ProPlaintiff.ai
AI agents and case management for personal injury law firms
About ProPlaintiff.ai
ProPlaintiff.ai is an AI case management platform built for plaintiff-side personal injury firms. It combines case tracking with an AI paralegal called Tiff that drafts demand letters, medical chronologies, motions, and other documents from the case files a firm uploads. The company was started in 2023 by a personal injury attorney and the team behind the web agency Fyresite.
Pros & Cons
Pros
- Built specifically for plaintiff personal injury work, with demand letters, medical chronologies, and lien reduction letters as first-class workflows
- Combines case management and AI drafting in one platform instead of a standalone drafting add-on
- Chronologies and AI answers link back to the source documents, which makes review easier
- States HIPAA and SOC 2 compliance, US data storage, and a no-training policy on firm data
- Integrates with Clio, MyCase, Filevine, and common cloud storage, and offers data migration
- Covers adjacent practice areas such as workers' comp, medical malpractice, and employment law
Cons
- No public pricing; you need to book a demo to get a quote
- Narrowly focused on plaintiff-side firms, so defense or general practices get less value
- Few independent user reviews on G2 or Capterra so far
- Legacy customers had to migrate from ProPlaintiff Classic to V3 when Classic was retired in August 2026
Key Features
Ask Tiff AI paralegal
A chat assistant that knows every case and file the firm uploads, answers case questions, drafts filings, summarizes evidence, and cites its sources.
AI demand letter generator
Drafts simple or complex demand letters in minutes from case documents, using custom templates that match the firm's demand style and format.
AI medical chronology
Turns uploaded medical records into a visual timeline of doctor visits, diagnoses, and treatments, each linked back to the source page.
DocGen document generation
Generates motions, subpoenas, interrogatories, lien reduction letters, pleadings, letters of representation, and mediation letters.
Agentic case management
A case dashboard that tracks timelines, flags delays, and surfaces trends across the firm's caseload, with tasks, automations, and analytics.
AI media analysis
Analyzes uploaded bodycam footage, surveillance video, depositions, and witness interviews and returns actionable insights.
AI calendar and deadlines
Tracks case deadlines and calendars them automatically, with Outlook Calendar integration.
Client care and messaging
A client-facing app and client text messaging so firms can keep injured clients updated from the same platform.
Integrations and data migration
Connects with Clio, MyCase, Filevine, Google Drive, OneDrive, Dropbox, and Outlook, with assisted migration from existing systems.
Pricing
- AI demand letters and document generation
- AI medical chronologies
- Ask Tiff AI paralegal
- Quote via demo
- Shared AI agents across teams
- Centralized document control
- Case management, automations, and analytics
- Quote via demo
- Custom deployment
- Firm-wide automation for hundreds of attorneys
- Security and compliance support
- Quote via demo
Best For
Drafting demand letters
Personal injury attorneys generate settlement demand letters from case files in minutes using firm-specific templates.
Reviewing medical records
Paralegals turn hundreds of pages of medical records into a cited treatment timeline instead of summarizing them by hand.
Running a PI caseload
Firms track every case from intake to settlement, with deadlines, tasks, and delay alerts in one dashboard.
Analyzing video evidence
Litigation teams upload bodycam, surveillance, and deposition video and get summarized insights without scrubbing footage.
Scaling a solo or small firm
Solo attorneys offload routine drafting and research to the AI paralegal to handle more cases without adding staff.
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