Weekly AI Highlights: September 19-25, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Hey Reader, I'm back in Cleveland. Slowly getting back into work mode and fighting some serious jet lag... And I came back to big news. OpenAI is retiring custom GPTs on December 11. If you built one, or shared one with clients or students, you need to plan for this now. Also this week: Anthropic released a new Claude model, and OpenAI added two cheaper GPT-6 models. Meta's AI agent...
8 days ago • 12 min read
Weekly AI Highlights: September 12-18, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Hey Reader, Last day in Morocco. It’s been amazing. Ended the trip with a hot air balloon ride and it was pretty special…. This was my view from our balloon. Meanwhile, back on the ground, three AI tools got a lot more useful. Claude merged Chat and Cowork into one. Apple finally released the new Siri. And Gemini can now pull from HubSpot, QuickBooks, and Mailchimp while you work in...
15 days ago • 7 min read
Weekly AI Highlights: September 5-11, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Hey Reader, Hello from Marrakech! OpenAI had a big week. A new image model you can draw in, and a way for ChatGPT to learn your writing voice from your own emails. Then Meta launched a personal agent that will book, buy, and email on your behalf. Let's get into it. 1. OpenAI Introduced ChatGPT Images 2.5 The new image model landed Tuesday. It is already live for you in ChatGPT, ChatGPT...
22 days ago • 7 min read
Weekly AI Highlights: August 29 - September 4, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Hey Reader, Hello from Greece. We came for a wedding, and I’m not sure I’ll ever go back home! Here we are all spiffed up for the welcome party. Meanwhile, while I’ve been playing in the Aegean Sea, AI developments have been at full throttle. OpenAI and Anthropic both released their most powerful models. Claude can now use your actual computer, not just a browser. ChatGPT Work...
29 days ago • 13 min read
Weekly AI Highlights: August 22-28, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Hey Reader, The last few days I’ve been at a business event at Pebble Beach. Yesterday I went to explore Carmel By The Sea. I found the most perfect spot at the top of a sand dune, where I planned to sit for half an hour. 3 hours later, I was still sitting there. Without looking at my phone, or my laptop, or anything at all. I just watched the people, and the dolphins and the water. Can’t...
about 1 month ago • 10 min read
Weekly AI Highlights: August 15-21, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Hey Reader, In this week’s deliberately non AI activity, I went on a mushroom hike. No, I didn’t take mushrooms and then hike… I hiked to see mushrooms. Here’s a cool one: Ever since watching the Netflix documentary, "Fantastic Fungi", I’ve been really captivated by the things. I’m not exactly sure how to segue mushrooms into an AI conversation, so let’s just jump right in, shall we?...
about 1 month ago • 7 min read
Weekly AI Highlights: August 8-14, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner Hey Reader, On Saturday I hosted a small dinner party that I swear I thought would kill me. I used to do this kind of thing all the time but that was before I was vegan. It’s not that you can’t make delicious vegan food. But the truth is, it takes a lot more prep, and if you are cooking for non-vegans, well, it just adds that much more pressure. So I started at the farmers market at 8 AM on...
about 2 months ago • 8 min read
Weekly AI Highlights: August 1-7, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner The college tours continue…this week we are in Boston. If you’ve done this, you know the routine. The information session. The walk backward across the quad by a student guide. And on almost every single tour we heard “we have x number of clubs, but if you don’t see one you like, start your own! In fact, we even have a cheese club!” Seriously, we went on three tours this week and every...
about 2 months ago • 7 min read
Weekly AI Highlights: July 25-31, 2026 What Small Business Owners Need to Know Right Now by Jen Lehner I am on Sullivan's Island right now, squeezing everything I can out of what is left of summer. #deliberatelyNotAIstuff I snapped this selfie at my favorite spot on the island. It’s a tidal creek where we put in our kayaks, but even when I'm not kayaking it’s one of the first places I visit when I get to the island. It’s so beautiful and peaceful and just a great way to set the tone for the...
2 months ago • 7 min read