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AI AI: Prompting Writing

AI as a Mirror, Not a Maker

Iโ€™ve been thinking a lot lately about how we move past the novelty phase of AIโ€”beyond just asking a chatbot to “write a poem about a turkey” or summarize a meetingโ€”and into actual thinking with these tools.

As a lifelong learner, Iโ€™m always on the hunt for workflows that help me synthesize information better. Most of the “AI for writing” advice I see online is pretty generic. But I recently came across a breakdown of how four high-profile writers are making effective use of tools like NotebookLM and Claude in ways that are much more sophisticated than simple text generation.

What jumped out at me is that none of these writers use AI to write for them. They use it to structure, challenge, and code.

Here are the four models that caught my eye.

1. The Triangulated Research Base (Steven Johnson)

Steven Johnson (Where Good Ideas Come From) has a workflow that solves a problem I face constantly: the messy “research phase.”

Instead of treating the AI as an oracle, he treats it as a connection engine. He creates a dedicated notebook (using Googleโ€™s NotebookLM) and uploads three distinct types of sources: a primary source (like a raw PDF or study), a secondary source (like a context article), and a multimedia transcript.

Then, rather than asking for a summary, he asks the AI to find the friction between them: “What themes appear in the interview transcript that contradict the historical account in the PDF?”

Itโ€™s less about getting an answer and more about finding the blind spots in your own reading.

2. The Diagnostic Editor (Kenny Kane)

This one really resonated with me because it mirrors the experiment I tried recently with my “Bubble Bath” post.

Kenny Kane uses Claude not to generate prose, but to act as a ruthless developmental editor. He uploads a messy draft and runs a “Diagnostic” prompt. He doesn’t ask “fix this,” he asks: “Where does the argument drift? Where does the energy drop?”

He even has the AI analyze his best writing to identify his specific “DNA” (sentence length, vocabulary choice) and then asks it to apply that same tone to his rougher sections. Itโ€™s using the AI as a mirror rather than a ghostwriter.

3. The Memo-to-Demo Shift (Dan Shipper)

Dan Shipper at Every is doing something fascinating that changes the definition of writing altogether. He argues that in the AI age, we shouldn’t just describe a concept; we should build a small app to demonstrate it.

If heโ€™s writing about “Spaced Repetition,” he doesn’t just explain the theory. He asks Claudeโ€™s Artifacts feature to “Write a React component that lets a user test spaced repetition live in the browser,” and then embeds that little app directly into the essay. The writing becomes 50% prose and 50% software.

4. The Co-Intelligence Loop (Ethan Mollick)

Ethan Mollick focuses on breaking the echo chamber. Before he publishes, he spins up simulated personasโ€”a skeptical VC, a confused novice, an expert in a tangential fieldโ€”and asks them to critique his draft from their specific viewpoints.

Itโ€™s effectively a focus group of one.


How to Get Started

If youโ€™re like me, seeing all these workflows might feel a bit overwhelming. My advice? Don’t try to overhaul your entire writing process overnight. Just pick one experiment to try this week.

Here are two simple entry points:

Experiment A: The “Blind Spot” Check (For Research)

If you are reading up on a topic, don’t just take notes. Open Google NotebookLM, create a new notebook, and upload your sources (PDFs, URLs, or pasted text). Then, ask this specific question:

“Based strictly on these sources, what is the strongest argument against my current thinking? What connection between Source A and Source B am I missing?”

Experiment B: The “Ruthless Editor” (For Writing)

If you have a rough draft sitting on your hard drive, copy it into Claude or ChatGPT and use this prompt (adapted from Kenny Kaneโ€™s workflow) before you do any manual editing:

“Act as a senior editor. Do not rewrite this text. Instead, analyze my draft and tell me: 1) Where does the argument lose energy? 2) Does the opening hook successfully promise what the conclusion delivers? Be critical.”

Iโ€™ve found that using the tools this wayโ€”as a partner for thinking rather than just generatingโ€”is where the real magic happens.

Which one will you try first?

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AI Books Google NotebookLM San Francisco/California Writing

The 280 Project

Way back in 2016 when I was contemplating my retirement, I found myself pondering what projects might keep me engaged once my long-standing career in payments consulting came to an end. One compelling idea that emerged during this reflective period was the prospect of writing another book. This time, I envisioned the topic focusing on the intriguing story behind Interstate 280, often referred to as “the world’s most beautiful freeway.”

Our family’s migration from the Midwest to California took place in the early 1960s, a time when the interstate highway system in the San Francisco Bay Area was still a work in progress. At that point, I-280 had not yet been completed. As I approached the age of obtaining my driver’s license and gained the freedom that came with access to a car, I remember setting off on explorative drives down the peninsula. During those excursions, I gradually became aware of the ongoing construction and development involved in building this iconic road.

Eventually, after years of planning and labor, I-280 was completed in the early 1970s. At that time, I was working for IBM and was engaged in a project that took me down to an IBM lab facility located on Sand Hill Roadโ€”a place that has since vanished. Driving along I-280 during those initial years was an absolute delight, with the smooth asphalt feeling fresh and new under my tires. The experience of traversing a well-constructed highway surrounded by natural beauty was euphoric.

Sidenote: that IBM lab on Sand Hill Road was where Gene Amdahl was working on what turned out to be his last project working for IBM. That project was abruptly terminated one day and Amdahl left to found what became Amdahl Computer, developer of the first of the serious IBM mainframe “clone” threats.

In stark contrast to other freeways that meander through urban landscapes or feature monotonous views, 280’s route is distinguished by its breathtaking scenery. The rolling hills, lush vegetation, and stunning vistas create a picturesque drive that sparkles in comparison to its sibling highway, US 101, which navigates through the more densely populated areas closer to San Francisco Bay.

As I brainstormed the possibility of transforming my interest in I-280 into a full-fledged book project, I realized there must be an abundance of fascinating stories to uncover regarding the history of this highwayโ€”particularly pertaining to how the route was established and agreed upon. To delve deeper into this narrative, I invested considerable time gathering a wealth of documents. A few hours of dedicated Google searches yielded a treasure trove of information, which I organized into a folder for easy access. However, I soon found myself lacking a clear methodology for effectively utilizing these documents to craft an engaging narrative.

Recently, I have begun experimenting with Google’s NotebookLM, which appears to be tailored precisely to meet my needs. This innovative tool allows me to input numerous documents and then facilitates various inquiries about the collected material. I can explore whether there are any captivating and compelling stories waiting to be told. As I embark on this new journey of exploration, I am filled with a sense of excitement and renewed vigor for my little project. While it remains uncertain whether a full-fledged book will emerge from this endeavor, I am intrigued by the possibilities and look forward to seeing how this story unfolds. Perhaps this exploration will not only breathe life into my ideas but also provide a narrative worth sharing with others. We shall see!

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Google Google Bard Google Gemini Google NotebookLM

Dive Deeper with Google’s NotebookLM: A Researcher’s Dream Tool

Remember that mind-blowing Google I/O demo of an AI tool that unlocks hidden insights from your research documents? That’s NotebookLM, and it’s not just for tech giants anymore. (See this earlier blog post about what was originally Project Tailwind.)

As a longtime reader of author Steven Johnson (and avid follower of his “Adjacent Possible” Substack), I was thrilled to learn he’s now part of the team at Google Labs bringing this powerful technology to the masses.

Imagine uploading piles of research papers, articles, or even future forecasts (like I did with those year-end reports from Wall Street investment houses forecasting what’s expected in 2024!), and then having NotebookLM not only summarize them but also weave connections you might have missed. That’s exactly what I experienced.

NotebookLM’s “additional questions” feature is a game-changer, prompting me to explore angles I wouldn’t have considered on my own. It’s like having a tireless research assistant with an uncanny knack for spotting crucial details.

Of course, NotebookLM is still in its early stages. The current 20-document limit can feel restrictive, and its future as a paid product is unclear. But for researchers grappling with mountains of information, it’s a game-changer. It’s not just about saving time; it’s about sparking genuine intellectual leaps.

This tool isn’t just for academics, though. Imagine journalists using NotebookLM to connect seemingly disparate news articles, or students piecing together complex historical narratives. The possibilities are endless.

Sure, like any AI tool, it’s not perfect. Fact-checking is crucial, and occasional “hallucinations” can crop up. But NotebookLM’s source citations make verification easier, and its overall accuracy is impressive so far.

So, ditch the highlighter and embrace the future! NotebookLM isn’t just a fancy research tool; it’s a bridge to deeper understanding, more insightful analysis, and ultimately, groundbreaking discoveries. Unleash your research potential โ€“ your next breakthrough might just be a question away.

For more about this new tool, see this interview with Steven Johnson by Jason Calacanis on his This Week in Startups podcast.

Note: this post reflects some editing assistance I got from Google Bard.