Chipp Chatter - Onboard Teams to AI, Chats in Court, Chipp Chats and more
Learn to onboard teams to AI and find the limits of agents in this week’s roundup. Plus hear keynotes from Chipp Con!
AI is moving quickly. 💨
Here are the highlights from the week that was in AI and Chipplandia and our spicy takes on what it actually means:
AI Highlights from Around the Web
5 Smart Ways to Get Your Team on Board with AI Tools
Lenny Rachitsky shares practical tips from his interview with AI-forward companies about getting employees excited about AI. The key? Don't force it - create learning budgets, assign AI leads, give people time to experiment, offer multiple tool options, and let internal enthusiasm spread naturally.
🌶️ AI is a change management issue. Solve for adoption and value will follow.
ChatGPT Chats Could End Up in Court
ChatGPT CEO Sam Altman revealed that people share personal info in ChatGPT conversations without realizing those chats could potentially be used as evidence in legal cases. A reminder that AI conversations aren't always as private as we think.
🌶️ Remember when we posted everything on social media when it first started? We will go through a similar motion with AI. Expect some activities on public AI; others on private AI or on-device AI
The Art of Balancing AI Agent Freedom
Aaron Levie nails a key challenge in building AI agents: give them too little freedom and you miss out on their intelligence, give them too much and you risk security issues. The sweet spot? SaaS platforms combined with smart agent controls.
🌶️ Tasks with a higher tolerance for mistakes will be fertile ground for complete agent control. Most work will still require a back-and-forth between human and AI. As Balaji says, AI is middle-to-middle not end-to-end.
Chipp Highlights
We're Still Riding the ChippCon High!
We're still buzzing from ChippCon 2025! Our amazing guests shared so many valuable insights about building with AI, and we can't wait to share some of the highlights with you. Here are three incredible talks that show just how creative and diverse our community is when it comes to solving real problems with AI.
Stop Overthinking, Start Testing: Why Your AI Ideas Need Real Users Now
Maaria Tiensivu from KNOW-ME and Four Languages
Maaria came all the way from Mexico to share something every builder needs to hear: stop tweaking and start testing! Using Facebook's infamous "Year in Review" disaster as her example, she walked through five simple steps to test your AI ideas with real people. Her message was clear - assumptions are expensive, but experiments are cheap. She also emphasized how valuable it is to actually look at your chat data to understand how people really interact with your AI.
Building Private AI for Regulated Industries
Aishwarya Ramasethu from Prediction Guard
Aishwarya shared fascinating insights about bringing AI to industries that can't just plug into ChatGPT - think healthcare, finance, and agriculture. She explained how companies like IBM are running Chipp on their own private AI infrastructure, keeping sensitive data secure while still getting all the AI magic. What really stood out was how you don't have to choose between AI capabilities and data privacy.
How a Creative Agency Embraced AI Without Losing Its Soul
Justin Ahrens from Rule29
Justin's story hit home for so many creative professionals worried about AI replacing human creativity. After 25 years running his brand agency Rule29, he didn't just survive the AI wave - he rode it. From winning more proposals than ever to creating political discussion tools and helping insurance companies with compliance, Justin showed how AI can make you more human, not less. His team went from scared to excited, and now AI is part of every client conversation.
