Start a new chat every 15 to 20 messages.
Ask for a handover first (prompt 01), paste it into the new chat, and carry on. Now it isn't re-reading your whole morning.
Claude doesn't count your messages. It counts how much it has to read, and it re-reads the whole conversation every time you reply. So a long chat gets more expensive with every turn. Your limit is a context problem, and context is something you can keep tidy.
Twenty minutes to set up, then it's habits. Written for Claude, in chat and in Cowork, on any plan. The handover and the tight brief work in any AI tool.
You've also got an email on its way with links to all the free resources, so you can find them again.
Jump to the Usage Limit Guide ↓Every time you reply, Claude reads the whole conversation again before it answers, plus any files and tools that are loaded. Message twenty costs far more than message two. Big attachments, web search, research, the biggest model and a high effort setting all add to it.
There are two limits, and you can see both in Settings, then Usage: a session limit that runs for five hours from your first message, and a weekly limit. A fresh chat doesn't reset either. It just makes everything after it cheaper.
Ten habits. The first four do most of the work.
Ask for a handover first (prompt 01), paste it into the new chat, and carry on. Now it isn't re-reading your whole morning.
Click the pencil on your message, fix the wording, and it answers again. One round instead of two.
Three separate questions mean three full re-reads. Prompt 02 is the shape to use.
Brand guide, strategy, last quarter's numbers. Project content is cached, so it counts for less each time it's reused than uploading it again.
Making files (decks, spreadsheets, documents) is the expensive part. Agree the structure in an ordinary chat first, then hand the finished plan over to be built.
Opus for the hard thinking. Once the plan is set, switch to Sonnet for the work and Haiku for tidying. Model choice is one of the things that decides how fast you use your limit.
Summarise this, reword that, pull the actions out of these notes. None of it needs deep thinking. Save the high setting for the hard problems.
Connected apps take up room in every conversation. In a chat, click the + (or type /), then Connectors, then Tool access, and choose On demand. Claude then loads a connector only when the job needs it. Switch off web search when you're only rewriting a paragraph.
A vague prompt costs twice: the weak first answer, then every "actually, I meant". Prompt 03 is the brief I use.
Set it up once in Cowork and it runs on its own, in a fresh, tidy conversation every time. Prompt 04 sets one up.
01 is the one you'll use most. 02 and 03 stop the back-and-forth. 04 takes a weekly job out of your chats altogether.
Run it in the long chat. Paste what comes back as the first message of the new one.
I'm about to continue this in a new chat to keep things fast. Write me a handover I can paste in as the first message. Include: the goal, the decisions we've made so far, anything still open, and the exact next step. Leave out anything we've finished with. Under 200 words, written as instructions to you, starting "We're picking up where we left off." Don't add anything we didn't decide.
Instead of sending three questions one after another.
I have several related jobs. Do all of them in one go, clearly labelled: 1. [first job] 2. [second job] 3. [third job] For each one, give me the result, then one line on anything you had to assume. Don't ask me questions between them. Put any questions at the end.
Fill the brackets. Takes a minute, saves three rounds.
Here's the brief. Audience: [who it's for] Format: [email / post / memo / document] Length: [roughly how long] Goal: [what it must achieve] Must include: [the key points] Tone: [how it should sound] Avoid: [what to leave out] Give me one strong draft, not a set of options. Then ask me only the questions that would change the result.
In Claude Cowork: Scheduled tasks, new task, pick the day and time, paste this, save. It runs in a fresh conversation every time.
Every [Monday at 8am], do this: [the job, for example: read my calendar and last week's notes and give me the three things to focus on this week]. Pull from [where: my calendar, a folder, a spreadsheet]. Keep it to [one page]. Save the result to my Outputs folder as [job-name]-YYYY-MM-DD.md. If anything you need is missing, say so at the top rather than guessing.
Check Settings, then Usage, to see when your session resets. Until then, start a short fresh chat with a tight brief (prompt 03) rather than going back into the long one, and switch to a smaller model. A clean start with a clear ask gets far more done with what's left.
Your limit is rarely about Claude. It's about how cleanly you brief it. The people who never hit the wall are clear, specific and tidy about context, which is exactly what makes someone good at handing work to other people too. Claude just makes the cost of a messy brief show up faster.
Three ways to go further, depending on where you are.
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