Big project, tiny task, creative experiment, or something you’ve been putting off—what are you using AI to help you move forward?

Today's Skool challenge had me write out my ideal life in 2029. One line I kept coming back to: "AI is everywhere in my workflow, quietly doing the tedious parts: research, organization, production, repurposing, administration, scheduling, analysis, experimentation. I remain the human part — the curiosity, the judgment, the questions, the stories, the connection." That's the whole thesis, honestly. In my 2029, I still host conversations with fascinating people. I still write when something's worth writing. But there's no frantic content machine behind any of it — a small, highly automated system handles editing, publishing, clips, transcripts, descriptions, distribution, and promotion. AI didn't replace the work I actually want to do. It quietly absorbed the work I never wanted to do in the first place. That's the actual advantage — not "AI does everything," but AI does the tedious everything, so the hours I get back go to the parts only I can do: judgment, curiosity, connection. Question for this group: if you built out your workflow so AI owned every repeatable, tedious step — what would you spend your reclaimed hours on?

Most conversations about AI still focus on business, content, and productivity. But some of the most useful ways I have used AI have nothing to do with work. Making decisions. Planning trips. Learning something new. Thinking through money. Solving everyday frustrations. Figuring out what I actually want. If you were introducing a complete beginner to one genuinely useful, nonbusiness use for AI, what would you show them first?

Happy Monday, everyone. This one was filmed on the way up my mountain. Still a long way from the top, out of breath, nothing rehearsed. I turn 58 this year. Thirty plus years into this work, and somewhere on that trail the same voice still shows up three or four times to tell me I could stop right here and nobody would think less of me. I gave up trying to silence it a long time ago. What I do with it instead is what I get into in the video. Learning AI works the same way. We didn't grow up with this stuff. We're the ones cutting the path for everyone who comes after us. So of course it feels uncomfortable. Of course the doubt creeps in. Of course the old way of working keeps calling you back to it. That isn't a sign you're failing. It's a sign you're climbing. And the only thing that actually gets you up the hill is what I was doing on that trail. One step. Then the next one. Without quitting. Focus of the Week: 👉 Don't Miss Your Mountain So here's what I'm asking this week: name the mountain you keep promising yourself you'll climb someday, and name the one step you can take toward it before Friday. Drop it in the comments 👇 Have a fantastic Monday, Dean

One of the most useful things AI has helped me do is separate how I feel from what I do next. “I don't feel like doing it” and “I'm not going to do it” are two completely different statements. I can tell AI: Here's how I'm feeling. Here's what I said I wanted. Help me figure out the next best action. It doesn't need to hype me up or change my mood. Sometimes I just need a thought partner that helps me think clearly enough to move anyway. Feelings can come along for the ride. They just don't have to drive. 😎