Checkbox Wins 2023 LegalTech Breakthrough Award For “Overall LegalTech Innovation of the Year”

November 16, 2023
Prestigious LegalTech Annual Awards Program Recognizes Checkbox for Advancements in Generative AI & Intake and Workflow Automation

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SAN FRANCISCO - November 16, 2023 – Checkbox, leading intake and workflow automation platform, today announced it has been selected as the winner of the “Overall LegalTech Innovation of the Year” award in the 4th annual LegalTech Breakthrough Awards program conducted by LegalTech Breakthrough, a leading independent market intelligence organization that evaluates and recognizes standout legal technology companies, products and services around the globe.

Checkbox is the legal service hub allowing in-house teams to easily capture and manage requests from the business, gain visibility and control over all matters, and automate their manual work. Checkbox enables legal to power their service delivery with capabilities for intake and matter management, workflow automation, self-service tools and AI chatbots.  

Checkbox was recognized as the winner of the “Overall LegalTech Innovation of the Year” award due to its unique and extensive ability to synthesize conversational intake, knowledge and workflow automation. Its recent advancements in generative AI, namely the AI-powered legal chatbot furthers this, taking legal intake and service management to the next level.

The AI-powered legal chatbot meets business users where they live (Slack, Teams, email, and more) and with an experience that allows them to ask for help in a way that comes naturally to them, using conversations and not just forms. Drawing from a source of knowledge unique to each customer's organization, the chatbot assistant can answer frequently asked questions and seamlessly link to automated workflows to collect approvals, submit disclosures, generate documents, and assign work to the appropriate person. Together with Checkbox’s intake, triage and ticketing capability, legal teams can create a ‘legal front door’ to enable a centralized place for business employees to get immediate assistance with their requests with unprecedented user experience, whilst providing the much-needed visibility on request tracking, performance metrics and analytics.

“We’re proud to be LegalTech Breakthrough’s ‘Overall LegalTech Innovation of the Year’ recipient. In a year where so much innovation has happened in technology, this award means so much more. As a company, we place great emphasis on listening to our customers and the market and that has led us to developing AI capabilities that are not just cool, but valuable and solve real problems,” said CEO & Co-Founder of Checkbox, Evan Wong. “Legal teams are always challenged to do more with less and be more data driven. We did this with workflow automation and now, we’ve combined that with AI for a powerful combo. And there’s more to come, and soon.”

The mission of the annual LegalTech Breakthrough Awards program is to conduct the industry’s most comprehensive analysis and evaluation of the top technology companies, solutions and products in the legal technology industry today. This year’s program attracted more than 1,500 nominations from over 12 different countries throughout the world.

“Congratulations to Checkbox, who are using generative AI to provide the next generation in legal intake and service management. By synthesizing conversational intake, knowledge and workflow automation at one time, the result is excellent user-first experiences,” said Bryan Vaughn, Managing Director of LegalTech Breakthrough Awards. “Frequently used policies and procedures can be poorly understood, and a large number of workflow questions just adds time and frustration. This AI-driven solution from Checkbox is improving adoption, enabling quicker turnaround times, increasing service quality, and providing visibility.”  

About Checkbox

Checkbox is the legal service hub allowing in-house teams to easily capture and manage requests from the business, gain visibility and control over all matters, and automate their manual work. Communicate legal’s impact, enable better ways of working with the business, and be agile in adapting to the ever-changing needs of the company.

With Checkbox, spend less time on manual, administrative work, and more time being the legal function that partners and grows together with the business. Loved by both legal and the business for our ease of use, features, and support, join companies like Allianz, Coca-Cola Europacific Partners, BMW and Xero to transform your legal services with Checkbox. For more information, visit

About LegalTech Breakthrough

Part of Tech Breakthrough, a leading market intelligence and recognition platform for global technology innovation and leadership, the LegalTech Breakthrough Awards program is devoted to honoring excellence in legal technologies, services, companies and products. The LegalTech Breakthrough Awards program provides a forum for public recognition around the achievements of LegalTech companies and solutions in categories including Case Management, Client Relations, Data and Analytics, Documentation, Legal Education, Practice Management, eDiscovery and more. For more information visit

Tech Breakthrough LLC does not endorse any vendor, product or service depicted in our recognition programs, and does not advise technology users to select only those vendors with award designations. Tech Breakthrough LLC recognition consists of the opinions of the Tech Breakthrough LLC organization and should not be construed as statements of fact. Tech Breakthrough LLC disclaims all warranties, expressed or implied, with respect to this recognition program, including any warranties of merchantability or fitness for a particular purpose.

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