AI-DAPTIVE LEADERSHIP
The hardest part about not knowing where to start with AI isn’t the tools - it’s getting everyone on the same page.
Just like being stranded on an island: one person’s ready to lash together a raft, another wants to wait it out, and while the debate drags on, the coconuts are running out.
If you see your team in that deserted island story, you’re in good company.
These are the four challenges I see most often when leaders are trying to get moving with AI.
Endless debate. No alignment.
On one side you’ve got people dreaming about what AI can do. And on the other you’ve got people digging their heels in, hoping it all blows over.
The knowledge gaps are just as wide - from early adopters getting stuck in, to those who don’t know where to start.
You’re stuck in the middle, trying to bring everyone with you.
Paralysis from uncertainty.
You’ve led through uncertainty before - that’s not new. But AI is a whole different beast.
The hype is deafening, the warnings are just as loud, and it’s near impossible to cut through the noise. Tech says to speed up and risk says to slow down.
So the safest move feels like… no move at all. Which is exactly how not to succeed.
Wasted energy on the wrong things.
AI is already being used by your people - if not at work, then at home. So while leaders are still asking “where do we start?”, the starting line has already been crossed.
That gap shows up fast: scattered experiments, shadow tools creeping in, and wasted licences when the official rollout finally hits. It looks like activity, but it’s not progress.
Fear, noise, and hype.
I know you don’t want to feel like AI is running the show. You want to lead well, have real impact, and make smart calls - without getting lost in the swirl of hype, opinions, and half-truths.
But underneath it all, there’s also fear: fear of wasting money, fear of reputational damage if you back the wrong call, and fear of what AI might do to your culture if trust or fairness take a hit.
Three traps worth watching for
Trap 1: Rushing without alignment
Trying to set (or approve) strategy without a baseline of shared understanding. Fear and hype end up running the show.
Before you even touch strategy, ask your team this question:
“What do we actually mean by AI in our business right now?”
If you get five different answers, you’re not aligned - and you’re not ready for the next step.
Trap 2: Stalling while knowledge gaps widen
Some people are already experimenting, others don’t know where to start - and the gaps between them get wider every week.
Run a quick check-in: “Where are we already using AI - officially or unofficially?” If you don’t know, the gaps are growing under your nose.
Trap 3: Mistaking activity for progress
Different parts of the business start making their own AI moves - pilots here, experiments there, reports piling up. From a distance it looks like momentum. But without alignment, it’s just scattered effort, wasted spend, and no clear direction.
Put this on the table: “Which of these activities are actually linked to our current strategic priorities?” If you can’t draw the line clearly, you’ve got activity, not progress.
These traps show up everywhere right now. The leaders who break out of them aren’t the ones with the most tools or the flashiest strategy - they’re the ones who find alignment early and make smart, confident calls together.
That’s what AI Ready: Confident Leadership is designed to help you do.
AI-daptive Leadership Workshops
-
AI-Ready - Confident Leadership
Get Aligned. Get Clarity. Then Get Moving.
Before you invest or sanction AI.
Every day you spend stuck on the island is another day of wasted energy, wasted budget, and lost momentum. With a shared baseline and clear priorities, your leadership team can move forward with confidence - before you commit to big investments.
Most leadership teams are stuck in noisy debates:
• Is this an opportunity or a distraction?
• Are we moving fast enough, or about to make an expensive mistake?
• Where do we even start?That confusion costs time, money, and momentum.
This session is designed for:
• Leadership teams of 4–12 who need to get aligned fast
• Senior executives, GMs and boards facing pressure to “have an AI plan.”
• Business owners and founders who want clarity before committingIn this fundamental and strategic session you’ll:
• Cut through the hype with a plain-English baseline on what AI is (and isn’t)
• Get aligned on the risks, opportunities, and what matters most
• Set clear priorities so your leaders can move forward with confidence
• Leave united, with a plan - ready to make smart, timely decisions togetherI usually suggest this as a 3-hour introductory workshop. It’s the sweet spot to cut through the noise, have the right conversations, and leave aligned.
And, if all you can spare is 90 minutes, we can start with a focused conversation or presentation. If you decide you want to go deeper (most teams do), I’ll credit that first session toward a half or full day.