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Ask Tiff

Meet the Paralegal that Never Sleeps

Tiff knows every case, every file, every deadline. Ask her anything. She drafts, researches, follows up, and never clocks out.

ProPlaintiff AI Paralegal interface powered by 6.7 million case law database - showing conversational AI for case building, legal document drafting, bulk PDF uploads, and automated case analysis for personal injury attorneys and paralegals

Why Personal Injury Firms Need More Than Generic LLMs

Conversational AI purpose-built for personal injury attorneys and their case files.

ProPlaintiff medical bill extraction and analysis showing itemized emergency ambulance transport billing statement - capturing medical expenses, insurance information, and damage calculations for personal injury demand letter generation and damages assessment
Ask Tiff Anything
Ask about timelines, damages, liability, or anything your case needs. Or research using our case law database of 6.7M files.
ProPlaintiff integrated case dashboard displaying personal injury case financial metrics - settlement demand tracking ($60,000), case file management (4 files), case duration (101 days), transparent AI cost analytics ($17.7), client contact information, and collaborative task management with deadline scheduling
Create A Case
Start a new case with Tiff. Simply upload your intake form and case documents, then answer a few questions regarding your case.
ProPlaintiff secure case management dashboard for personal injury litigation showing organized case file structure with HIPAA-compliant folders - Medical Treatments, Legal Analysis, Damages Assessment, Settlement Docs, and integrated document collaboration with encryption security
Generate A Document
Use plain language to draft any legal document. Ask Tiff to creating pleadings, demand letters, and more.

"Absolutely mind-blowing! This AI software has revolutionized my law practice. It saves me countless hours of document review, and the demand letter summaries it generates are precise and incredibly detailed. It's like having a junior associate who never sleeps!"

Personal injury legal professional representing law firms that use ProPlaintiff AI paralegal software.
Sonja Duckstein
Law Offices of Sonja Duckstein

Tiff's Capabilities

What Can You Ask Tiff?

From quick case lookups to full document drafts, Tiff handles the paralegal work that used to take hours. Every answer comes with citations from your actual case files.

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Answers are always grounded in your case files, not hallucinated facts.
Green icon of a document with a heartbeat line and magnifying glass symbolizing document review or analysis.
Searches across all cases and files simultaneously, not just the one you have open.
Green icon of a document with a heartbeat line and magnifying glass symbolizing document review or analysis.
Can draft any ProPlaintiff document from the conversation, with no forms, no re-entry.
Case Q&A
"What are the key liability facts in the Martinez case?"
Surfaces cited facts across all uploads
Damages Research
"Calculate total economic damages including future care."
Computes from your actual records
Document Search
"Find every mention of lower back pain across all records."
With source citations for each hit
Jurisdiction Research
"What's the SOL for premises liability in Arizona?"
From 6.7M PI case law files
Draft Assistance
"Write a response to this interrogatory using case facts."
Draft ready in under 2 minutes
Set Calendar Dates
"Create a reminder to send pleadings and set the SOL for @Danny V. Waymo"
Cross-references all documents

How It Works

Up and Running in Minutes

1
Connect Your Cases
Upload files directly or connect Google Drive, OneDrive, Clio, MyCase, or Filevine.
2
Ask Tiff
Type any question about your case. Tiff searches your files and answers with citations.
3
Draft & Generate
Ask Tiff to draft any document. Review, edit, and finalize with one attorney sign-off.

Frequently Asked Questions

Everything you need to know about Ask Tiff.

What is Ask Tiff and how does it work?

Tiff is your firm's 24/7 AI paralegal, available any time you need a quick answer or a drafted document. Ask her any question about a case, and she searches your connected files and case law database, then answers with citations back to the exact source so you can verify every claim.

How is Tiff different from ChatGPT?

Unlike a general-purpose chatbot, Tiff is purpose-built for personal injury law and works directly from your firm's own case files and a case law database rather than the open internet. Every answer she gives cites its source, so you're never left guessing where a fact came from.

Which case management tools does Tiff connect to?

You can upload files to Tiff directly, or connect Google Drive, OneDrive, Dropbox, Filevine, Clio, or MyCase so she can pull from wherever your firm already stores documents.

Can Tiff draft documents?

Yes. Ask Tiff for a demand letter, medical chronology, pleading, or virtually any other case document, and she generates a ready-to-review draft using that case's own files and details. She can even create a new case from a single chat request.

Can I create shortcuts for the requests I make most often?

Yes. Custom Ask Tiff prompts let your firm save frequently used requests, like drafting a medical summary or kicking off a settlement analysis, as quick-action chips right beneath the chat box. Prompts may be shared across the whole organization so everyone can get similar results.

Does an attorney still review Tiff's work?

Always. Tiff drafts and researches. Your attorneys review, edit, and give final sign-off on everything.

Is my client's data kept secure?

Yes. Uploaded documents are encrypted in transit and at rest on our HIPAA-compliant platform, and only essential personnel can access your data for system maintenance and support. We never use your files to train AI models or sell them to third parties.

AI Built for Personal Injury Attorneys and Paralegals

Join forward-thinking PI firms who are reclaiming 10+ hours per week with AI-powered legal assistance.