Webinar

Delivering Legal at Scale by Building Foundations of the Next Generation Legal Department

Watch Woolworths’ Ben share how the legal team scaled with Checkbox, from scrappy beginnings to 60+ apps, streamlining intake, NDAs, triage, and property workflows.

  • 00:35 Intros: Evan (Checkbox) with Ben (Woolworths)
  • 01:03 What is WooliesX? Digital, loyalty, media
  • 01:43 Cartology, Financial Services (Wpay), back-end “digital sinews”
  • 02:22 Scale question: size of legal vs. business
  • 03:02 160–180k employees; rapid growth; 70% < 2 years
  • 03:39 Then vs now: where Woolies Legal started
  • 04:10 5 yrs ago: Google, no DMS/MMS; weak CLM use
  • 04:49 Docs in Drive/Word; Gmail chaos
  • 05:35 Today: still Google; matter mgmt + deep links = catalog
  • 06:08 Not “poster child”; scrappy journey; VoT tools score up
  • 07:25 Hybrid approach: use what IT has + add legal tech
  • 08:16 Flow: open matter → folder link → Checkbox → Drive
  • 09:25 Goal: make people happy with the process
  • 09:51 Beyond NDA automation
  • 10:27 NDA as internal training, not client-facing
  • 10:54 Problem: legal doing mundane data-incident triage
  • 12:04 Map the questions; only ~4 outcomes in practice
  • 12:36 Intake always missing info; target: halve time (achieved)
  • 14:29 Smart form: capture the right info first time
  • 14:59 Replacing hotline/double-entry with Checkbox form
  • 15:32 Rule set & harm “calculator” aligned to risk appetite
  • 16:42 Endorsement; reporting; board visibility; 160k reach
  • 17:41 Wins: funding, time, trust; pick visible use cases
  • 18:16 Efficiency is icing; choose strategic projects
  • 19:14 ~60 apps; test & learn; PWC NewLaw assist early
  • 20:49 Other teams want in; build but they must maintain
  • 21:52 Focus: capability; decentralized innovation
  • 22:23 Bottom-up growth; paralegal empowerment story
  • 23:37 New ways to “express” work; low barrier to build
  • 24:28 Demo intro
  • 25:07 Use case: Direct-to-Boot landlord license at scale
  • 26:16 Blocks: forms, logic, doc gen, email; used by property
  • 27:14 Simple, high-NPS; iPhone analogy