legal-operations
(13)
Checkbox
Checkbox is an AI-powered legal service management platform that acts as the 'AI Legal Front Door' for in-house legal teams. It captures legal requests from channels like email, Slack, Teams and Salesforce, automatically triages and routes them, resolves routine work such as NDAs and contract approvals through self-service and AI agents, and escalates complex matters to attorneys. Built on a no-code, drag-and-drop workflow engine, it gives legal departments a single place to capture, manage, automate and measure their work. Founded in 2016 by Sydney classmates Evan Wong and James Han, Checkbox serves 100+ enterprises including SAP, PepsiCo, Hitachi, Telstra, Woolworths and Xero, and raised a $23M Series A in January 2026 at a reported $100M valuation.
Lawtrades
Lawtrades is a New York-based legal talent marketplace that connects companies with vetted freelance attorneys, paralegals, and legal operations professionals, on demand. Founded in 2016 by Raad Ahmed and Ashish Walia, the platform lets in-house legal teams scale capacity up or down without full-time hires, offering hourly, project-based, and contract-to-hire engagements alongside newer AI tools for contract review and legal data work. Customers include DoorDash, Pinterest, Yelp, Gusto, and Headspace.
PERSUIT
PERSUIT is an enterprise SaaS platform that helps corporate legal departments scope, price, select and manage their outside law firms. Founded in 2016 by former DLA Piper partner Jim Delkousis, it runs competitive RFPs, structures alternative fee arrangements, benchmarks rates and - after its 2025 acquisition of Apperio - tracks legal spend from intake through invoice payment. The company built on a simple premise: clients value outcomes, not billable hours.
SpotDraft
SpotDraft is an AI-native contract lifecycle management (CLM) platform built for in-house legal and business teams. Founded in 2017 by Shashank Bijapur and Madhav Bhagat, it handles the full contracting journey - drafting, negotiation, AI-assisted redlining, e-signatures, and an intelligent repository - so legal teams can move faster without giving up control. With its VerifAI Microsoft Word plug-in and a broader 'Legal OS' vision, SpotDraft serves 450+ organizations and is used by growth-stage and enterprise companies to cut contract busywork and surface risk automatically.
Wordsmith AI
Wordsmith is a legal AI company building the operations platform for in-house legal teams. Rather than helping individual lawyers draft documents faster, it captures, triages, resolves and records every legal request coming from across a business - handling routine work like NDAs, vendor reviews and privacy questionnaires with task-specific AI workers that plug into Slack, email, Word and document repositories. Founded by former lawyer Ross McNairn and headquartered in Edinburgh, the company raised a $70m Series B in June 2026 (bringing total funding to $100m) and serves more than 500 companies including BT, Canva, Financial Times, Sage, Trip.com and Starling.
Evan Wong
Evan Wong is the co-founder and CEO of Checkbox, a legal AI company he started in Sydney in 2016 and now runs from New York. Checkbox builds an AI 'legal front door' that lets in-house legal teams intake, triage and automate routine work through a no-code, drag-and-drop platform. A serial entrepreneur who launched his first company at 17, Wong studied Commerce and Law at UNSW, was named to Forbes 30 Under 30 Asia in 2019, and in early 2026 raised a US$23M Series A that valued Checkbox at roughly US$100M. His customers include large enterprises such as PepsiCo, SAP, Telstra and Woolworths.
Jim Delkousis
Jim Delkousis is the founder and CEO of PERSUIT, a New York-based legal technology company that helps corporate legal teams run competitive, transparent processes for hiring outside counsel. A former DLA Piper litigation partner with 25 years in BigLaw, he left the partnership in 2016 to build a platform that shifts legal buying from billable hours toward outcomes and value. PERSUIT now works with Fortune 1000 legal departments and thousands of law firms, and in 2025 expanded into legal spend and matter management by acquiring Apperio.
Sandstone
Sandstone is an AI-native operating system for in-house legal teams. It unifies a company's legal data, workflows, and business context into a single system that lives inside the tools teams already use - Slack, email, Salesforce, Jira - and deploys AI agents to handle intake, triage, drafting, and redlining. Founded in 2025 by ex-McKinsey and practicing-lawyer trio Nick Fleisher, Jarryd Strydom, and Liam Germain, the New York company launched publicly in January 2026 with a $10M Sequoia-led seed and followed with a $30M Series A led by Lightspeed five months later.
Olga V. Mack
Olga V. Mack is the CEO of TermScout, an AI-powered contract certification platform that grades contracts as fair, balanced, and market-ready before negotiation even begins. A serial legal-tech CEO and former general counsel, she earlier ran Parley Pro through its 2022 acquisition by LexisNexis and stayed on to lead CounselLink. She is a six-time TEDx speaker, a Stanford CodeX fellow, the Generative AI Editor of the MIT Computational Law Report, an adjunct professor at UC Law SF, and the author of multiple books on boards, blockchain, and legal operations. Born in Ukraine and educated at UC Berkeley, she has spent her career trying to make law less of a bottleneck and more of a service.
Streamline AI
Streamline AI is a San Francisco-based legal technology company building an AI-powered intake, triage, and matter-management platform for busy in-house legal teams. Founded in 2020 by former DoorDash counsel Kathy Zhu and ex-Google product leader Julian Wimbush, it replaces email threads and spreadsheets with no-code workflows, automated routing, and real-time metrics so legal departments can move faster and prove their impact. The company has raised about $14M total, including an $8.6M Series A, and supports 500+ in-house lawyers at companies like Gusto, 8x8, Acorns and Bloom Energy.
Kathy Zhu
Kathy Zhu is the co-founder, CEO, and general counsel of Streamline AI, an intelligent intake and workflow automation platform built for in-house legal teams. A former first commercial lawyer at both Medallia and DoorDash, she built Streamline AI to solve the bottleneck she lived through firsthand - legal teams drowning in unstructured requests with no metrics to prove their value. Born in Shanghai and raised across four continents, she trained as a corporate lawyer at Wilson Sonsini before deciding that the tool she wished existed was worth leaving a dream job to build.
Priori
Priori is a New York legal technology company that helps in-house legal departments find, hire, and manage outside counsel and flexible legal talent. Through a vetted marketplace, data-driven RFP software, and an AI assistant called Scout, Priori turns the messy, relationship-driven process of buying legal services into something measurable - cutting outside-counsel spend and search time for clients ranging from startups to the Fortune 500.
Basha Rubin
Basha Rubin is the CEO and co-founder of Priori, a legal marketplace that uses data instead of firm letterhead to match in-house teams with vetted outside counsel. She started the company in 2013 straight out of Yale Law School with classmate Mirra Levitt, at age 25 and with no business or technology background. A decade later she has raised more than $20 million, built a network spanning the $800 billion legal-services market, and become one of the most recognized voices arguing that how companies buy legal help is broken and fixable.