How AI (and Ruby) Transformed My LinkedIn Approach

How AI (and Ruby) Transformed My LinkedIn Approach

For many leaders, writing for LinkedIn is both a reality and a nightmare.

We may write because we want to generate leads, we may do it because our comms department demands it, and anything in between.

And while we know AI can help, we still end up being stuck writing LinkedIn posts ourselves. I know it, because I live it.

But last week, my perspective on all this changed.

​Curieous​ CEO ​Ruby Nguyen​ joined us for a ​Lead with AI PRO​ live session on using AI to create LinkedIn content. (​Replay, presentation, and prompts here​. Not a member yet? ​Join here for free​.)

And while I arrived thinking, “AI will help me write faster,” I left with a sharper idea: AI is useful if it helps me position better, research faster, and publish cleaner stories that start conversations with the right people.

In other words, not to create more noise, but more pipeline. As someone who’s always looking for new ways to have AI augment myself and my community, this struck me as a foundational idea.

Especially given that 65 million decision-makers spend 1-2 hours with thought leadership content on the platform. Or in Ruby’s “words”:

So, below is what I learned from this session, and how I’m planning to implement it.

3 Crucial Ways to Rethink AI for LinkedIn as an Executive

In less than one hour, Ruby shared a slew of insights critical to any business leader. For the purposes of this article, I’ll pick the three that stood out to me the most:

1. Positioning before posts.

If your first course of action in using AI for LinkedIn writing is prompting for posts, Ruby would like a word with you.

Ever the expert, she drew two circles on a whiteboard: the company’s value proposition on one side, your provable expertise, and a tone that sounds unmistakably like you on the other.

In the middle, you will find your ICP-centric sweet spot.

And this is a must, as a fuzzy or ill-defined positioning turns everything into thought leadership wallpaper.

And yes, AI can help here.

Using Ruby’s ​battle-test prompt​ and a few attachments, I created a one-page positioning note that sets who I am writing for, what they are trying to achieve, what I refuse to write about, and three recurring narratives.

Here’s what ChatGPT came up with:

1. Outcomes + social proof: 1,000+ senior leaders coached, 5/5 ratings, 80+ NPS, and ongoing PRO community—rare to see all together at the executive level.
2. Operator-educator hybrid: Fortune 500 transformation at Ogilvy + CEO tenure at Dreamplex → you’re not just advising; you’ve run the playbook.
3. Real-time curriculum: a research-driven, continuously updated program (vs. static syllabi) that culminates in shipped assets and a recognized certification.
4. Media-validated translator: consistent presence in tier-one outlets and on executive stages, with content that converts AI noise into leader-ready action.

It framed the right ingredients for why leaders should trust me in a way that I wouldn’t have. A very valuable exercise.

Next, Ruby’s ​framework​ told us to take that list and ask for a draft position and content lanes for one very specific audience.

After a bit of back-and-forth, ChatGPT gave me a detailed proposition:

“I help executives install the future of work with AI—starting with their own workflow, scaling to teams, and compounding across the org—in weeks, not quarters.” (emdashes, because, copied from ChatGPT.)

Now that I have this positioning, I’m inserting it into a ​ChatGPT Project​ so that every post I create aligns with it.

2. Treat each post like an agency would.

Ruby’s line stuck with me because it was so obvious: creative direction, then research, then copy, then edit.

One of our ​Executive AI Boot Camp​ principles is to be specific and drill down to the most granular task. Briefing one AI on what, in essence, are four different tasks yields inferior results.

The same goes for content. In the analog world, this isn’t all done by one person. So AI should split up as well. So we don’t need an AI writer, we need an AI agency:

Using Ruby’s prompt, I asked AI to create a counterintuitive, and/or polarizing (but thoughtful) content angle, a research direction, a story outline, and the structure to put that in.

As the topic for my new AI content agency to work on, I chose OpenAI’s new ​report on how people use ChatGPT​.

Within seconds, I had an impressive working brief:

I passed that brief to my AI researcher and finally, the copywriter.

The result is a near-done, well-researched, and personal post that feels good enough for the final step.

3. Human Judgment as the Last Step

AI can do most of that if you tell it which hat to wear, but the last pass belongs to a human.

In her words, AI can do eighty to ninety percent, and the final ten to twenty percent is judgment.

That’s exactly where you and I come in. For example, in the post ChatGPT generated on the above topic, it had some language and references that didn’t quite feel ‘me.’

Some things I changed in my post:

• “This mix isn’t a distraction. It’s the foundation.” The “it’s not this, it’s that” is such AI language. Similarly, I removed the emdashes (even though I used them in my writing before AI).
• I added a second analogy (“Like Google before…”) to make the point of the post less radical.
• The ending. I wanted to add more context in the shape of “Executives who want adoption…”

The ​final result​ is live (go like it):

The Bottom Line: LinkedIn Content and AI

Ruby’s ​Lead with AI PRO​ session transformed how I approach LinkedIn content.

With these new lessons in mind, I’ll continue to tap my unique positioning, let AI help with the heavy lift, and leave the last edit to human judgment.

And I’m doing that with a simple goal: craft fewer posts that travel further, and drive more of the right conversations.

If you try this approach alongside me, tell me what changed.

Until next week,

– ​Daan​

PS: This LinkedIn + AI Masterclass is just one of our bi-weekly sessions. In the next week, ​members​ get to join:

• 25/9: NotebookLM Video Overviews. I’ll lead an interactive workshop to tap NotebookLM's new "Video Overviews" feature, transforming static documents into narrated, professional-quality HR, marketing, sales, and communications videos.
• 10/9: Identity in the world of AI. I’ll interview global best-selling author Tracy Brower (VP Insights, Steelcase). As AI changes the world we work and live in, what does this mean for who we are – and who we want or need to be? This will be a deep discussion; get ready.
• 10/23: AI in Marketing + Ad Legends Demo. AI is marketing's latest “Holy Shit” moment. How will the field transform now that you can simply ask ChatGPT to 'think like David Ogilvy'? With multi-award-winning Creative Director Dave Metcalf, now founder of Ad Legends – the world's first fully functional AI-powered advertising agency.
• ⁠⁠10/30: Scaling AI: Fireside Chat with Jeetu Patel (President & Chief Product Officer at Cisco). Phil Kirschner interviews this global CPO about how he was able to transform a legacy tech company ($220 billion) into an AI-forward organization, and how he's supporting others to do the same. (APAC Take replay + discussion on 11/12 with Wendy McEwan.⁩)
• 11/13: Coding with Claude. Hosted by Women Defining AI founder Helen Kupp Lee, a session for non-technical leaders who want to try setting up Claude Code, including how to get started on using the terminal and GitHub.
• 12/11: “Best Meeting Ever” with Rebecca Hinds, Ph.D., one of the leading experts on organizational behavior and the future of work. Building on her new book, she’ll share what roles AI should play in meetings, where AI helps and where it crosses the line into harmful, and how AI can improve meeting design instead of making bad meetings worse.

​Sign up here to enjoy our membership two weeks free​.

Look forward to seeing you there!