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

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

Timestamps