Bob Ambrogi

What happens when a Harvard-trained corporate lawyer, tired of copying and pasting contract language, starts reading about self-driving cars? In Shashank Bijapur’s case, it sparked the creation of SpotDraft, a contract lifecycle management company that just raised $54 million in Series B funding and that counts major companies such as Airbnb among its…

Streamline AI, a company founded in 2020 by a former DoorDash attorney to address the challenges she encountered in her legal work, today said it has closed an $8.6 million Series A round, to bring its total funding to $14 million.

This latest round was led by Blumberg Capital, with…

Querious, which was one of two legal tech startups to win this year’s Startup Alley at ABA Techshow in a first-ever tie, has been approved by the Alabama State Bar as a member benefit.

The approval means that Alabama bar members will be able to subscribe to Querious at a discounted rate. The…

On Monday, I broke the news that the legal tech company SixFifty, of which a majority was owned as a subsidiary of the Silicon Valley law firm Wilson Sonsini Goodrich & Rosait, had been acquired by the payroll and HR company Paychex.

Although the deal had closed in May, neither Wilson Sonsini nor Paychex…

[Note: This year marks the 30th in which I’ve been tracking the development of legal tech — or at least that is the earliest evidence I can find of when I started regularly writing about the subject. 

In commemoration of that milestone, I decided to write a post highlighting the major themes that…

A legal technology startup, ChronoTracer, is making its official launch today with the rollout of a platform designed to automatically convert digital evidence into searchable, filterable chronologies for litigation and investigation teams.

The Austin-based company was founded by former attorney Richard Gorelick, who started his career at Coudert Brothers before transitioning to technology, and…

Update: Wilson Sonsini Issues Statement on Sale of SixFifty to Paychex.

Although the deal has not been publicly announced by either company, LawSites has learned that the payroll and human resources company PayChex has acquired the legal technology company SixFifty, which in recent years has heavily focused on helping businesses automate employment…

Is the road to ILTACON paved with gold? Global legal technology company Litera may be hoping so, as it rolls out a “Road to ILTACON” series of product launches and enhancements, all leading up to the annual conference of the International Legal Technology Association, which starts Aug. 10 in National Harbor, outside Washington, D.C.…

Join us live at 3 p.m. E.T. today for Legaltech Week — our weekly breakdown of the top stories in legal tech — as we have not one, not two, not three, but four new stories about AI hallucinations in legal matters, including one where the fictitious filing was by a federal judge.

Plus we’ll…

OpenAI just dropped a game-changer: ChatGPT Agent can now access your calendar, communicate with external systems, and perform tasks autonomously on your behalf.

For legal professionals, this isn’t just another AI update — it’s a glimpse into a future where AI doesn’t just answer questions, but actively manages workflows, submits court filings, and orchestrates…

LegalOn Technologies, a global company that provides AI-driven software for contract review and matter management, has closed a $50 million Series E funding round led by Goldman Sachs Growth Equity, bringing the company’s total funding to $200 million since its founding in 2017.

The company also today announced a strategic collaboration with OpenAI, the…

Adoption of generative artificial intelligence among legal professionals involved in e-discovery is accelerating rapidly, with 37% of them now actively using the technology in their work, compared to 12% two years ago, according to the newly released 2025 Ediscovery Innovation Report by Everlaw.

The study, conducted in partnership with the Association of Certified E-Discovery Specialists…