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AI News #113: Week Ending November 28, 2025 with 39 Executive Summaries
About This Week’s Covers This week’s main cover image is inspired by a poem by Laura Gilpin called The Two-Headed Calf: The Two-headed Calf By Laura Gilpin Tomorrow when the farm boys find this freak of nature, they will wrap his body in newspaper and carry him to the museum. But tonight he is alive…
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2025-2026 Bay Bath 1: Ten minutes in 46.8 degree water and 42 degree air
An incredibly special guest helped me kick off the ‘25-26 bay bath season. A solid ten minutes in 46.8 degree water with my buddy!
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AI News #112: Week Ending November 21, 2025 with 68 Executive Summaries
About This Week’s Covers This week’s cover is a nod to the movie Wicked: For Good, which came out this week, and Meta’s Segment Anything Model 3, which also launched this week. Segmentation is another way of describing the selection, identification, and tracking of objects within an image or video. In Photoshop terms, segmentation might…
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AI News #111: Week Ending November 14, 2025 with 56 Executive Summaries
About This Week’s Covers This week’s cover image is a nod to Ender’s Game by Orson Scott Card, a classic science fiction novel about a boy who plays video games inside simulations. The concept was inspired by Google’s launch of its simulation agent, SIMA 2, which can navigate and learn virtual worlds, much like Ender…
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AI News #110: Week Ending November 07, 2025 with 57 Executive Summaries
About This Week’s Covers This week’s cover is inspired by a trip to the University of Missouri School of Journalism, the oldest journalism school and arguably the best in the country. I was on a panel as part of a strategic event discussing the future of journalism, technology, and the internet itself. I was blown…
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AI News #109: Week Ending October 31, 2025 with 32 Executive Summaries
About This Week’s Covers This week’s cover image is Halloween-inspired and a glimpse into the progress in AI image generation over the past two years. I went back and found the prompt I used for my Halloween newsletter in 2023. I took that prompt and dropped it into Gemini 2.5 to see what it would…
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AI News #108: Week Ending October 24, 2025 with 25 Executive Summaries, and Top 13 Links
About This Week’s Covers This week’s cover is inspired by the life and tragic death of chess grandmaster Daniel Naroditsky. Daniel is the reason I got into chess, after I read Can’t Hurt Me by David Goggins. Goggins inspired me to run ultra-marathons- alone at night year-round, unassisted – which sounds cool, however, Goggins also…
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AI News #107: Week Ending October 17, 2025 with 29 Executive Summaries and Top 20 Links
About This Week’s Covers This week’s cover celebrates the milestone of reaching 40,000 hand-organized links. The cover image is inspired by the odometer in the Ferrari from Ferris Bueller’s Day Off. I had Nano Banana change the odometer on a 1961 Ferrari 250 GT to read 40,000, and I changed Ferris Bueller’s T-shirt to say…
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AI News #105: Week Ending October 03, 2025 with 65 Executive Summaries, Top 20 Links, and 2 Helpful Visuals
About This Week’s Covers This week’s cover image is a photo I took of Google Headquarters in New York City when I went to meet with Google and the Local Media Consortium board of directors. I gave the photo to Google Gemini 2.5 and asked it to replace Google’s sign with my newsletter edition title.…
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AI Virtual Inn of Court September 2025 Member Meeting – Ethan Holland Presentation
Links to download the full presentation files:Keynote version | PowerPoint version Annotated Text Of the Virtual Presentation This deck is a take home resource with everything you need to know. It’s a labor of love from me to the Inns of Court, and I’m happy to chat with you any time. Our goal today is…
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AI News #102: Week Ending September 12, 2025 with 29 Executive Summaries, Top 8 Links, and 1 Lonely Visual
About This Week’s Covers This week’s main cover is a collage of photos from my time outside recently. When I dropped my daughter off at college, I decided to take two months off of my newsletter in order to be present and reset. It’s currently the end of November 2025, even though I’m going back…
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Vail YOLO Adventure Part II: Reuniting with the Gore Range and Sending Off My Daughter 30 Years Later
In January 1994, my sophomore college roommate, Caleb, and I bought one way tickets to Vail Colorado, on a mission to be ski bums. We each had a suitcase, skis, and $300 in cash. No cell phones. No internet. No job. No house. No plan. You can read the first part here: My YOLO Vail…
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My YOLO Vail Story – 19 Years Old With a One Way Ticket and No Plan
In January 1994, my sophomore college roommate, Caleb, and I bought one way tickets to Vail Colorado, on a mission to be ski bums. We each had a suitcase, skis, and $300 in cash. No cell phones. No internet. No job. No house. No plan. There wasn’t much to research in advance, since there was…
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My friend Mike’s gift of love
When my dad died, I had to decide how I felt about death. To have my friend Mike call me the next day, and ask me to walk with him for the next three years as he approached death was a big challenge, because I was at a very dark point. Mike didn’t want me…
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Eulogy for Michael Bernstein, my buddy
Eulogy for Michael Bernstein, my buddy Wednesday July 2, 2025Central SynagogueNew York, NY GREETINGS Daph, Allie, Theo, Jana, Seth, Marsha..… Family and friends. Mike asked me to share a bit about who he was when he was younger. I met Mike our first semester in college. It was 1992. We were 18 years old. FRESHMAN…
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AI News #92: Week Ending July 04, 2025 with 24 Executive Summaries, Top 72 Links, and 3 Helpful Visuals
About This Week’s Covers This week’s newsletter category covers are a nod to the 4th of July holiday. The main cover was created with GPT-Image-1, Magnific, and Photoshop. I gave GPT an image from Rocky IV and another image of a Figure 02 robot. The prompt was “Can you replace Rocky with this Figure 02…
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AI News #89: Week Ending June 13, 2025 with 33 Executive Summaries, Top 45 Links, and 7 Helpful Visuals
About This Week’s Covers This week’s newsletter category covers honor the passing of musical great Brian Wilson. Beyond music, Brian had an exceptionally tough life and I admire him as an incredibly gentle soul. Since Brian was such a big part of The Beach Boys, I asked GPT-o3 to create a rubric I could use…
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AI News #86: Week Ending May 23, 2025 with 18 Executive Summaries, Top 93 Links, and 12 Helpful Visuals
About This Week’s Covers This week’s covers celebrate my great friend Mike Bernstein, who introduced me to the Beastie Boys’ album “Paul’s Boutique” many years ago. I asked GPT-o3 to create a rubric I could use for batch producing derivative newsletter covers in the spirit of the Paul’s Boutique album cover. The main cover is…
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AI News #85: Week Ending May 16, 2025 with 25 Executive Summaries, Top 56 Links, and 10 Helpful Visuals
About This Week’s Covers This week’s covers are in honor of my great friend John Bayalis, who is an incredible painter, photographer, and New Order fanatic. A few years ago, John decided to paint all 64 official Joy Division and New Order releases on 3×3 inch canvases. I’m thankful to be the caretaker of more…
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Delaware Technical and Community College – Artificial Intelligence Keynote – Ethan Holland – April 2025
Here is the full slide deck from the keynote presentation, below. Let’s connect on LinkedIn: https://www.linkedin.com/in/ethanholland/ Scroll down to view all 136 slides along with all videos and hyperlinks embedded in between slides as needed. Alternatively, here are two downloadable versions of the presentation:DelTech Keynote Ethan Holland April 17 2025.key (106.9 MB Apple Keynote)DelTech Keynote…
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AI News #82: Week Ending April 25, 2025 with 35 Executive Summaries, Top 67 Links, and 2 Helpful Visuals
About This Week’s Covers This week’s cover is a tribute to the 35th anniversary of Public Enemy’s classic album, “Fear of a Black Planet.” To make it relevant to artificial intelligence, I changed the theme to fear of the paper clip maximizer. The paper clip maximizer is a popular ethical warning where an innocent request…
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Always be kind. To everyone.
A reminder that you never know who you’re meeting. Fourteen years ago today, I presented at a conference with Sam Altman and John Battelle. Of everyone there, Sam was the nicest to me. He genuinely asked me questions and was kind. Everyone else was too cool for school. As the saying goes, ‘People only remember…
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Billie Eilish – Bag Guy
It’s the weekend. Normalize sharing fun things with your professional network. When I was at American Eagle Outfitters, I took a Strengths-Based Leadership test. I got the highest score in the company in creativity. In this case, creativity implies free association, not artistry or talent. Sounds cool, but this trait has been a colossal pain…
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Handmade memes had a posse
Back in the 90s, I used to make and trade stickers with Shepard Fairey before he founded OBEY Clothing. This is an old one my friend Tom found last week. I made it in honor of Swarthmore College president Al Bloom. These stickers ended up all over the world. Before people shared memes on the…
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Apple is pulling a Braveheart and can change the way we use phones whenever they choose
Update: Dec 15, 2024Making onscreen content available to Siri and Apple Intelligence | Apple Developer Documentationhttps://developer.apple.com/documentation/appintents/making-onscreen-content-available-to-siri-and-apple-intelligence I believe Apple is purposefully slowing their AI releases because the impacts would be too disruptive. Apple is sitting on a Large Action Model that could “use your phone for you”. It could use apps, navigate interfaces, and take…
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The AI Future: Exploring the Adjacent Possible with Emerging AI Solutions
I’m excited to have written an article in the latest issue of Delaware Lawyer magazine. It addition to forcing me to put ideas to paper, it was a fun opportunity to shout out Jeremiah Owyang, Alan D. Thompson, and Ethan Mollick in print. I wrote the piece in November with a Thanksgiving deadline. The issue came…
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Google Gemini Is My Podcast “Needle in the Haystack” Tool: Find Quotes Fast
I’m enjoying using Gemini as a needle in the haystack tool for podcasts. When I remember a moment but not when it was, I don’t want to scrub through an hour and a half trying to find it. I can drop in a podcast URL, describe the section I need, and Gemini finds it, transcribes…


































