Teach Claude a computer chore once by recording it, then reuse or schedule it
- One repetitive chore on a Mac (for example a weekly report from a spreadsheet export, or filing downloads into folders), recorded once, tested, and optionally scheduled weekly for one month.
- Record a skill needs Claude for Mac on a Pro, Max or Team plan. It isn't available on Windows, in chat, or on Free and Enterprise plans (Claude Help Center, checked Oct 19 2026).
- Plans are priced for one month billed monthly. Recording, skills and scheduled runs use your plan's usage limits, and Anthropic doesn't publish a cost per run, so no per-run line is priced.
1. Workflow
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Pick one chore you repeat at least weekly and plan a short recording: what to have open, a safe sample input, the steps in order, and one spoken line per step that explains why you do it.
- Tool
- Claude chat (ChatGPT or Grok also fine)
- Why
- Anthropic's help center says the best skills solve one specific, repeatable task and focus on one workflow. A recording can run about 10 minutes, and narration gives Claude context it can't get from the screen alone, like why you skip a step (Claude Help Center: How to create custom skills, updated Oct 15 2026).
- Cost
- $0 on Claude Free.
Paste into ChatGPT, Claude or Grok.
Preview prompt: Recording plan and narration script
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Get ready: update Claude for Mac to the latest version, close every file, app and conversation you don't want captured, and be ready to grant the two macOS permissions Claude asks for the first time (Accessibility and Screen recording). macOS may ask you to restart Claude.
- Tool
- Claude for Mac
- Why
- These are Anthropic's "Before you record" steps. Everything on screen and everything you say is captured for the whole session, so the help center warns not to type passwords or show sensitive information or private conversations (Claude Help Center, updated Oct 15 2026).
- Cost
- Record a skill needs Pro ($20/month billed monthly), Max or Team; it isn't on Free or Enterprise.
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Record it: open Cowork in Claude for Mac, click + in the composer and choose Record a skill (or go to Customize > Skills > Add > Record your screen). Click Start recording, leave the mic on, do the chore once while reading your Step 1 script, then click Done (or Discard to throw it away).
- Tool
- Claude Cowork (Mac)
- Why
- This is the recording flow in Anthropic's help center. The capture bar counts the steps it has captured; a countdown appears with about a minute left, and at zero everything so far is sent to Claude as if you clicked Done (Claude Help Center, updated Oct 15 2026). Anthropic announced the feature on July 21, 2026 (@claudeai on X).
- Cost
- Included in Pro, Max and Team; uses your plan's usage limits.
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Review what Claude proposes: expand Content on the proposal card, then Save a NEW skill (or Update, if Claude matched an existing skill) or Dismiss. Then tighten it so it works on new inputs, and paste the improved version into the skill in Customize > Skills.
- Tool
- Claude Cowork (Mac)
- Why
- After Done, Claude starts a Cowork task, reviews the recording and proposes a new skill or an update to an existing one. Saved skills appear in Customize > Skills and can be edited like any other. Skill names are capped at 64 characters and descriptions at 200, and Claude uses the description to decide when to use the skill (Claude Help Center, updated Oct 15 2026).
- Cost
- Included in your plan; uses your plan's usage limits.
Paste into a new Cowork task in Claude for Mac.
Preview prompt: Skill tune-up
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Test it on a fresh, real example in a new Cowork task. Use Manually approve for this first run, check that Claude says it's using the skill, and compare the result with what you'd have made by hand.
- Tool
- Claude Cowork
- Why
- Anthropic's skill checklist says to try prompts that should trigger the skill, review Claude's thinking to confirm it loaded it, and adjust the description if Claude doesn't use it when expected. Its safety guide recommends Manually approve when you're using a new tool for the first time or a mistake would be hard to undo (Claude Help Center, updated Oct 15 2026; Use Claude Cowork safely).
- Cost
- Included in your plan; uses your plan's usage limits.
Paste into a new Cowork task in Claude.
Preview prompt: First test run with a report
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Optional: put it on a schedule. Type /schedule in any Cowork task, or click Scheduled in the left sidebar > New task > Create with Claude. Pick the cadence and approval mode, click Schedule, and check the first runs on the Scheduled page.
- Tool
- Claude Cowork scheduled tasks
- Why
- Scheduled tasks can use your skills and connectors, run hourly, daily, weekly, on weekdays or manually, and run remotely even when your Mac is asleep. A task that needs local files or apps only runs locally. Anthropic advises starting with low-risk tasks, not scheduling sends or purchases, reviewing every run and pausing tasks you don't use (Claude Help Center: Schedule recurring tasks, updated Oct 14 2026; Use Claude Cowork safely).
- Cost
- Scheduled tasks are on all paid plans; each run uses your plan's usage limits.
Paste into any Cowork task in Claude.
Preview prompt: Scheduled task setup
2. Recommended tool chain
- Claude chat (ChatGPT or Grok also fine)
- Claude for Mac
- Claude Cowork (Mac)
- Claude Cowork (Mac)
- Claude Cowork
- Claude Cowork scheduled tasks
3. Total cost
Unpriced items are left out of the total (marked “cost not sourced”), so the real total is higher. All totals are our arithmetic from sourced unit prices.
Cheapest route
$20.00 sourced items only
Our arithmetic: sum of the sourced line items only.
Cheapest route: plan the recording in free Claude, then record, test and run one weekly scheduled task on Pro.
Line items (2)
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Step 1 recording plan: Claude Free: $0.00
Our arithmetic: Claude Free = $0 (our arithmetic)
Free includes chat on web, desktop and mobile; one planning chat fits. ChatGPT or Grok free tiers work too.
Source: Anthropic: Claude pricing, checked Oct 19, 2026
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Steps 2-6 Record a skill, test and schedule: Claude Pro, 1 month: $20.00
Our arithmetic: Pro $20/month billed monthly (our arithmetic: one month)
Pro lists "Hand off and schedule tasks" and more usage than Free. Annual billing is $17/month ($200 up front). Anthropic doesn't say how many recordings or scheduled runs that covers.
Source: Anthropic: Claude pricing, checked Oct 19, 2026
Best-quality route
$100.00 sourced items only
Our arithmetic: sum of the sourced line items only.
Best route for heavy use: Max gives more headroom for several recorded skills and frequent scheduled runs. Start on Pro and move up only if you hit usage limits (Settings > Usage).
Line items (1)
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Steps 1-6 everything, several skills on busy schedules: Claude Max, 1 month (lowest listed Max price): $100.00
Our arithmetic: Max "From $100" per month (our arithmetic: one month at the lowest listed Max price)
Max offers 5x or 20x more usage than Pro, higher output limits and priority access at high-traffic times. The page shows only a "from" price, so we haven't priced the 20x option.
Source: Anthropic: Claude pricing, checked Oct 19, 2026
4. Current promos
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Claude Pro annual billing: $17/month vs $20 monthly
Anthropic's pricing page lists Pro at $17/month with an annual subscription ($200 billed up front) versus $20/month billed monthly. This is a standing discount, not a limited-time sale.
Applies to: Claude Pro on the cheapest route ($17/month billed annually vs $20 monthly)
Standing, no end date. Only worth it if you'll keep Pro for a year.
Source: Anthropic: Claude pricing, checked Oct 19, 2026
5. Learn it
Last verified Oct 19, 2026. Items older than 30 days are marked.
Step 3: Claude Cowork (Mac)
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Official page How to create custom skills (section: Record a skill)
Claude Help Center (official) · published Oct 15, 2026 · verified Oct 19, 2026
Page metadata shows it was last modified Oct 15, 2026 (UTC). Plans and Mac-only availability, permissions, the two ways to start a recording, the ~10-minute limit, the proposal card and what's kept afterwards.
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Creator post New in Claude Cowork: teach Claude a skill
Claude (@claudeai, official) · published Jul 21, 2026 · verified Oct 19, 2026 · older than 30 days
Official launch post: record your screen, talk through the task, and Claude turns it into a skill it can run again. Older than 30 days; the help center has newer details.
Step 5: Claude Cowork
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Official page Use Claude Cowork safely
Claude Help Center (official) · published Oct 14, 2026 · verified Oct 19, 2026
Page metadata shows it was last modified Oct 14, 2026 (UTC). Approval modes (Manually approve, Automatically approve, Skip all approvals) and how to set up scheduled tasks carefully.
Step 6: Claude Cowork scheduled tasks
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Official page Schedule recurring tasks in Claude Cowork
Claude Help Center (official) · published Oct 14, 2026 · verified Oct 19, 2026
Page metadata shows it was last modified Oct 14, 2026 (UTC). Create with Claude vs Set up manually, cadences, approval mode, remote vs local runs, and pausing or deleting tasks.
6. Caveats and assumptions
- Record a skill is Mac-only and needs Pro, Max or Team. ChatGPT and Codex's Record & Replay is also Mac-only. Grok Bot's Teach a task records a browser workflow in the Bot's own computer view, with no microphone, and xAI says it may be enabled gradually (see our Grok Bot playbook).
- Everything on your screen and everything you say is captured while recording. Use sample files and close inboxes, client data and private chats first. Never type passwords during a recording.
- Anthropic says the video and audio aren't kept; what's saved is a set of screenshots inside the Cowork task, and deleting that task removes them.
- One recording shows one example. Check the drafted skill for variable inputs, naming rules and decision points before trusting it on new data.
- If your message box no longer shows Chat and Cowork options, you have Anthropic's new unified Claude experience, which is rolling out gradually; some steps may look different.
- Scheduled tasks run while you're away. Don't schedule anything that sends messages, makes purchases or touches sensitive files, and review each run on the Scheduled page.
- Anthropic doesn't publish how much usage a recording or a scheduled run takes. Check Settings > Usage after the first week.
- Plan features and prices are from Anthropic's pages on the verified date and can change; costs are our arithmetic, one month unless stated.
Last verified Oct 19, 2026.
