The AI Assistant chat in Casefleet is a powerful chat-based feature designed to help legal professionals work more efficiently with large volumes of case documents. Whether you're reviewing pleadings, discovery materials, or correspondence, this assistant helps you uncover key information quickly and accurately.
NOTE: The AI Assistant chat is currently available as a beta feature. To participate in beta testing, you must have an AI-Enhanced subscription. If you're interested in trying it out, please reach out to a human agent through in-app chat or email support@casefleet.com to request that the feature be enabled for your account.
Accessing the AI Assistant chat
You can open the AI chat assistant in two ways:
Click the AI chat icon in the top-right corner of the screen, available from anywhere within Casefleet.
Alternatively, use the keyboard shortcut CTRL/CMD + ? to launch the assistant instantly.
Casefleet’s AI Assistant chat is designed to provide assistance with document review and case analysis, so each chat conversation is linked to a particular case file in your account. Opening the chat window within a case will auto-associate the chat to the current case. If launched from the dashboard or another area outside a specific case, the AI Assistant chat window will prompt you to select a case before asking questions. This ensures that each conversation is restricted to a particular case file and access is limited to only the appropriate case data.
Starting a conversation and asking questions
Once the AI chat window is open, simply type your question into the input field. The AI Assistant will analyze all of the case’s uploaded source documents and return a response with key excerpts. Whenever possible, clickable citations are included in answers that will take you directly to where the AI found the information in a Source document.
This makes it easy to quickly review cited information in its original context without manually searching through the documents.
Creating facts and copying text
When reviewing a citation highlighted by the AI, you can either create a Fact from the text or copy the text for later use. These options are currently available for PDF and DOCX files only.
Creating a Fact directly from the AI’s findings can save time and reduce the chance of transcription errors during review.
Viewing past conversations and managing chat history
On the left-hand side of the AI chat window, you’ll find a history of your recent conversations in the selected case file, organized by date. You can click on any past query to reopen the conversation and review the results. To remove a query from your history, hover over the entry and click the delete icon.
Starting a new chat or switching between cases
To begin a fresh conversation, click + New Chat in the top-left corner of AI chat window. If you need to switch to a different case during an ongoing conversation, click change case. This allows you to continue using the assistant without first closing out of the chat pane.
AI Chat enhancements as of August 1, 2025
We’ve introduced several key upgrades to improve how the Casefleet AI Assistant interacts with your case data and provides meaningful assistance.
Automatic case context updates
Once you start a new chat, the AI Assistant is provided updated statistics about your case, including the number of sources, facts, issues, etc. This ensures that responses reflect the most recent state of your work.
The AI may also prompt you with questions for providing additional context about the case, such as what type of case you’re working on, who you represent, or what your specific objectives are for the case. These details help shape the overall case strategy and improve the relevance of the AI’s suggestions.
Once the case aims and overview are established by the AI, they’re saved as part of the case context. Any future chats with the AI will automatically reference this information, allowing for more coherent and strategic conversations without needing to repeatedly provide those details.
Keyword search
Casefleet’s AI chat can now perform keyword searches in any record or document in the case file, including facts, entities, issues, and tasks. This ensures that the AI can perform powerful searches across the entire case file - including in sources that haven’t been processed by Document Intelligence.
Current limitations
While the AI Assistant chat is a powerful time-saving tool, there are a few limitations to be aware of during the beta-testing phase:
The automatic context menu that appears when visiting a citation (with options for fact creation, text copying, etc.) are only supported in our Standard Document reviewer at this time.
You cannot upload documents through the assistant — uploads must be handled through the standard upload on the Sources or Case Home tab.
Since the assistant is in early development, responses may sometimes be limited or less precise, particularly for vague or overly broad questions.
The AI Assistant Chat will be a billed feature, but our team has not yet finalized our cost analysis. The feature will be free to use during the limited Beta period only.
NOTE: For documents uploaded before April 2024, prior to the release of our V3 paged document reviewer, citations generated by the AI chat will open only to the first page of the document. For documents uploaded after April 2024 and viewed in the continuous scroll version of the reviewer, citations will correctly navigate to the referenced passage.
Tips for Effective Use
Ask focused, specific questions for the most accurate results.
Use keywords or legal concepts that are likely to appear in the documents.
Review the clickable references to validate accuracy and context.
Monitor context usage in each conversation and start a new chat if the usage percentage gets closer to 100%.
We're here to help
The AI Assistant chat is designed to simplify document-heavy legal work by helping you locate key facts, supporting text, and citations faster. We’re continuously improving this feature and value your feedback. If you have questions, run into issues, or have suggestions for improvement, please reach out through the in-app chat or email us at support@casefleet.com.