Reported, not aggregated
Enterprise AI coverage from a journalist who covered the space before “generative AI” was a mainstream phrase. Sourced, contextual, with a point of view.
A newsletter by Ken Yeung
A sharp, curated look at the stories that reveal how AI is rewriting business, work, technology, and culture.
What you get
Enterprise AI coverage from a journalist who covered the space before “generative AI” was a mainstream phrase. Sourced, contextual, with a point of view.
Beyond the product announcements. Analysis of how AI is restructuring enterprise workflows, editorial operations, and the economics of content at scale.
Not for the hype-chasers. For the people who have to act on it.
Archive
All issues published to date. New issues arrive every week.
As new AI agents accelerate their entry into the workplace, cybersecurity platform Zscaler is extending its Zero Trust Exchange to govern how these autonomous systems connect, access data, and operate across enterprise networks. On Tuesday, the company unveiled three new capabilities—AI Broker, AI Access Graph, and Endpoint AI Security—that together constitute what Zscaler calls the […]
The definition of an AI agent has evolved rapidly since the term first entered the zeitgeist. The earliest versions were chatbots with better manners: systems that answered questions, drafted text, and waited for the next prompt. Tool use and function calling took them a step further, allowing models to query databases or call APIs, but […]
Search engines learned what a good result looked like by observing how people behaved. A click followed by a long page stay signaled satisfaction, while a quick bounce back to the search results signaled a miss. Microsoft built its Bing search engine on those patterns. But in the AI era, there’s a type of user […]
Asana has spent over 18 years telling companies how to manage work. Now, it wants to tell them how to manage AI. On Thursday, the company unveiled its Agentic Work Management Platform, a system designed to align humans and agents around the same plan, context, and governance. Asana calls it the “most significant product evolution” […]
For most of the generative AI era, Microsoft has been the most prominent buyer of someone else’s intelligence. Its Copilot stack runs on OpenAI’s GPT models. Azure customers reach for frontier reasoning through the partnership. The arrangement has worked, and it has also been a structural dependency that the company has spent the last year […]
Kevin Scott always has something to say on the eve of Microsoft Build. The company’s chief technology officer shares his read on where technology is headed, typically in step with whatever the company is about to announce. This year, I joined executives, developers, and my fellow journalists in a downtown San Francisco bar as Scott […]
Glean has reached $300 million in annual recurring revenue (ARR), the company said Thursday, an amount that tripled in just 15 months. It attributes the growth to stronger enterprise data context, broader departmental deployment, and higher-than-average user engagement. This milestone signals that Glean is holding its ground, even as enterprise software vendors like Slack, Dropbox, […]
Building reliable AI agents has traditionally meant doing most of the hard work before anyone uses them. Developers run lengthy offline evaluations against labeled datasets, measure performance across quality, accuracy, cost, and style benchmarks, make improvements, and repeat the cycle until the numbers look acceptable. Only then does the agent get deployed to users. CoreWeave […]
As Asana positions itself as the “operating system for human-agent teams,” it has faced a real vulnerability: its agents couldn’t execute work end-to-end across the enterprise systems where business actually runs. That changes today with the company announcing the acquisition of StackAI, a no-code platform that lets enterprises build and deploy AI agents across critical […]
Walking through the Venetian Convention and Expo Center in Las Vegas on a Wednesday afternoon in May, I navigate through the crowds and vendor booths before arriving at a section called the “Playground.” It’s here where I find Jayney Howson, ServiceNow’s chief learning officer. This wasn’t our first meeting: In 2025, we spoke on the […]
Peer review
We asked the leading AI tools to weigh in on The AI Economy. Their ratings speak for themselves. (Results may vary depending on training data and general disposition toward newsletters.)
* Disclaimer: My newsletter has not been actually endorsed by OpenAI, Google, or Anthropic. I solicited reviews from their respective gen AI services. Sounded cool though, huh?
Questions
A newsletter covering consumer and enterprise AI, platform strategy, and the companies reshaping how work gets done. Reported, not aggregated — written by a technology journalist who has covered the space since before generative AI was a mainstream phrase.
No fixed schedule—just coverage when something worth your attention happens. Plus, there's a Friday news roundup that's published exclusively on LinkedIn.
Yes. Every issue is free. Subscribe on Substack and it arrives in your inbox. No paywall, no premium tier. If that changes, subscribers will be notified well in advance.
Most AI newsletters cover product announcements and funding rounds. The AI Economy focuses on the downstream effects: how enterprise teams are actually deploying AI, where the editorial and operational models are breaking down, and what platform-level shifts mean for practitioners making decisions this quarter. It is written for people doing the work, not watching it from the outside.
The full archive is listed above on this page. All issues are also available on Substack. The plan is to host the canonical archive here on thelettertwo.com as the publication grows — independent of any platform.
Yes, with attribution. Short excerpts with a link back to the original issue are fine. For longer republication or syndication, reach out via LinkedIn.
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