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Some worry AI will make us intellectually lazy. They’re right, but only if we let it.

Teams that push beyond the first AI answer are finding out they can ask more thoughtful questions (like the ones below) that expose blind spots:

➡ Based on our customer reviews and feedback, what problems are we claiming to solve that we’re actually not solving?

➡ What assumptions am I making about why our campaigns work that might be completely wrong?

➡ What would happen to our business if our biggest differentiator became table stakes next year?

These questions force you to test assumptions you didn’t even know you were making.

When you put AI outputs to the test and ask for reasons behind every recommendation, you develop stronger analytical skills than most traditional training provides.

Teams using AI as a thinking partner have become sharper decision-makers. The same discipline that improves their AI conversations changes how they approach everything from email subject lines to market expansion plans.

Tomorrow I’m sharing in my newsletter the complete three-level framework that shows you how to apply increasing levels of critical thinking with AI. Subscribe to the newsletter here to get it directly in your inbox: https://lnkd.in/eg48-RXp

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Most people think messy sketches can’t become professional decision tools. I just turned chicken scratch into two polished guides for choosing between ChatGPT features.

I had to figure out a better way to frame and understand when to use ChatGPT Chats vs Projects vs Custom GPTs.

So I sketched my thoughts and started collaborating with AI (Claude) using plain English prompts. We went back and forth. I challenged assumptions. AI helped organize my thinking. We improved ideas together.

What came out of this were two decision tools, a process diagram and a comparison table. Some people learn better from visuals, others from structured data.

The key insight is that collaboration beats perfection.

I didn’t need to know exactly what I wanted upfront. I just needed to start somewhere and keep working at it. AI helped me get to something neither of us could have created alone.

When I asked for honest feedback on my approach, AI said it was effective. Maybe that’s just training to please, but the process insights feel worth sharing.

Don’t give up if your first AI interaction doesn’t hit the mark. Start messy. Sketch your thoughts. Use plain language. Keep working together.

The real value happens in the collaboration, not in having everything figured out from the start.

BTW, I tried this use case with Gemini and ChatGPT. But neither’s output was as good as Claude’s (yet).

In Thu’s newsletter this week, I’ll cover how to collaborate and push AI’s thinking. Subscribe using the link in the comments to get it directly in your inbox.

Subscribe to the newsletter here: https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=7227665669209604096. See orignal post here

Come join us at Pavilion’s Women’s Summit, alongside fellow leaders like Kim Storin of Zoom, Casey Erickson of Captivate Talent, and Deirdre Hudson of YELL in Washington, D.C., on September 23.

I’ll be speaking on a panel session titled “Planning for Uncertainty: Ageism + Macro Economy + AI + Changing Workplace” with Shira Abel, Jennie Blumenthal, and Lindsey Katalan. Attendees can expect to learn:

• How to spot change early so you can move before the market does.

• Ways to stay relevant, especially when ageism or AI say otherwise.

• Real stories and smart strategies from women who’ve made bold pivots.

What sets the Pavilion Women’s Summit apart is its exclusive community of executive-level GTM leaders, where the most accomplished women come together not just to network, but to actively support, challenge, and elevate one another in a space built on shared ambition, generosity, and the power of collective success.

Learn more and sign up (see link in the comments below).

Register here: https://www.joinpavilion.com/womens-summit?utm_campaign=5766660-2025%20Women%27s%20Summit&utm_source=linkedin&utm_medium=social&utm_content=speaker%20toolkit

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Women now make up 52% of ChatGPT users, flipping from just 37% in early 2024. We went from male-dominated to female-majority in 18 months among the 700M weekly users.

This comes from OpenAI’s new study analyzing 1.5M conversations. But this only covers personal ChatGPT accounts (Free, Plus, Pro). Not company accounts.

It could make a difference because a study reported by The Economist found in 2024 that women, especially high achievers, were 16-20% less likely to use AI at work.

Researchers believe the cause could be the “good girl” mindset which is the feeling like AI is cheating or taking shortcuts in professional settings.

I haven’t seen any studies that rationalize these two studies but this could mean:

• Women might feel safer trying AI for personal tasks
• But work feels riskier
• Using AI at home is different from using it at work

What we still don’t know:

• Gender split in company ChatGPT accounts
• Whether personal AI skills are moving into the workplace
• If that “shortcut stigma” is fading as AI becomes accepted

I discussed this at Pavilion’s Women’s Summit in DC. The data is promising, but as I shared with my go-to-market peers, we can’t let up – there’s still work to do.

The question is: Are women now bringing their AI confidence from home into the office?

Your thoughts? (Links to both studies in comments)

Huge thanks to communities like Pavilion, Women in Revenue, Wednesday Women, and more for lifting women. Kathleen Booth, Lauren Shleifer Goldstein, Leslie Greenwood, and your teams, your amazing work ripples far and wide… thank you.

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