Checkbox raises US$23m (A$33m) to build the "AI Legal Front Door" for in-house teams
Checkbox has secured a US$23 million (A$33m) Series A at a $100 million valuation to double down on legal as its core market. Touring Capital led the round, with support from Peak XV (formerly Sequoia Capital India), Tidal Ventures, Conductive Ventures, Five V Capital, and angels including Jerry Ting, head of agentic AI at Workday.
Founded in 2016 by Evan Wong and James Han, Checkbox started as a sector-agnostic no-code builder. It now positions itself squarely for legal teams with an intake-to-automation platform it calls the "AI Legal Front Door." The company previously raised $6.3 million in a pre-Series A in 2022.
What Checkbox does for legal
Checkbox captures legal requests from email, Slack, Microsoft Teams, Salesforce, and intranet portals. AI Agents convert chats and forms into automated workflows-drafting contracts, approving conflicts, routing NDAs, and more. Routine matters are self-serve; high-risk issues get escalated to lawyers with the right context.
CEO Evan Wong said customers move from "operating in the dark" to clear visibility on demand, workload, and cycle times. CPO James Han added that Checkbox turns everyday requests into repeatable institutional expertise that AI can apply for consistency and speed, reducing dependency on outside counsel.
Who's already using it
- Telstra
- Woolworths
- Coca-Cola Europacific Partners
- Macquarie Group
- PepsiCo
- BlueScope
- Goodman Group
- SAP
- Hitachi
- Xero
Funding snapshot
- Round: Series A
- Amount: US$23m (A$33m)
- Lead: Touring Capital
- Participants: Peak XV, Tidal Ventures, Conductive Ventures, Five V Capital, and angels including Jerry Ting (Workday)
- Valuation: $100m
- Previous: $6.3m pre-Series A in 2022
Why legal leaders will care
- Single entry point for intake across channels your business already uses
- Faster turnaround on high-volume, low-risk work via self-service
- Standardization and auditability across recurring matters
- Better data on demand, workload, SLAs, and cycle times
- Potential to trim outside counsel spend by keeping routine work in-house
How to evaluate a Legal Front Door
- Start with 2-3 high-volume use cases: NDAs, vendor contracts, marketing reviews, conflicts.
- Map intake sources: email aliases, Slack/Teams channels, Salesforce, intranet.
- Define routing rules: matter type, risk, region, business unit, dollar thresholds.
- Integrations to confirm: SSO, CLM/DMS, ticketing, HRIS, CRM, e-signature.
- Guardrails: approval matrices, clause libraries, playbooks, escalation paths.
- Metrics to track: time to first response, cycle time, deflection rate, CSAT, outside counsel spend.
- Change plan: phased rollout, champions in each function, simple guidance for business users.
- Risk review: data residency, audit logs, admin controls, model oversight, privilege handling.
Investor view
Touring Capital's Evan Wijaya said Checkbox is shaping legal service management as more work becomes AI-assisted, and that the winners will route requests intelligently, integrate across the legal tech stack, and turn institutional knowledge into scalable workflows.
If you're building out legal ops, resources from groups like the Corporate Legal Operations Consortium can help frame process and metrics priorities. See the CLOC Core 12 for context: CLOC Core 12.
Bottom line
Checkbox is betting that intake plus automation will be the operating system for in-house legal. With fresh capital, expect deeper AI agents, more integrations, and faster deployment paths. For teams evaluating, run a 90-day pilot on a few high-volume matters and measure deflection, cycle time, and satisfaction before scaling.
Want structured upskilling for legal-focused AI workflows? Explore curated options by role here: Complete AI Training - Courses by Job.
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