Happy Monday!

First, thank you to everyone who filled out the survey last week. I got some really helpful feedback, and I’m excited about what I’m building for you for the next phase of AI Playtime.

Meanwhile, the AI world continues to get messier. This week, OpenAI announced it plans to cut off Cursor’s access to its models after the company was acquired by SpaceX. It’s another reminder that as these AI companies get bigger, the competition isn’t just about who has the best model anymore. It’s about who controls access to the technology.

But the thing I’ve been thinking about even more this week is how powerful AI becomes the more you interact with it.

I tried the prompt below using my own ChatGPT/Claude history, and the response was kind of wild. It surfaced strengths, blind spots, and opportunities based on patterns across our conversations that I hadn’t fully connected myself.

This is one of those prompts I really want you to try.

The longer you’ve been using AI, the more interesting the answer may be. Let me know if it was helpful by replying to this email.

Enjoy!

❝

PROMPT: We’ve had a lot of conversations. Analyze our history and tell me what patterns you see about how I think, work, make decisions, and create opportunities.

Be specific, evidence-based, and candid. Don’t flatter me or give me generic personality traits.

Tell me:

What am I unusually good at that I may not realize?
What strengths do I repeatedly demonstrate but seem to underestimate?
What are my hidden weaknesses or blind spots?
What do I consistently struggle with, overcomplicate, avoid, or think I do better than I actually do? Tell me what those weaknesses may be costing me.
What is my greatest unexplored opportunity?
Based on the intersection of my strengths, weaknesses, experience, interests, and patterns, what is the biggest opportunity I may be overlooking?

For each answer, explain the evidence you see in our conversations and what I should do with that insight.

Don’t just tell me what I want to hear. Tell me something I may not have realized on my own.

Finish with:

“The thing I think you understand least about yourself is ______.”

Source: Nate Jones

OPEN IN CHATGPT

OPEN IN CLAUDE

In Today’s Edition:

🤯 OpenAI just cut off Musk's Cursor
🛠️ 1 new AI tool that you should make time to try this week
😮 Kevin Durant Is About To Make More Money From Nvidia Than His NBA Salary
🤖 Built-in browser for autonomous web tasks.

Read time: 4 minutes

🎨 AI ART

Not everyone can make the NFL roster - Verified by AI

📰 AI INDUSTRY NEWS

OpenAI to end model access to Cursor after acquisition by Elon Musk’s SpaceX
Current models keep running until November 12, but the next generation was withheld immediately.
Claude's memory works everywhere, and you decide what's in it
On Team and Enterprise the default flips, and admins hold the switch before anyone else does.
Nvidia closes in on Hugging Face acquisition
Hugging Face turned Nvidia down last year over exactly the independence question this deal settles.
TIME Names 2026's Most Influential In AI
Ben Affleck made this year's list, filed under innovators.
The turbulent AI era is here. The choices we make now are critical.
Gates wants some categories of work fenced off from automation by design, and he has named the fence.
Dr. Dre Admits He Uses AI To Produce, Doesn’t See It “As A Threat”: “I’m Embracing It”
Dre reaches for the drum machine comparison, which producers have used to win this argument before.
OpenAI says its Jalapeño chip can power faster AI responses than the competition
A company with no silicon to sell published a spec sheet, which tells you who the audience is.
Kevin Durant Is About To Make More Money From Nvidia Than His NBA Salary
The deal has not been announced, and the payout math traces back to a post on X.
Anthropic gets its first court win over the Pentagon’s supply-chain risk label
A vendor that refuses a customer's use case now has a First Amendment precedent behind it.
Apple’s new desktop computers are designed specifically for local AI development
Apple is selling capital expense as an escape from subscriptions, and the top memory tier slips to late October.

🛠 AI TOOL TO PLAY WITH THIS WEEK

Claude Cowork gets a built-in browser: nothing to install | Claude by Anthropic

Claude now has its own browser inside the Cowork desktop app. It opens sites, reads pages, and works in them while you keep working. No extension, and your own tabs and logins stay out of it.

Claude

🌐 Claude Cowork — Built-in browser for autonomous web tasks.