Mission Control
What are we trying to do, and who are we doing it for?
Mulling the tradeoffs between saving a news org and saving the news ecosystem in the AI age: two different missions that don't necessarily map onto each other β and sometimes contradict each other. My latest post for the Tow-Knight Center at CUNY
restructurednews.substack.com/p/mission-co...
09.03.2026 13:54
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Team Of Rivals
If one bot is good, are two better?
How many bots does it take to edit a story well? An experiment in adversarial editing in my latest post for the Tow-Knight Center for Journalism Futures at CUNY. Plus, some useful inhumanity.
bit.ly/4ubk1pN
02.03.2026 13:52
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Nothing To See Here
What if AI is just hype β and what if it isnβt?
Is Generative AI just overhyped, mindless math, or world-changing technology? What if the skeptics are right β and what if the skeptics of the skeptics are right? My post for the Tow-Knight Center at CUNY digs into what we don't know we don't know. restructurednews.substack.com/p/nothing-to...
23.02.2026 12:16
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Attention Spans
Are you the sort of person who loves stories that start with a question?
Some thoughts on how our writing will evolve βΒ no more scintillating leads and witty kickers? β if we're writing news mostly for machines and AI agents to read and summarize for human users instead of directly for humans. My latest post for the Tow-Knight Center at CUNY.
bit.ly/4akceOn
16.02.2026 12:20
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The Future of Predictions
My chatbot read 511 Nieman Lab predictions so you donβt have to.
We wanted to make it easier to figure out what all the Nieman Lab predictions said, so we built a RAG (and a chatbot.) But really what we wanted to figure out was how to build a RAG and a chatbot. Follow along!
restructurednews.substack.com/p/the-future...
13.02.2026 23:00
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Dispatches From The Future
Objects in the front windscreen may be nearer than they appear β with apologies to Meat Loaf
Dispatches from the (near) future: My latest post for the Tow-Knight Center for Journalism Futures at the Newmark School of Journalism at CUNY, about how the way we create and consume news may be changing faster than we think.
restructurednews.substack.com/p/dispatches...
09.02.2026 11:51
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WWCD?
What Would Claude (or ChatGPT) Do?
The LLMs reply: What Claude and ChatGPT have to say about my last post about Structured Journalism.
restructurednews.substack.com/p/wwcd
05.02.2026 17:55
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Restructuring Structured Journalism: A Manifesto (of Sorts)
Well, this is a blast from the past.
Updating the circa-2010 idea of Structured Journalism for the LLM Age; my latest for the Tow-Knight Center for Journalism Futures at CUNY. (Claude and ChatGPT will push back later in the week...)
bit.ly/3Zh5ria
02.02.2026 14:00
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You Talkinβ To Me?
Why do people trust chatbots more than they trust humans?
Trust, and verification: Why do people seem better disposed to chatbots than to news orgs, despite hallucinations? It may have less to do with LLM's features and more the way we interact with them. My latest post for the Tow-Knight Center at CUNY.
restructurednews.substack.com/p/you-talkin...
26.01.2026 14:24
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Both Sides Now
Itβs 2026: Do you know where your newsroom is?
What's on my mind about AI and journalism: We have to be in two minds about it. A post for the Tow-Knight Center at CUNY about the contradictions we have to juggle when we strategize for an AI-intermediated world of news.
restructurednews.substack.com/p/both-sides...
19.01.2026 12:41
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What Metrics Matter? Two Case Studies. And a Survey.
Todayβs post comes from Adiel, the Tow-Knight Centerβs Program Director.
My partner in crime at @towknight.bsky.social Tow-Knight Center for Journalism Futures, @adielkaplan.bsky.social Adiel Kaplan writes today about the changing β sometimes mysterious β world of metrics in an AI landscape. Plus: A survey! We know you'd love to fill it out. Please do!
bit.ly/4sCKP16
12.01.2026 14:26
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A Conclave (or Cacophony) of Editors
Three LLMs walk into a barβ¦
A conclave of editors: A look at how three different LLMs approach the same editing exercise, and how that might help us design systems to take advantage of their different strengths/approaches. My latest post for the Tow-Knight Center at CUNY. restructurednews.substack.com/p/a-conclave...
05.01.2026 12:26
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Is Content King?
How will news publishers make money in an age of AI?
Musings about money, and the value of content in an AI world; it needs to be married with audience engagement and understanding in this new landscape. My last 2025 post for the Tow-Knight Center at CUNY's Newmark School.
restructurednews.substack.com/p/is-content...
29.12.2025 20:38
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The Blind Spot Machine
Who is the news for?
Could we better serve more of our readers by building internal AI avatars of them to advocate for stories that speak to their needs and perspectives? Can we build machines to get us past our blind spots? My latest post for the Tow-Knight Center for Journalism Futures at CUNY.
bit.ly/4qfYnxE
22.12.2025 12:27
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Personalization is coming; thatβs a byproduct of the technology. I donβt know that we can stop it, but can we both make it less bad - and also take advantage of the best opportunities that it offers?
17.12.2025 12:22
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I know this can get really bad - I talk often about filter bubbles of one. Weβre already polarized, and it could get much worse worse. On the flip side, whose view of society should be privileged? Mine? The NYTβs? The WSJβs? Whatβs the middle path that isnβt just gatekeeping?
17.12.2025 12:20
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With some caveats: Monolithic views by news orgs also cause harm; the NYT famously didn't cover LGBT issues in the 70s and ignored AIDS in the early 80s. Personalization has its issues; but so too does one-size-fits-all journalism. It's great when it reflects your views; not so much minorities.
17.12.2025 04:35
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Also, I don't mean to suggest that all parents in Florida care more about their child's education than on diversity initiatives; but that some will and some won't. The point is personal personalization, not proxy personalization. But as you know - the big question is how to do it well.
17.12.2025 04:30
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Thanks - I think - for the shoutout. And to be clear, I think personalization is coming, whether we like it or not. And like you, I think it's important that its done with public service in mind. And that (mostly) happens best when the readers control what they see and how they see it.
17.12.2025 04:28
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@ginaskchua.bsky.social: βIf we donβt, we risk ceding the space to companies that will optimize for engagement, not civic participation.β
www.niemanlab.org/2025/12/pres...
16.12.2025 16:30
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Pressured by chatbots, newsrooms push past the one-story-fits-all model
"If we don't, we risk ceding the space to companies that will optimize for engagement, not civic participation."
Every year, Nieman Labs asks how journalism will change in the coming year. My prediction this year is about how audiences will change β and how we need to adapt if we want to stay relevant and fulfill our public service mission.
www.niemanlab.org/2025/12/pres...
16.12.2025 03:32
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Meeting in The Middle
Who uses AI tools?
Who should we think of as the core journalism user of AI tools: the savviest, or the laziest reporter in the newsroom β or someone else? Musings on meeting in the middle. My latest post for the Tow-Knight Center at CUNY's journalism school.
restructurednews.substack.com/p/meeting-in...
15.12.2025 16:57
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How an AI-mediated world transforms news consumption.
How an AI-mediated world transforms news consumption.
Some thoughts about where the audience for news is going βΒ and what we can do about it. (And no, it's not for the Nieman Labs prediction issue, although hopefully that comes out soon too...) This one is for CJR's issue on journalism in 2025: www.cjr.org/analysis/wha...
10.12.2025 03:16
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Who You Know
βItβs not what you know, itβs who you know.β
If who you know matters as much as what you know, what's the most effective way to extract, store and present relationship data? An experiment with LLMs, a throwback to old projects, and thoughts about what we could try next. My post for this week. Please subscribe!
bit.ly/48X5ANf
08.12.2025 13:48
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The Facts of Life
How does an LLM know if something is true?
This week's post on my substack: On a fascinating idea to try to ground LLMs in β if not truth, at least in sourcing β and what that could mean for journalism and public interesting information. Plus, structured journalism.
restructurednews.substack.com/p/the-facts-...
01.12.2025 18:19
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Claude has been responding to me this way for six months or so, and before I started using the Projects feature, so there seems to be something quasi-persistent, at least in the account.
27.11.2025 03:20
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My Claude is Not Your Claude
Why doesnβt your Claude act like my Claude?
Watching Claude adapt to your style as you work with it is both fascinating and terrifying βΒ and speaks both to the ability to fine-tune it with use and the uncertainty about which version is working at any given time...
My latest post: Why my Claude isn't like your Claude
bit.ly/3JPwDAE
24.11.2025 08:48
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In Praise of Editors
If that headline doesnβt get me tons of hate mail, I donβt know what will.
My latest post, about the multiple roles editors play in newsrooms, from steering reporters in the right direction, to helping them craft compelling narratives, to finding typos and nit-picking language. And whether AI can help on those tasks.
restructurednews.substack.com/p/in-praise-...
17.11.2025 12:15
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Some news: Starting today, the Tow-Knight Center will be the Tow-Knight Center for Journalism Futures-Knight, with a focus on how generative AI will change how people find, access and consume news and information, and how journalism needs to meet that moment to fulfill our mission
12.11.2025 17:18
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I'm moving my 15-year-old blog to Substack. My first post there β about that BBC/EBU study about the quality of AI-intermediated news, and what it does β and doesn't β say about how people are coming to news. Please subscribe. It's free!
restructurednews.substack.com/p/welcome
12.11.2025 17:16
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