Weekly AI Highlights: June 13 - 19, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner I spent this past week in New York onboarding a new client, catching up with a few friends, hanging out with my family, and witnessing a whole city losing its mind over the Knicks. They won their first title in 53 years, and yesterday's parade turned Manhattan into one giant block party. What a week to be here. Hello from Central Park Here is the AI story I could not stop thinking about....
9 days ago • 6 min read
Weekly AI Highlights: June 6 - 12, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Reader, When Claude released Fable (Mythos) last Tuesday, I texted my son, Jake, to see if he’d tried it yet. He’s been using Claude a lot these days so I wanted to get his take. Here’s the exchange: Then he followed up with a phone call on Tuesday to share with me exactly how he was using it and how impressed he was. He’s not one for hype, but he was as excited as ever seen him. He is not...
16 days ago • 7 min read
Weekly AI Highlights: May 30 - June 5, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Reader, I had the most fun this last night talking about AI at Kiln, a popular local restaurant, for their “Restaurants in the Age of AI” event. We got into where AI and hospitality actually meet, and what is coming next for both. The room was a real mix; business owners and curious folks from all kinds of fields, not just the restaurant world. Technically the event was promoted as a...
22 days ago • 6 min read
Weekly AI Highlights: May 23–29, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Reader, Quick story before the news. My Ring doorbell chime stopped working this week. No sound at all. I called the guy who normally handles that kind of thing for us, and he was no help. So I called the company directly, and the “person” who answered turned out to be a bot. I had to stop and ask, because he sounded that real. He said, yes, I am an AI assistant. What followed was one of the...
30 days ago • 6 min read
Weekly AI Highlights: May 16-22, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Reader, Last weekend I enjoyed a "hen party" in Chautauqua, NY. This photo was taken at Panama Rocks, a very unusual geographical spot made up of prehistoric boulders, deep crevasses, and beautiful trees. I left AI far behind and enjoyed every minute of the weekend. We also visited the Lucille Ball museum and the Comedy Museum, which I highly recommend if you are ever in the area. Back to the...
about 1 month ago • 7 min read
Weekly AI Highlights: May 9-15, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Reader, Hope your week is wrapping up the way you wanted it to. I’m still flying high from Mother’s Day and this weekend I’ll be attending a weekend “Hen Party” (bachelorette getaway) with my club. Should be a good one. Mother’s Day, Sullivans Island, South Carolina, May 10, 2026. It was also a big week in AI. Claude rolled out a small business edition that plugs directly into QuickBooks and...
about 1 month ago • 7 min read
Weekly AI Highlights: May 2-8, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Reader, Happy Mother's Day if you'll be celebrating this weekend. (And if this day is a hard one for you, I hope it lands gently.) I was invited to be a guest on my son's podcast, Friends For Good, which he co-hosts with his best friend, Carson. The show “celebrates what's going right in the world, with the goal of building something more hopeful and more caring one episode at a time.” This...
about 2 months ago • 5 min read
Weekly AI Highlights: April 25 - May 1, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Reader, Last night two coyotes interrupted my evening walk. Actually, I think I interrupted the two coyotes. The way they kept running back and forth in front of me made me think there were pups nearby. (Is that what you call baby coyotes?). Even though I was bummed to cut my walk short, I was grateful for the interaction. More and more I feel very comforted by nature. I mean, nature...
about 2 months ago • 5 min read
Weekly AI Highlights: April 18 - 24, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Reader, first of all, my apologies. I really only like to bring you a maximum of three updates each week. But this week, every single one is bananas. I keep saying this: AI isn't changing by the day anymore. It's changing by the minute. Which is exactly why I'm writing you from Sullivan's Island, South Carolina. My college best friends and I finally pulled off a long overdue reunion this...
2 months ago • 9 min read