomBuilders & GCs RighthandNEWExecutive assistants RecallNEWStudents More Prompt Trainer People I learn from Next: Claude Advanced →
Guide 2 of 9 Claude Beginner Next: Claude Advanced →
GETTING STARTED WITH CLAUDE COWORK, UPDATED AUGUST 2026

Get Started with
Claude Cowork

The step-by-step guide to setting up your AI-powered workspace. No technical experience required. From download to your first real task in under 30 minutes.

Start this now, read while you wait Download Claude Desktop, the first-time setup includes a ~2GB download that takes a few minutes. Get it running, then follow along.

What's Inside

1
Step 1

What Is Claude Cowork?

Think of it as hiring an AI assistant who sits at a desk next to you.

Most people know Claude as a chatbot: you type a question, you get an answer. Cowork is different. Instead of answering one question at a time, Claude takes on actual work: writing documents, building spreadsheets, researching companies, making presentations, analyzing data, all as real files on your computer.

Regular Claude (Chat) Claude Cowork
You ask, Claude answers You assign a task, Claude does the work
Text responses only Creates real files: Word, Excel, PowerPoint, PDF
No access to your files Reads and writes to a folder on your computer
Forgets between sessions Remembers your context
The Bottom Line Cowork turns Claude from a chatbot into a co-worker. You describe what you need, Claude figures out the steps and executes them, and you get a real deliverable you can use immediately.

What People Hand to Cowork Daily

Documents & Writing

Memos, proposals, reports, emails, and posts as polished Word docs or PDFs.

Research

Deep-dive a company, person, or topic and get a sourced research document.

Presentations

Real PowerPoint decks you can open in PowerPoint or Google Slides.

Spreadsheets & Data

Excel files with formulas and charts. Analyze a CSV. Build a dashboard.

One Thing to Know Up Front: Why Your Usage Limit Disappears Every message you send makes Claude re-read the whole conversation from the top. Message 1 is cheap. Message 30 means Claude re-reads 29 exchanges before it even starts on your new request. That is why long chats burn your limit fast. Every "start fresh" tip later in this guide traces back to this one fact.
2
Step 2

Get Set Up in 5 Minutes

Download, sign in, pick a folder. One choice matters more than the rest.
Before You Start • A Mac (Apple Silicon M1 or newer) or Windows PC (x64)
• A paid Claude plan: Pro ($20/month), Max, Team, or Enterprise. Cowork is not on the free plan.
2.1

Download and sign in

Get the desktop app at claude.com/download, install it, and sign in with your Anthropic account. Then look at the top of the window: you'll see Chat, Cowork, and Code tabs. Click Cowork. (Ignore Code, that's for software developers.)

Heads up: the first time you open Cowork it downloads a ~2GB environment. This happens once and can take 5-10 minutes. Let it finish.

2.2

Pick a folder, and put it in your cloud drive

Cowork asks you to choose a folder. This is the one setup choice worth thirty seconds, because moving it later is a chore: create the folder inside your cloud-synced drive, not a plain local folder. Something like Google Drive/CoWork OS. Use whatever your work already runs on: Google Drive, Dropbox, OneDrive/SharePoint, or Box. Claude can only see files inside this folder, not your whole computer.

Why the Cloud Drive, Specifically Your Mac still treats it as an ordinary local folder, so nothing about daily Cowork changes. But the same files now sit in a service Claude has a connector for, and that is what lets Cowork on your phone or the web reach your work at all. A plain local folder is desktop-only forever. So is iCloud, which syncs between your own devices but has no Claude connector. Google Drive, Dropbox, OneDrive/SharePoint, and Box all have connectors. Full rule in Claude Everywhere.
One Setting to Change in Google Drive Google Drive for desktop streams files by default, meaning they're online-only placeholders until opened, and Cowork can fail to read them. Right-click your CoWork folder in Finder and choose Available offline (or switch Drive to Mirror mode) so the files are genuinely local. Dropbox calls it "Make available offline."

How a Session Works

Type a request in plain English and be specific: "Write a one-page executive summary of my company for investors. Make it a Word doc." Claude asks a clarifying question or two if it needs to, works through the task while you watch or switch apps, then hands you a link to the finished file already sitting in your folder. No downloading.

You Don't Have to Wait While Claude works, keep typing. Your messages queue and Claude picks them up as it finishes each step, so you can add context or stack up follow-on tasks. It's like leaving notes on a colleague's desk while they're heads-down. Just keep the app running while a task is going, minimizing is fine, quitting is not.
3
Step 3

Do Your First Real Task Right Now

You have enough to get a real result. Everything after this is optional polish.

You do not need any setup beyond Step 2 to get value. Paste one of these into Cowork and watch it produce a real file. Start at the top, it needs nothing from you.

3.1

Easiest: research a company

"Research [Company Name]. Give me a Word doc covering what they do, their business model, key people, recent news, and competitive positioning."

Zero setup. Claude uses web search and hands you a real .docx.

3.2

Write a professional document

"Write a one-page executive summary of my company for potential investors. Here's what we do: [brief description]. Make it a Word doc."

3.3

Build a presentation

"Create a 10-slide pitch deck for [your company]. Include problem, solution, market size, business model, team, and ask. Make it a .pptx file."

3.4

Analyze a spreadsheet

Drop a CSV or Excel file into your folder, then ask: "Analyze the data in [filename]. Tell me the key trends and create a summary dashboard."

The Secret to Great Results Be specific. Instead of "make me a presentation," say "make me a 10-slide investor pitch deck for a fintech startup that does payroll-embedded savings. Audience is angel investors. Tone confident but not hype-y. Include a financial projection slide." The more context you give, the better the output. If you want to go deeper on this, the whole Prompting Guide is about it.
4
Step 4

Organize With Projects

Cowork's built-in way to keep work separated, with memory that persists.

Once you're doing more than one-off tasks, use Projects, Cowork's first-party feature (built in since March 2026). A Project is a persistent workspace with its own files, instructions, and memory. Everything inside stays scoped to that Project, so Claude remembers your context across tasks without you re-explaining anything.

Create One in Four Steps

4.1

Open the Projects panel

In Claude Desktop, click Projects in the left sidebar, then New Project.

4.2

Name it and add instructions

Give it a clear name ("WuunderFund", "Q2 Marketing"). In the Instructions field, add a few lines on how Claude should work here: tone, formatting, key context. These apply to every task in the Project.

4.3

Attach context

Add a local folder, link a chat project, or paste a URL for Claude to reference. This is what Claude draws from when it works.

4.4

Start a task

Type your request. Claude now has your instructions and context loaded automatically.

Memory Is Automatic Here As you work, Claude saves useful facts, decisions, and preferences on its own (roughly every 5,000 tokens), and loads them at the start of your next task in that Project. Memory stays scoped: what Claude learns in Project A never shows up in Project B. Want to force something in? Say "remember this." Want to see it? Open the memory icon in the Project view.
That's Enough to Run On A Project with a folder attached and three lines of instructions is a complete setup for most people. The next step is optional: a plugin that scaffolds a fuller workspace for you in one command. Skip it and keep working, or set it up when you want more structure.
5
Step 5 · Optional

Power Up in One Command

A free plugin builds a full workspace for you, so you never set one up by hand.

Projects handle the basics. If you want a fuller system, an identity file that spans every project, reusable templates, a clean split between what Claude reads and what it writes, explicit memory you control, you have two options: build it by hand, or let a plugin do it in one command. Start with the plugin.

Install Once, Type /begin, Done CoWork OS is a free plugin (by Paul J Lipsky) that sets up your whole workspace through a short conversation. Install it, open a new session, type /begin, and answer a few questions. About five minutes later you have folders, an identity file, workspace rules, and a memory system, all built for you.

Get CoWork OS and Install It

Download the plugin, then point Cowork at it. About two minutes.

📦
cowork-os-plugin.zip
Download the Plugin
By Paul J Lipsky. We host a copy here so the link never breaks.
1

Download and unzip

Unzip the file. You get a folder called cowork-os-plugin. Put it anywhere you can find again.

2

Install from folder

In Cowork, click Customize (top-right), then Browse plugins, then Install from folder. Choose the cowork-os-plugin folder you just unzipped.

3

Open a new session and type /begin

The plugin registers its commands. Type /begin and answer the questions. If /begin does not appear, restart the Cowork session.

Installing Other Plugins The plugins elsewhere on this site come as a single .plugin file instead of a folder. For those: download the file, then drag it into a Cowork session or double-click it, and click Install. If a plugin lives in a GitHub repo, add it with /plugin marketplace add [user]/[repo], then /plugin install [name]. Since August 2026 you can also point the marketplace at the web address of a plugin zip.

What /begin Asks, and Builds

Claude asks you…What it builds
Your name and role?An identity file so Claude knows who you are on every task
Your company, and what you do day to day?Context so Claude understands your world
What tools do you use?So Claude knows which formats to create
How do you like to work?Behavior rules: direct vs detailed, short vs thorough
Any projects you're on right now?A folder with isolated memory for each one

When it finishes, your cloud folder holds an identity file, a templates folder, per-project folders, a place for everything Claude creates, workspace rules, and a memory file, all filled in from your answers. From then on, "remember this: [fact]" saves a note that persists, and "new project: [name]" spins up an isolated folder and memory in one line.

Want to Understand or Build It by Hand? You don't need to, the plugin handles it. But if you want to know exactly what each piece does, or set it up manually and tune it, that's power-user territory. The Advanced Guide covers the folder architecture, the identity file, and the CLAUDE.md + MEMORY.md system in full.
6
Step 6

Connect Your Tools & Pick a Model

Give Claude access to your apps, and know which model to reach for.
Optional, But Powerful Connectors and plugins aren't required. But they turn Claude from a general assistant into a specialist that pulls data from your tools and does domain work at a professional level. Most people add two or three in their first week.

Connectors: Plug In Your Apps

A connector gives Claude direct access to a tool, no copy-pasting, no exporting. Adding one takes about 30 seconds: click "Connect" and sign in. There are 50+ across every category. The ones most people start with:

ConnectorWhat Claude Can Do
Google DriveRead and reference your Docs, Sheets, and Slides
GmailRead, draft, and send email; search your inbox
Google CalendarRead your schedule, find conflicts, prep for meetings
SlackRead channels, search messages, catch up on what you missed
HubSpot / SalesforcePull CRM contacts, deals, and account records

Full directory at claude.com/connectors. All free. Add one via Cowork → Customize → Connectors.

Install Claude in Chrome First One browser extension lets Claude see and act in your browser: fill forms, pull data from a live page, take screenshots. Combined with Cowork, you can say "look at this page and write a competitive analysis" and Claude reads the page, then creates the Word doc. Search "Claude" in the Chrome Web Store.

Beyond connectors, plugins teach Claude to do role-specific work (Sales, Marketing, Finance, Legal, Data, and more), each bundling skills and templates built by Anthropic. Browse them under Customize, and see the Advanced Guide for building your own.

Which Model Should You Use?

Claude comes in four models. You pick yours in the Cowork interface. From fastest to most capable:

Haiku 4.5, the fastest and cheapest. Reach for it on quick, simple jobs: reformatting text, a one-line question, high-volume back-and-forth.
Sonnet 5, the everyday default. Fast, and close to Opus-level on real work. It handles most of what you'll throw at it. Start here.
Opus 5, the deep-work model and the cost-effective pick for hard tasks. Best when the work needs careful reasoning or runs long, and it clears the large majority of demanding work for less than Fable 5. Make it your default when a job is genuinely hard.
Fable 5, the most capable model Anthropic ships. Built for the hardest reasoning and long-horizon work. It costs more per token than Opus, so save it for the roughly 10% of tasks where Opus gets stuck.

Rule of thumb: start with Sonnet 5. Move up to Opus 5 when the task is high-stakes, complex, or long-running. Drop to Haiku 4.5 for something quick. Escalate to Fable 5 only when Opus can't crack it.

7
Step 7

Keep Going

A few habits that matter, and where to go next.

Four Habits Worth Building Now

Start fresh often

A new task should be a new session. Long threads make Claude re-read everything and burn your limit (that's the warning from Step 1). When a job is done, start a clean one.

Be specific

Role, task, format, audience. "A 10-slide investor deck for angel investors, confident tone, with a projections slide" beats "make a deck" every time.

Save deliverables you'll want on your phone as .docx or PDF

The Drive connector reads Office files and Google Docs from a phone session, but not .md. If you want to pull something up on mobile, don't save it as markdown.

Keep your folder lean

Cowork reads your folder before every task. Don't dump files in "just in case", a tight folder means Claude reads fast and reads well.

Watch These First

The Future of AI at Work: Introducing Cowork MUST WATCH

Anthropic (Official) • Webinar with live demos
The best overview of what Cowork can do and how it works. Start here.
📖

Get Started with Cowork, Official Help Center MUST READ

Anthropic (Official) • Setup article
The official getting-started docs: installation, first task, folder access.

Where to Go Next

You want to…Go to
Get dramatically better results from any promptThe Prompting Guide
Build workflows Claude runs for youClaude in Action
Set up the folder/CLAUDE.md/memory system by hand, build skills and pluginsThe Advanced Guide
Use Cowork on your phone and the webClaude Everywhere
You're Ready You have enough to do real work today: a cloud folder, a first task under your belt, Projects for organization, and the option to power up when you want it. Come back to this page anytime. Now go hand Claude something real.