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jasonogrady/README.md

Jason O'Grady ๐Ÿ‘‹

I'm Jason O'Grady, a technical communicator in the Bay Area. I've spent thirty years explaining technology to the people who use it, and lately I've been building with it nearly every day. This page is the long version of how I got here.

Publishing since dial-up

In December 1995 I hand-coded a website called O'Grady's PowerPage and published it over a dial-up connection. Success was a hit counter. The PowerPage has covered Apple daily ever since, which makes it older than Google, older than most of the sites that have linked to it, and older than every platform that was supposed to replace websites. Along the way I wrote for Macworld, MacWEEK, and MacPower (Japan), covered Apple for ZDNet, and hosted more than 200 episodes of the PowerPage Podcast. My reporting has been picked up by The New York Times, The Wall Street Journal, and USA Today, and I've been a guest on ABC, NBC, NPR, and BBC News.

In 2006 Apple sued to unmask PowerPage's sources, and we won. O'Grady v. Superior Court helped establish that independent online journalists are entitled to the same First Amendment protections as the mainstream press. The EFF argued the case. Of everything on this page, that's the line I'm proudest of.

I've also written eight books, including The Macintosh Bible, 9th Edition for Peachpit and Apple Inc. for Greenwood's Corporations That Changed the World series, a corporate history written while the iPhone was busy rewriting the company it described.

The Google years

Since 2014 I've been a technical communicator at Google, working across Ads, Security, Payments, and Analytics: hundreds of help center and developer site articles, the Google Pay and Wallet API documentation, the Merchant API reference and guides, and a full developer education stack for Google Optimize, including a seven-video YouTube series I scripted and produced. I also worked high-severity security and incident communications at Google Cloud. It's unglamorous, high-traffic writing that developers actually live in, and I like it that way.

In September 2025 I was the content lead for the launch of the Agent Payments Protocol (AP2), Google's open standard for agent-led commerce. The announcement blog, the protocol site, and the GitHub repository all shipped with my words on them, to an ecosystem of more than 60 partners.

The AI part

I don't just document agentic systems. I run them. I've spent 2026 building software with AI coding agents nearly every day: blog.ogrady.ai, my dev notebook, is itself one of the artifacts, designed and deployed with Claude Code on Cloudflare Workers. I run local LLMs on a Mac mini in my homelab, wire up agents with OpenClaw, and keep receipts, like the month my usage log showed 26 five-hour Claude session caps. The drafting got cheap. Judgment stayed expensive. Knowing which draft is wrong, and standing behind every word you ship, is the durable skill.

That's the thread that runs through all of it: I build to learn about how things work, then I educate and empower you to do the same. I've pitched a session for SXSW 2027 called "Publishing Through Every Tech Wave, From Web to AI" that walks through eight platform waves with receipts and gets practical about wave nine. Votes are welcome.

Elsewhere

Thanks for reading. -Jason

Also

Publishing online continuously since 1995.

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