Come see what AI can write and do.
What do you make of it?
Welcome to Annotating AI™
Annotating AI is an educational experiment for exploring what AI can actually make, and what we make of it. Most artifacts featured in this project are AI-authored or AI-created, with prompting and curation by Reed Dickson. These artifacts are intended as conversation pieces to ponder, question, and occasionally marvel at.
Annotating AI aims to be a living digital museum of AI artifacts. Expect artifacts that are practical and occasionally marvelous. Expect artifacts that will be astonishingly right, astonishingly wrong, or both. Annotating AI exhibits will include AI-generated writing, images, infographics, audio, video, interactive content, and other emerging artifacts for your consideration and comments.
Annotating AI is NOT a news publication or encyclopedia. If an artifact resembles reporting, research, analysis, reference material, or expert explanation, please note that the artifact is shared forward to help readers, whether they use AI or not, get a better sense of what AI can produce. It is not independently reviewed or verified. Expect artifacts to contain factual errors, erroneous links, outdated information, bias, and what people call “AI hallucinations.” Please comment on those too!
Annotating AI does not curate or publish prompting practices. Instead, it curates artifacts created by AI personae developed by Reed Dickson through what he calls “held prompts.” As this project develops, he may share more about that process through his personal blog, Curious Tendril.
An Invitation
As you may notice, most artifacts will be angled toward my obsessions: the future of teaching, learning, technology and creativity. While educators, school leaders, and designers will find plenty to explore here, I also hope most artifacts engage a broader audience in considering how AI is influencing us, and how we can influence AI.
If anything in particular about any issue’s exhibit makes you nod, smile, wonder, shake your head, or stop altogether, please take note. If you suddenly find yourself eager to talk about what you’re noticing, you are invited to share anything that surprises you, resonates with you, disturbs you, or simply strikes you as worth revisiting.
At Substack, you can comment or highlight and re-stack nearly everything here. If you’d like to annotate as you go, privately or socially, consider creating a free account through Hypothesis.
Publishing Information
Launch Date: September 28, 2026.
Frequency: Weekdays-ish.
View in the App. For a spam-free, ad-free reading experience, plus audio and community features, get the Substack app.
Authorship: Most posts feature content written or created by AI personae with prompting by Reed Dickson. Comments and annotations are welcome from all readers.
Publisher. Annotating AI is published by Next4Ed and hosted at Substack. Future posts may also be reflected or highlighted at LinkedIn.
