Woolworths Group Delivers Legal Advice At Scale With Checkbox Automation

Woolworths Group’s legal team faced growing pressure to deliver timely, efficient legal support across a large and diverse organisation, spanning Woolworths Supermarkets, BIG W, WooliesX, and the Everyday Market online marketplace. The team needed to service stakeholders at scale, without slowing down the business.

Much of legal’s work was manual and reactive, relying on email communication, siloed systems, and process-heavy approvals. Business stakeholders lacked visibility over their matters and were unable to self-serve, leading to delays and unnecessary back-and-forth.

Adding to the pressure, the demerger of Endeavour Group had increased the volume of securities trading requests, placing a major burden on the company secretarial team, a process that had been managed manually and was now unsustainable at scale.

At its core, Woolworths Legal needed a way to:

• Automate repeatable tasks like NDAs and service agreements
• Integrate legal support into business users’ day-to-day workflows
• Improve intake, triage, and transparency, without relying on IT support
• Shift the legal team’s focus from admin-heavy work to high-impact strategic matters

In just a short time, Checkbox has transformed legal operations across the Woolworths Group. With self-service tools and smart automation in place, the legal team has significantly reduced manual workload and administrative overhead.

Checkbox now serves as a one-stop-shop for many legal processes, streamlining how work is submitted, processed, and tracked. One of the standout outcomes has been the reduction in legal touchpoints for common document types like NDAs and service agreements, freeing up the team to focus on complex matters.

The Data Incident Application has improved the consistency and speed of privacy incident handling across the business. By guiding users through a structured intake and escalation process, it ensures appropriate action is taken with less confusion or risk.

The securities trading approvals app proved critical following the Endeavour demerger, allowing the company secretarial team to process requests at scale, something that would have been unmanageable using the old manual process.

Perhaps one of the most impactful results is the improved user experience for business stakeholders. Rather than chasing updates or navigating multiple systems, they now engage with legal tools embedded in their own workflow, making legal support feel faster, easier, and more integrated.

“Checkbox gives us the framework to spend our time on motivating work and high-value matters.”