Ask Tiff Full Walk-Through
Ask Tiff Video Transcript
Ask Tiff Video Transcript
The AI paralegal serves as your go-to assistant for drafting, research, and document analysis within ProPlaintiff. From the home screen, you’ll find a familiar chat interface where you can enter prompts or choose from suggested requests. You can ask it to create motions, subpoenas, batch draft interrogatories, or draft mediation letters. It also supports document uploads, allowing you to attach files such as PDFs from your computer or connected apps like Google Drive. By using @mentions, you can reference specific cases and prompt the AI to return detailed case information instantly.
The AI paralegal is especially effective for starting new cases, editing existing ones, drafting legal documents using case data, conducting legal research through a case law database, and managing tasks, calendar events, time entries, and expenses. With built-in agentic AI capabilities, it can also handle more complex, multi-step tasks. For example, you can prompt it to draft a demand letter for an existing case and suggest an appropriate demand amount. The AI will execute a sequence of actions, which you can monitor in the chat log, and once complete, you can review its work, ask follow-up questions, or request revisions in real time.
To get the best results, it’s important to write clear and specific prompts. Providing context—such as who the task is for, what you need, and why—helps the AI generate more accurate outputs. Using @mentions to reference cases and assigning tasks to team members further improves precision. Be explicit about the format, style, and jurisdictional requirements of the document you need. If you want content written in a particular tone or for a specific audience, clearly define those characteristics in your prompt. By refining how you communicate with the AI paralegal, you can significantly improve the quality and usefulness of its responses.
Where to Find Ask Tiff
Log in to ProPlaintiff.ai
Open the main navigation panel on the left side of the screen
Select Ask Tiff
The Ask Tiff workspace will open in the center of your screen, displaying:
A prompt input field
File upload options
Quick action tools
Suggested workflows
2. Bottom Chat Panel (Quick Access)
Ask Tiff is also available as a bottom chat panel that appears on the lower portion of your screen.
This panel can be opened while working anywhere in the platform
It allows you to interact with Ask Tiff without leaving your current page
You can start a new chat or continue existing conversations
This is ideal for:
Asking quick questions
Drafting while reviewing a case
Adding information without interrupting your workflow
What’s New
Ask Tiff has been completely rebuilt to function as a full case operations hub.
It now has access to:
Case files
Case data and fields
Documents
Calendar and events
Contacts
This allows Ask Tiff to take action and generate outputs based on the actual state of your case, not just what is typed into the prompt.
What You Can Do
Create a Case
You can create a new case directly from Ask Tiff.
Example: “Create a new case for John Smith motor vehicle accident”
Ask Tiff will:
Create the case
Set it up in your system
Allow you to continue building it without leaving the chat
You can also use @mentions to assign team members during creation.
Generate Legal Documents
Ask Tiff can generate documents using real case data and uploaded files.
Common examples include:
Demand letters
Medical chronologies
Pleadings
Motions
Subpoenas
Because Ask Tiff is connected to your case, it automatically pulls in relevant documents, facts, and details.
Upload Files Directly to a Case
Files uploaded through Ask Tiff are automatically tied to your case.
This allows you to:
Add documents without navigating away
Immediately use those documents for drafting or analysis
Build your case while working in chat
Work in Full Case Context
Ask Tiff understands your case environment.
It can:
Answer questions based on case data
Reference uploaded documents
Use prior work product
Incorporate timeline, damages, and parties data
This eliminates the need to repeatedly explain or re-upload information.
Medical Chronology Generation
Medical chronologies have been redesigned using a structured three-step process:
Extraction – Pulls raw clinical data from documents
Abstraction – Builds a clear, chronological medical narrative
Refinement – Improves clarity, accuracy, and readability
This results in:
Cleaner outputs
More reliable timelines
Fewer revision cycles
Demand Letter Generation
Demand letters now follow an improved generation process similar to medical chronologies.
Enhancements include:
Stronger first drafts
More consistent formatting
Better use of supporting documents
Improved narrative flow
You can generate a demand letter directly from chat or through guided steps, including:
Selecting a template
Setting a demand amount
Choosing which documents to include
Referencing a Case Using the @ Symbol
Use the @ symbol to reference a case directly in your prompt.
Example: “Draft a demand letter for @Silvas”
This automatically pulls in:
Case details
Uploaded documents
Relevant context
No need to manually attach or restate information.
Uploading Files and Photos
You can upload:
PDF, DOC, DOCX files
Images such as JPG and PNG
Ask Tiff can:
Summarize documents
Extract key data
Analyze images
Incorporate findings into drafts
Quick Action Tools
Quick actions provide fast access to common tasks.
Examples include:
Draft Lien Reduction Letter
Create Interrogatories
Find Case Law
Create a Motion
Create a Subpoena
Draft a Mediation Letter
Draft a Pleading
Letter of Representation
Motion for Summary Judgment
Selecting a quick action automatically generates a structured prompt.
Submitting a Request
Enter your request in the prompt field
Reference a case using @ if needed
Upload any relevant files
Click Send
You can continue refining results through follow-up prompts.
Best Practices
Use @mentions to ensure Ask Tiff is working within the correct case
Upload key documents early for better outputs
Be specific with requests
Review and edit all generated content before use
Use AI-generated drafts as a starting point, not a final product
Summary
Ask Tiff is no longer just a drafting tool. It is a fully integrated case assistant that allows you to create cases, upload documents, generate legal work product, and manage workflows all in one place.
By combining real case data with intelligent automation, it significantly reduces manual work and improves consistency across your practice.
Need Help?
👉 Check out our YouTube video - ProPlaintiff.ai V3 Tutorial Walkthrough
If you need additional assistance, please don’t hesitate to reach out to our support team via chat or email us at cx@proplaintiff.ai. We're here to help!