Bailiff vs Deadline Engine

Bailiff is a web service for legal professionals that turns court documents into reviewable deadlines and calendar events. Users upload documents, inspect proposed deadlines, and sync approved items to Google Calendar or Outlook. Each deadline shows the triggering event, source wording, and calculation path. When a new filing arrives, Bailiff checks it against existing events so changes can be approved before calendars update. The original document remains attached to the deadline, connecting the source, calculation, review status, and calendar entry. Calendar connections use APIs, support customizable reminders and time zones, and sync one way. Bailiff says it supports court orders and scheduling documents from Florida and Texas state courts, plus all Federal courts. The Bailiff Plan costs $35 a month, billed per seat / month, and includes unlimited PDF processing, team collaboration, priority email support, Google Calendar and Outlook sync, and a 14-day free trial without a credit card. The service states that documents are processed in isolation without sharing and that connections use 256-bit SSL encryption. Customers can cancel anytime without fees, with a 30-day money-back guarantee for legal professionals.

Deadline Engine is a web tool for calculating court and procedural deadlines. It displays the governing citation and the steps behind each calculation, drawing on a catalog that the homepage says contains 4,871 rules across 20 jurisdictions. Its deterministic rule logic accounts for deemed service, applicable clear-day rules, business-day adjustments, official bank holidays and court office closures; it does not use AI to calculate deadlines. The free calculator requires no account. Users can export matters as CSV or JSON, with PDF and calendar exports available per matter. Professional keeps histories of eligible server-recomputed calculations on individual matters and adds calendar feeds and downloadable ICS files. The service does not determine jurisdiction, interpret evidence, read court orders or decide whether a rule applies to a case. Deadline Engine describes its output as procedural information, not legal advice, and says dates should be checked against rules and case facts. It is developed for individual legal professionals, including solicitors, barristers, paralegals and compliance professionals.