Claude Cowork Cheat Sheet: 50 Essential Commands, Prompts, and Shortcuts

The ultimate quick-reference guide for Claude Cowork. Print it, bookmark it, share it with your team.

This cheat sheet collects the 50 most useful prompts, commands, settings, and safety practices for Claude Cowork in one place. Whether you are a beginner or a power user, keep this handy.


Quick Start (5 Commands)

#What you wantPrompt / Action
1Switch to Cowork modeOpen Claude Desktop → click the mode selector → select "Cowork"
2Grant folder accessClick "Add folder" → select the folder → confirm
3First test task"List all files in this folder and tell me what you see."
4Stop a taskClick the stop button or press Cmd+. (macOS) / Ctrl+. (Windows)
5Review changesClick "Review changes" before approving any file edits

File Organization Prompts (10)

#TaskPrompt
1Sort Downloads"Sort my Downloads folder: move images to ~/Pictures, documents to ~/Documents, installers to ~/Applications, and delete anything older than 30 days."
2Batch rename by date"Rename all images in this folder using the pattern YYYY-MM-DD_original-name.jpg based on their creation date."
3Find duplicates"Find all duplicate files in this folder by comparing file content (not just names). List them and ask before deleting."
4Convert formats"Convert all .docx files in this folder to PDF and save them in a new PDFs subfolder."
5Merge PDFs"Merge all PDF files in this folder into a single document called combined-report.pdf, in alphabetical order."
6Extract images"Extract all images from the .docx files in this folder and save them in an images subfolder."
7Clean empty folders"Find all empty subfolders in this directory and list them. Ask before deleting."
8Organize by type"Organize files in this folder into subfolders by file type: Images, Documents, Videos, Audio, Archives, Other."
9Archive old files"Move all files older than 6 months to an Archive subfolder. Preserve the original folder structure."
10Generate file index"Create a markdown file called INDEX.md listing every file in this folder with its size, date modified, and a one-line description of its contents."

Data Processing Prompts (10)

#TaskPrompt
1Receipt extraction"Look at all receipt images in this folder. Extract vendor name, date, and amount from each. Create an Excel file called Expenses.xlsx."
2CSV merge"Read all CSV files in this folder and merge them into a single file called combined.csv. Handle different column orders."
3Data cleaning"Read data.csv, remove duplicate rows, standardize date formats to YYYY-MM-DD, and fill missing values with 'N/A'. Save as data-clean.csv."
4Spreadsheet analysis"Open the Excel file in this folder, calculate summary statistics for each numeric column, and create a summary sheet."
5PDF text extraction"Extract all text from the PDF files in this folder. Save each as a .txt file with the same name."
6Contact extraction"Scan all .vcf files in this folder. Create a single CSV with columns: Name, Email, Phone, Organization."
7Log analysis"Read the log files in this folder. Find all ERROR and WARNING entries. Summarize the top 5 most frequent errors."
8JSON to CSV"Read all .json files in this folder and convert each to a CSV file with flattened nested fields."
9Data validation"Read the CSV file and check for: missing required fields, invalid email formats, duplicate IDs. Report all issues found."
10Chart generation"Read the CSV file and create a bar chart showing the top 10 values by frequency. Save as chart.png."

Document Creation Prompts (10)

#TaskPrompt
1Report from notes"Read all .md files in this folder. Combine them into a single report called Q4-Summary.docx with proper headings and formatting."
2Meeting notes"Transcribe the meeting recording in this folder. Extract action items with assignees and due dates. Save as meeting-notes.md."
3Research summary"Read all PDF files in this folder. Write a 2-page literature review summarizing the key findings across all papers."
4Resume from LinkedIn"Read my LinkedIn export PDF and create a polished one-page resume in .docx format."
5Proposal draft"Read the project brief in this folder. Draft a 3-page project proposal with timeline, budget, and deliverables."
6Email template"Create 5 email templates for common client communications: intro, follow-up, proposal, invoice, thank you. Save as templates.md."
7Presentation outline"Read the report in this folder. Create a 10-slide presentation outline with key talking points for each slide."
8Blog post"Read the research notes in this folder. Write a 1500-word blog post about the key findings. SEO-optimized."
9Documentation"Analyze the code in this folder. Generate a README.md with setup instructions, features, and usage examples."
10Executive summary"Read all files in this folder and write a 1-page executive summary highlighting the key insights and recommendations."

Safety Best Practices (10)

#PracticeWhy
1Start with a test folderPrevents accidental changes to important files
2Tell Claude what NOT to changeExplicit constraints prevent unwanted edits
3Review the plan before approvingCatch errors before they happen
4Keep backups (Time Machine, Git)Undo is not built in — backups are your safety net
5Don't grant access to your home directoryToo broad — Claude might touch system files
6Watch the first run with a new appVerify Claude interacts correctly before trusting it
7Avoid financial apps unsupervisedMoney-related actions need human oversight
8Use idempotent promptsRe-running won't cause duplicate or conflicting changes
9Check outputs periodicallyCatch quality drift or edge cases early
10Log what Claude didAudit trail for debugging and compliance

Keyboard Shortcuts (5)

#ActionmacOSWindows
1Stop taskCmd + .Ctrl + .
2New sessionCmd + NCtrl + N
3Toggle sidebarCmd + BCtrl + B
4SearchCmd + KCtrl + K
5SettingsCmd + ,Ctrl + ,

Plan Limits Quick Reference

PlanPriceCowork AccessBest For
Pro$20/moYes (limited)Individual users, light tasks
Max$100-$200/moYes (more)Heavy users, complex workflows
Team$30/user/moYes (shared)Small teams, collaborative work
EnterpriseCustomYes (full)Large orgs, security & compliance

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Last updated: June 27, 2026. This cheat sheet is maintained by CoworkHow and reviewed against official Claude Help documentation.