AI Creativity Chronicles​ Weekly Insights from ​The AI Over 50 Guy

Hi [FIRST NAME GOES HERE] 👋,

The way experts build authority through video just fundamentally changed.

Not in a flashy, hype-cycle way. In a quiet, structural way that most people won’t notice until they’re behind.

Here’s the leap no one’s talking about:

On February 3rd, OpenAI and Anthropic both released new AI models. Not upgrades. Not tweaks. Powerful innovations. Dare I say, game changers.

​Matt Shumer wrote about this. His piece hit 84 million views.

The truth is that if you’re not paying attention to AI, you’ve probably missed this. And, if you have not directly experienced this new level of AI (yes, paid subscriptions are required), you’re trying to judge today’s AI while using the old models. Or as Shumer says it:

Why this matters for your video strategy:

Most people are still using AI like a smarter Google, a helpful writing assistant, or autocomplete with flair. And, they’re often using last year’s inferior free-tier AI models.

That was the flip phone era. And if you tested AI for content creation six months ago and walked away unimpressed, you were testing yesterday’s intelligence.

Trust me when I tell you that today’s models are something different entirely.

I’ve been digging into this, including experimenting with new workflows using Claude Cowork (which is newer and easier to use than Claude Code).

The shift is tangible. The reasoning depth. The contextual memory. The ability to hold a strategic conversation and push back on weak thinking.

It doesn’t feel like talking to a tool anymore. It feels like working with a sharp collaborator who has infinite patience and zero ego.

Putting the new AI to work

Last week, I started mapping out a full video authority arc, positioning, topic sequencing, and platform strategy in about 20 minutes. This is the kind of strategic scaffolding that used to take me the better part of a week and a lot of staring at the ceiling. I’m excited by the results! (More on that soon.)

Perhaps most importantly, AI and I did this together in a way that’s not outsourcing my voice. We literally upgraded the cognitive engine behind my visibility.

This changes what’s possible for experts who want to show up consistently on video without burning out.

With the right approach, today’s AI can help you:

• Clarify your positioning before you ever hit record
• Build a coherent authority arc that compounds across platforms
• Pressure-test your ideas so your scripts land harder
• Maintain a consistent publishing rhythm that actually feels sustainable.

The strategic spine of your video presence gets stronger. Your thinking gets sharper. Your output gets more sustainable.

Two realities are forming. You choose.

In one reality, AI is still a gimmick—a toy, an optional add-on that people dabble with and dismiss.

In the other, AI is becoming an integrated layer of creative leverage. And the experts who figure out how to use it intentionally gain an advantage. Not because they’re working harder, but because they’re thinking and executing with better infrastructure.

The fact is that the gap between those two worlds is growing fast.

If you want to be in the second one.

If you want to discuss what that opportunity looks like and explore what’s now possible, let’s have a focused conversation about where you are and where you’d like to be.

👉 Click here to schedule a free consultation​

I promise you’ll walk away with a valuable perspective on how AI-assisted video visibility could actually work for your specific expertise and audience.

The question isn’t whether this shift is happening. It’s whether you’re building your authority on the landscape that’s emerging or on the one that’s fading.

Keep creating. Your voice matters.

Jon Leland, The AI Over 50 Guy​
Helping experts use video & AI to increase visibility and authority

AI Creativity Chronicles​ Weekly Insights from ​The AI Over 50 Guy

Hi friends 👋,

I am excited to share something I’ve been cookin’ up for you—and it’s now ready.

Prompted to Create 2026 is a live, 3-week, small-group cohort designed especially for people over 50 who want to engage with AI in a way that feels human, creative, and grounded. It builds on the Prompted to Create course that we did last year.

This isn’t about mastering tools or keeping up with the hype.

It will help you to:

• Get over the AI hump through playful experiments and direct experience.
• Work with AI as a creative partner, not a threat or “boogie man.”
• Find your ideal relationship with AI’s creative powers by using a human-centered approach.

We’ll work through a clear experiential framework together—covering mindset, personal inquiry, writing, visual thinking, AI-enhanced video, and integrating AI into an ongoing creative practice. (Browse this page to see this new framework in detail.)

The cohort begins the week of February 23.​
Early registration is $399 and expires this Sunday, February 15th. (Standard price $499. No one turned away for lack of funds.)

You can read the full details here:
👉 Prompted to Create 2026 – Full Details & Registration​

If you’ve been curious about AI—but hesitant, cautious, or simply waiting for the right way in—this may be it.

Coming Even Sooner

I’m presenting a free, live session, “The New AI Video Playbook: How to navigate the AI video landscape and use what actually works,” on Tuesday, February 17th, hosted by Bay Area Content Marketers Meetup. This session will break down the rapidly changing AI video landscape — what matters, what doesn’t, and how to think about it without overwhelm. Click here for details.
(Note: You don’t have to pay for MeetUp. If necessary, register for a free MeetUp account, and then register for this event.)

Thanks for staying in the conversation.

Keep creating,

✨ Jon Leland, The AI Over 50 Guy​
Because it’s never too late to play with the future 🚀