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The Executive AI Briefing for Busy Leaders

Welcome to Lead with AI, the only executive AI brief for busy leaders. Every edition, I deliver the latest AI updates through real-world insights and discussions from our ​​community​​ of 150+ forward-thinking executives.

In this week's edition​,​ I want to discuss:

Blurred Lines: Leaders, AI, and Writing

Last week, Executive Coach ​Yolanda Yu​ asked a thought-provoking question:

“As I plan my next newsletter, how do I let my client know that it is ME writing with some AI helping to edit, not AI writing?”

Few topics sparked so much discussion in our ​AI community​.

Sodexo’s Head of Future of Work ​Henrik Jarleskog​ quickly hit the nail on the head:

“The only way forward is not to care. All content will be more or less digital first. One has just to make the content good enough for people not to mind either way.”

As leaders spend ​up to 24% of their time on writing​ – from research reports to internal memos – it got me thinking: how should leaders navigate writing with AI?

What is theirs, what is AI, and can you even let people know?

AI is Writing With Me, But Not For Me

Last week, “I” wrote about how ​AI agents empower anyone to be a one-person unicorn​ – or at least, a SuperWorker. I say “I” because AI played a role, just like in almost every piece of content over the past 2.5 years.

So, for full transparency, here’s how the article was created:

  • I have a ChatGPT Task setup to help me brainstorm a new article topic every Saturday morning. My brainstorming started here, reflecting on topics from the week prior.
  • Once I (we?) landed this topic, I briefed ChatGPT Deep Research to find more insights and articles about scaling yourself through agents.
  • After researching for nearly 10 minutes, it brought me 28 references, including some fascinating insights that made it to the final article.
  • I wrote my article in a Google Doc where the Grammarly AI plugin provided editing suggestions in real time. I even tried Gemini for Docs’ AI suggestions briefly.
  • I sent my final draft to a ChatGPT Project with my previous writing and asked for edits, including my favorite hack: “If you had to erase only one sentence from this article, what would it be and why.” (It found quite a few, which I’ll try not to take personal.)
  • I used ChatGPT 4.5 to brainstorm headlines, and later, Gamma AI to turn the article into a few neat slides for LinkedIn, accompanied by copy co-created with Socialsonic.

Did “I” write an article? The “we” may be more appropriate.

But how does this work for leaders? Can they afford to be this transparent?

Where’s Your Value?

In a final training session for a group of educators, its project leader went first in sharing ‘what’s next.’

“For a long time, I was in the AI closet.” He shared openly. “I didn’t want people to know that I used ChatGPT. But now, I’m sharing it for anyone to hear: I collaborate with AI to improve the quality of my work.”

It felt uncomfortable at first, he recalled, being open about using AI. Would people feel like he was cheating? That he was lazy?

For many, these fears still exist: over half of AI usage is ​done in secret​, mainly because people “worry that using it on important work tasks makes them look replaceable.”

It’s in some ways tough to acknowledge that what used to cost you hours or days is now done significantly faster, with higher-quality output.

Because if an AI can do so much of what you used to do, where is your value?

As WSJ-tech writer Alexandra Samuel ​told me​ over a year ago, we’re coming upon a tough renegotiation of who we are and what we do.

Case in point: ​research from Harvard professor Raj Choudhury​ shows that an AI chatbot trained on a CEO’s writing answered employee questions so convincingly that many staff “thought the answers came from the boss himself.”

In other words, the AI effectively replicated the CEO’s tone and quirks.

Similarly, sometimes, especially for documents where many leaders contribute like an annual strategy, the process of creating it is where the value resides. It’s not so much about the strategy, which ChatGPT could have created based on your data and objectives, but about going through the data, adjusting your mindset and building consensus.

And then, even if AI helps out, how do we properly attribute this?

Writing is Thinking

The truth is that it’s never about the writing.

Your writing, from reports to articles, is simply an output of your thinking.

“Writing is thinking. To write well is to think clearly. That's why it's so hard," as historian David McCullough famously said.

In that thinking, AI can play an important role as a researcher, editor, and fact-checker. Not using these tools is doing a disservice to yourself.

Acknowledging the role AI plays may solve issues like the one Yolanda highlighted. So, for proper AI-human collaboration:

  • AI as a Co-Writer, Not the Author: Use AI to support research, editing, and structuring—not replace your thinking. Your insights, experience, and decision-making should drive the content. AI can draft, but leadership requires judgment and originality.
  • Be Transparent but Strategic: Acknowledge AI’s role where relevant, but focus on building trust through consistency. Readers care more about authenticity and insight than whether AI was involved. (It may become expected.)
  • Validate Everything: AI can generate errors or biased outputs—fact-check rigorously. If AI assists in research or writing, human oversight is essential to ensure accuracy, credibility, and alignment with your values.

In the end, using AI will remain like walking a tightrope. You don’t want to overly rely on it, but you also don’t want to work without this incredible technology. Especially if others are.

Even Professor Choudhury concluded his CEO bot research on this note:

“My prediction is that every single employee one day will have their own communication bot, just like today we all have email. But the question is, how do we get this to work, so it’s credible and widely accepted?”

(How) are you acknowledging the role AI plays in your work?

Let me know – I love hearing from you.

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“Your AI Team” Platform Updates

Essential updates from our core AI platforms can mean big changes in your and your team's productivity. Here's what's new from the essential AI tools that most Lead with AI leaders are using:

(More AI news after this break!)
Available Now

AVAILABLE NOW

Lead, Don’t Follow—Master AI Now

Enjoy the above high-quality discussion? There is even more in our private Lead with AI PRO Community.

I've heard so many leaders say they want to master AI, but "not knowing where to start" keeps getting in the way. Does that sound like you?

Take charge with Lead with AI PRO and become the leader your team needs.

What's included:

  • Expert guidance: Live masterclasses every month to help you integrate AI into your workflow and make an impact.
  • A connected community: Join sub-communities of senior leaders across industries to exchange actionable insights.
  • Valuable resources: Stay informed with 30+ video lessons and cutting-edge research on AI tools and applications.

Over 170 leaders from companies like Apple, Gartner, and Toyota have already transformed how they work with AI. Will you be next?

>> SIGN UP NOW

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How Companies Implement AI

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The AI Executive Brief

AI Tools Recommendation

Instead of chasing the latest hype, I’m using this section to highlight the top AI tools in key categories – only those ​Lead with AI community members​ are actually using and relying on.

This week: AI for Research

If you're using the live web search feature on your LLM to gather insights for your work or documents, these tools will be a huge step up:

#1 Perplexity

An AI search platform that actually tops the category ranking in our Top 100 AI for Work. Besides transparent source citations and follow-up question suggestions, it gives you a more in-depth AI search experience with advanced models and filter options.

​-> Try it here.​

#2 ChatGPT Deep Research

While there are other ‘deep research’ tools on different platforms, our community members tried ChatGPT’s a lot and got great results.

​My review here​. With the good news is that you now get 10 deep research queries even on the Plus plan ($20/month).

If you haven't had a use case for it yet, try Alex’s prompt:

“This is me [your LinkedIn profile + your X latest posts]. Propose 10 deep research projects for this month that align with my interests. Make sure they provide answers to my most pressing problems and will make my life easier in the future.”

-> Click on "Deep Research" button on your ChatGPT interface to try.

#3 NotebookLM

If you're working with long reports or multiple sources, NotebookLM is the best tool for the job, as suggested by many of our community members.

Just drop in a source link or paste your content, and within seconds, you'll have the insights you need.

​-> Try it here.​

Want me to cover a specific category and/or AI tool next? Let me know here.

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News & Updates

I read dozens of AI newsletters weekly, so you don’t have to. Here are the top 3 insights worth your attention:

#1

​The AI copyright battle is happening​, with OpenAI and Google urging the US to allow AI training on copyrighted content, warning that restrictions could hand China the lead in AI.

Meanwhile, lawsuits over unauthorized data use escalate.

Should AI get this access? What’s your take on this?

#2

Google brings AI to its ecosystem—and maybe the other way around.

The company has just announced that Gemini might soon access your search history ​for personalized responses​, raising privacy concerns over how much of your data it can see.

​Here is what you should know​ to make your own decision.

#3

Many of us use Zoom a lot, and its suite is just getting more agentic.

It can now identify, execute, and automate tasks across meetings, emails, and calendars. ​Read full of its capabilities here.​

With AI-driven workflows and a $12/month Custom AI add-on that streamlines a lot of work, will you enable it for your team?

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From The Lead with AI Community

Every day, ​Lead with AI PRO members​ discuss practical ways to benefit from AI in their work and organizations. This week's highlights include:

  • We just hosted a monthly masterclass yesterday with ​Mateo Folador​ on how to build a knowledge base to improve accuracy, reduce hallucinations, and get more reliable, context-specific responses with AI. The recording is available on our ​PRO members’ library​
  • ​Miriam​ shares some tips on how to strengthen –not weaken– critical thinking in an AI world ​here​.
  • ​Alex​ shares ​his thoughts​ on how human connection in writing becomes more important when AI-generated content floods the digital space, making authenticity and originality more valued.

Don't want to miss more insights and conversations like these?

Then it's time to upgrade to PRO:

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If you have any other questions or feedback, just reply or inbox me.

See you next week,

Daan van Rossum - Lead with AI

Daan van Rossum​

Host, Lead with AI