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Dealmaker

A Pocket of Enterprise Software Investors Still Love

By Cory Weinberg · Jan 15, 2026 3:39pm PST
What do you get when you offset investors’ recent loathing of software startups with their lust for defense tech? Fast-growing Onebrief, the latest startup to double its valuation in a short span after raising $200 million this week from Battery Ventures and Sapphire Ventures at a $2.15 billion valuation, including the new investment.Onebrief... What do you get when you offset investors’ recent loathing of software startups with their lust...
Art by Mike Sullivan
Exclusive

Dashcam Maker Motive Touts AI but Relies on Humans

By Cory Weinberg and Michael Roddan · Jan 12, 2026 6:00am PST · 4 comments
Last summer, a manager at startup Motive Technologies sent an urgent Slack message to 400 employees based in Pakistan. “WE HAVE A PROBLEM,” it said in all caps. Motive sells AI-powered dashcams that allow trucking companies to monitor drivers and send alerts about crashes and other safety issues. In August, the dashcams recorded a string of... Last summer, a manager at startup Motive Technologies sent an urgent Slack message to 400...
Art by Clark Miller.

10 Charts That Explain 2025

By Shane Burke and The Information Staff · Dec 29, 2025 6:00am PST · 7 comments
Love it or hate it, artificial intelligence dominated another year in tech. As AI firms like OpenAI and Anthropic raced to release smarter models, the largest tech firms mapped out massive data centers that would guzzle up more energy than tens of millions of American households to power them. “Agent” became the industry’s favorite buzzword for... Love it or hate it, artificial intelligence dominated another year in tech. As AI firms like...
Michael Nagle/Bloomberg via Getty Images.
Poor Tech IPO Performance Clouds Outlook for New Listings
By Cory Weinberg and Valida Pau · Dec 23, 2025 6:00am PST · 1 comment
Michael Nagle/Bloomberg via Getty Images.

Poor Tech IPO Performance Clouds Outlook for New Listings

By Cory Weinberg and Valida Pau · Dec 23, 2025 6:00am PST · 1 comment
More than two-thirds of this year’s tech initial public offerings are trading below their listing prices, a poor reception that is casting doubt on the prospects for companies hoping to hit the market next year. The exceptions are the eagerly awaited deals from giants such as SpaceX and Anthropic. Among this year’s stumbles were venture-backed... More than two-thirds of this year’s tech initial public offerings are trading below their listing...
Art by Mike Sullivan
Exclusive

Banks Pitching Mega IPOs Like SpaceX Seek to Limit Mass Selling

By Cory Weinberg and Valida Pau · Dec 17, 2025 6:00am PST · 1 comment
Wall Street is gearing up for three potentially record-setting initial public offerings over the next 18 months. The talk among bankers is not about what SpaceX, Anthropic and OpenAI will do on their big days but about what happens after that, when the companies’ existing shareholders try to unload their multibillion-dollar stakes. Each of the... Wall Street is gearing up for three potentially record-setting initial public offerings over the...
Sunday Insights

Why Elon Musk Is Suddenly Talking So Much About Space Data Centers

By Nick Wingfield and Cory Weinberg · Dec 14, 2025 8:00am PST · 16 comments
Every so often, prominent figures in tech begin amplifying the same topic so energetically that it makes you wonder if they’re all on the same group chat (or if the hive mind from “Pluribus,” the Apple TV+ sci-fi show, is a real thing). One such moment occurred this past week, when it became hard to escape the deafening online chatter about data... Every so often, prominent figures in tech begin amplifying the same topic so energetically that...
Photo by Adam Gray/Bloomberg via Getty Images
Exclusive

Trump Family Crypto Deal Runs Aground

By Michael Roddan · Nov 26, 2025 6:00am PST · 5 comments
Eric Trump and Donald Trump Jr. rang the bell at Nasdaq’s New York headquarters in August to celebrate the announcement of a deal that could have netted the family a windfall of hundreds of millions of dollars. The president’s oldest sons were combining their crypto startup, World Liberty Financial, with a publicly traded Canadian company, Alt5... Eric Trump and Donald Trump Jr. rang the bell at Nasdaq’s New York headquarters in August to...
OpenHands cofounders Graham Neubig, Robert Brennan and Xingyao Wang. Photo courtesy of OpenHands.
Gemini 3 Arrives; Open-Source Coding Agent Raises $19 Million
By Erin Woo · Nov 18, 2025 8:00am PST
OpenHands cofounders Graham Neubig, Robert Brennan and Xingyao Wang. Photo courtesy of OpenHands.
AI Agenda

Gemini 3 Arrives; Open-Source Coding Agent Raises $19 Million

By Erin Woo · Nov 18, 2025 8:00am PST
Before we get to today’s news about Gemini, we should mention that this morning, Microsoft and Nvidia announced that they’re investing in Anthropic, who will be spending at least $30 billion over an unspecified amount of time to rent servers from Microsoft’s Azure cloud equipped with Nvidia chips.... Before we get to today’s news about Gemini, we should mention that this morning, ...
Elad Gil. Getty Images.
Dealmaker

Elad Gil Doubles Fund Target to Nearly $3 Billion

By Natasha Mascarenhas · Nov 13, 2025 3:35pm PST
Elad Gil, the venture capitalist who made early investments in Perplexity, Harvey, Stripe and Airbnb, has doubled the target size of his new fund to nearly $3 billion from $1.5 billion earlier this summer, according to a person with direct knowledge of the fundraise. If Gil succeeds in raising that much money, it would be the largest known fund... Elad Gil, the venture capitalist who made early investments in Perplexity, Harvey, Stripe and...
Kabir Barday, founder and CEO of OneTrust. Photo by Getty Images
Exclusive

OneTrust, Privacy Startup Last Valued at $4.5 Billion, Discusses Private Equity Sale

By Valida Pau and Cory Weinberg · Nov 13, 2025 3:13pm PST · 1 comment
OneTrust, a nine-year-old startup that benefited from a wave of European and U.S. laws regulating how companies collect and share website data, is exploring a sale—possibly to private equity buyers, according to people familiar with the discussions. The Atlanta-based startup, which sells privacy and compliance software, is the latest... OneTrust, a nine-year-old startup that benefited from a wave of European and U.S. laws regulating...
Art by Clark Miller.
Deep Research

2026 Watch List: The Candidates, the Wildcard, and the IPO Market’s Tunnel Vision

By The Information Staff · Nov 12, 2025 11:42am PST · 1 comment
The 2025 initial public offering market was defined by a stark divergence: a welcome comeback year for new listings that instantly created clear winners and losers. While investors rewarded companies with an artificial intelligence or cryptocurrency narrative, stocks of consumer facing companies and software firms that couldn’t articulate an... The 2025 initial public offering market was defined by a stark divergence: a welcome comeback...
AI and Crypto Companies Dominated IPO Winners in 2025
By Valida Pau · Nov 9, 2025 8:00am PST
Sunday Insights

AI and Crypto Companies Dominated IPO Winners in 2025

By Valida Pau · Nov 9, 2025 8:00am PST
The drought in initial public offerings ended this year, led by big winners in AI and crypto, but gains were rare for companies outside those industries. Bankers expect those trends to hold in 2026. Booms in AI and crypto delivered two of the biggest winners of the year: data center developer CoreWeave and stablecoin issuer Circle. The losers... The drought in initial public offerings ended this year, led by big winners in AI and crypto, but...
Mira Murati. Photo by Getty Images
AI Agenda

What Ilya Saw: Mira Murati’s Screenshots About Sam Altman

By Amir Efrati · Nov 3, 2025 7:00am PST · 1 comment
Before we get to today’s column, OpenAI is continuing its trend of diversifying its cloud compute providers away from Microsoft. Monday morning, the ChatGPT maker announced that it has signed a seven-year, $38 billion cloud deal with Amazon Web Services. OpenAI will immediately start using compute from AWS, with the goal to deploy all capacity... Before we get to today’s column, OpenAI is continuing its trend of diversifying its cloud compute...
Art by Clark Miller; images via YouTube
The Big Read

Benchmark’s AI Pressure Test: High Prices, Smaller Stakes—and a Poached Star

By Natasha Mascarenhas · Oct 31, 2025 9:49am PDT · 2 comments
Last year, Benchmark, the storied venture capital firm, embarked on a lavish courtship of Brendan Foody, founder and CEO of Mercor, a startup that fills a lucrative niche in AI by hiring workers to train AI programs. First, General Partner Victor Lazarte chatted with Foody over Zoom. Then Peter Fenton, the firm’s longest-tenured active GP, took... Last year, Benchmark, the storied venture capital firm, embarked on a lavish courtship of Brendan...
Cursor CEO Michael Truell. Art by Clark Miller; screenshot via YouTube
Exclusive

Cursor-Maker Anysphere Considers Investment Offers at $30 Billion Valuation

By Natasha Mascarenhas · Oct 8, 2025 6:15pm PDT · 1 comment
Anysphere, the maker of coding assistant Cursor, is considering offers to invest in the startup at around a $30 billion valuation, roughly triple its valuation in a round that closed mid-year, according to people familiar with the discussions. The offers indicates that investor excitement about the three-year-old startup has remained high... Anysphere, the maker of coding assistant Cursor, is considering offers to invest in the startup...
Relace cofounders Preston Zhou and Eitan Borgnia. Photo courtesy of Relace.
Andreessen Backs a Startup Developing Tools That Coding Agents Use
By Stephanie Palazzolo · Oct 8, 2025 7:00am PDT
Relace cofounders Preston Zhou and Eitan Borgnia. Photo courtesy of Relace.
AI Agenda

Andreessen Backs a Startup Developing Tools That Coding Agents Use

By Stephanie Palazzolo · Oct 8, 2025 7:00am PDT
Countless startups sell tools to software engineers, such as version control systems to track who’s making changes to a codebase, and sandboxes where code can be safely run and tested without affecting the main system.Now, a startup is building such tools for artificial intelligence agents that aim to do the work of human coders. Andreessen... Countless startups sell tools to software engineers, such as version control systems to track who...