Jun 1, 2025
Learn how to bypass Claude usage limits, manage chat history, upload files & use Claude models with fewer limits via Writingmate.ai.
Claude has long been one of the most used AI chatbots. Both its free and Pro plans have quite a strict message limit. For example, before the free Claude would let you send more or less 40 short messages per day. Now, policy has changed and in 2025, limits are dynamic and depend on your queries. Claude limits resets each 5 hours. Claude Pro has less user caps and will surely let you go over 50 messages every 5 hours (hundreds per day). These limits vary with conversation length, attachments, using web features and other aspects.
To give context, Claude can work within a huge context window (up to 200,000 tokens of text). Long chats or big file uploads use up your quota faster and usually need more AI compute and resources.
In contrast, ChatGPT (GPT-3.5) has a fixed 4,096-token context & no strict message cap inside of ChatGPT and all-in-one platforms like Writingmate alike.
Here’s my quick comparison of Claude vs some other popular models (approximate limits) in 2025:
Model | Daily Limit (approx) | Notable Features |
Claude 4 (Free) | ~40 messages/day (resets daily) | File uploads (PDF, DOCX, CSV, TXT, etc.) up to 30 MB each |
Claude 4 (Pro) | ~45 msgs/5hr (~216/day) | $20/mo; about 5× free usage |
ChatGPT with GPT5 (Free) | No fixed limit (4K token context) | GPT-3.5 model; no file uploads |
ChatGPT Plus | No fixed limit (8K/32K token context) | GPT-4 model; $20/mo; image/DALL·E support |
Mistral 7B | Unlimited (open-source) but slower | 8K context; free to use |
LLaMA 3 (7B) | Unlimited (open-source) | 8K context; free to use |
How to Maximize Claude AI Use. Turning Free into Pro?
With years of using Claude I've tried stretching your limit hard, bot on free tier, a paid one and within Writingmate.ai all in one chatbot. Ironically enough, even The official Claude Usage Best Practices do suggest quite useful steps for users to optimize Claude AI free limit & even some of Claude Pro limits:
Start a new conversation often. Claude rereads the entire chat history on each message. And this costs tokens. Beginning a fresh chat reduces work, it often saves my user limit.
Bundle questions into one message. Instead of sending separate prompts, ask multiple related questions together. Each new message forces Claude to re-read, so combining questions uses fewer tokens overall.
Avoid re-uploading files. Claude remembers file context within a conversation. Upload a file once per session; reuse the context instead of uploading again.
Use Claude Projects/Knowledge Base. If you work on related tasks, upload documents to a Project. Claude caches these, and repeating content doesn’t eat your message count, usually.
Claude 4 does well in specific tasks like coding, and I recommend you to watch this video below. With additions and capabilities of Writingmate.ai plus its 100+ AI models to switch, compare and maximize potential of, you can make Anthropic models really used to their fullest, in any kind of task.
Bypass the Limits with the Claude API or Third-Party Apps
Folks online often say a much more powerful solution would be to use Claude’s API. In my experience, it has much higher rates and you pay for as much as you actually use.
For a quick example: Tier 1 Claude API keys allow nearly 50 requests per minute for Claude 4 Sonnet.
With such configuration, you can run intensive tasks & continuous processes without waiting for resets. (Integrating the API requires some coding, billing + API key right from Anthropic.)
But it's not limited to coding. You can try a chat app that accepts your Claude API key without those hilarious Claude message limits. For instance, Writingmate all-in-one AI chatbot lets you use over 200+ AI models for text, coding, and images, with features like LLM comparison, MCP support for AI agents, and a refreshed 2025-friendly UI. No API needed and subscription starts at 9 dollars. You can try the app via the link: new.writingmate.ai
This tool gives you most of API power with no coding. No actual API keys used and you don't pay for each prompt, but get a very spacious plan to make all of your… plans possible :D
As my other blog posts explain, using even a basic subscription from writingmate.ai lets you to unlock higher usage and you get more for your buck in general.

What Can I Upload to Claude?
Claude supports many document types in chat or projects, as long as they fit within the context window. You can upload: PDF, DOCX, CSV, TXT, HTML, ODT, RTF, EPUB, JSON, and even XLSX (if you have the analysis tool enabled). Each file can be up to 30 MB, and in 2025 you can upload up to 20 files per chat. Note that Claude only extracts text from non-PDF files (images inside them aren’t often read if you don't prompt it specifically).
With writingmate.ai, you also get an ability to upload various file types to analyze and work with, and you can do it almost with no limits or caps.
For PDFs, Claude 4 and Claude 3.5/3.7 Sonnet can analyze both text & visual content (images/charts) if the PDF is under 100 pages.
But with Writingmate multi-model approach, you can do even more with such documents. At the same time, larger PDFs or other models only get the text. So in practice, if your file is very large or in case it has a huge ammount of pages, you better split it to stay within limits.

How (and why) to Manage Claude Chat History
Does AI save chats and let you search in chats? For a long time, Claude does save your chats by default as part of your account history. Still, in case you want to erase that data, do this:
Delete an individual conversation: Open the chat, click its title at the top, and choose
Delete, removes that chat from your list.
Bulk delete conversations: In the left panel, hover and click “View all” to see Recents. Check each chat you want gone and hit Delete Selected
Clear all chat history: Go to your profile icon (bottom left), open Account Settings, find the privacy/account section, and use “Clear chat history”. Follow prompts to erase everything.
These tools mean Claude will no longer be saving deleted chats on its backend. For privacy, deleting old chats can, in my experience, be quite convenient as well. Also, if you ever want a copy of your data, Anthropic lets you export all chat history from Account Settings.
Writingmate.ai does a similar thing, it lets you export all data and / or remove previous chats. Remember, that you can always swich models in any given Chat and go from Claude 4 sonnet to Llama 4 Maverick, or from GPT4o to Deepseek R1, and many more and it's very simple to do in 2025.
Claude + Other Top AI Models on an All-in-One Platform
Some platforms let you use Claude without the usual web limits. Writingmate.ai is a multi-model chat app with far more freedom. There are more than 100 AI models to use. That includes OpenAI GPT-5, openAI o3 mini (&high), Anthropic Claude (4, 3.7 Sonnet, 4.1 Opus), Google Gemini 2.5 + Pro, Meta LLaMA 4, Mistral, and others.

Writingmate’s free tier already has a lot more use and less caps on many models and better daily quota on premium models that is often higher than those on a "default" Anthropic UI. Main feature is that it lets you switch models instantly.
For example, you start a chat with GPT-5 and then need to switch to Claude 4 sonnet for coding, and then to Perplexity or Gemini for world knowledge and deep research. This is done inside of one chat with one push of the button and great continuity. There is also quite a handy model comparison feature. That means if Claude hits a wall (or is down), you can flip to GPT-5 (or 4o / o3), alternatively, another Claude variant and keep going, just with one switch of a button.
You keep your chat history, use all of best capabilities of multiple models at the same time, and do much more. All major Claude versions (including Claude 4 Sonnet and Claude 4.1 Opus) are supported on Writingmate. (Pro tip: Writingmate’s blog even suggests checking Anthropic’s status page; simply switching models via Writingmate during all kinds of outages.

Conclusion
In short, by using your Claude API key in these tools; with just switching models; or with tools like Writingmate, you get more messages and flexibility with no complicated setup.
Example: When Claude AI is down or rate-limited, Writingmate’s Writingmate lets you switch to other models and keep working. Writingmate’s blog explains how to check Claude’s status & try alternatives.
For detailed articles on AI, visit that full blog that we make with a love of technology, people and their needs. See you in the next articles!
Artem
Useful Links & Readings
Here are some basic resources that you may find useful.