I’m Afraid We’re About to Make the Same Mistake With AI We’ve Made Before
We’re moving faster than ever—but in what direction?
I’m sitting at the gate, watching people move like clockwork through the airport—heads down, routines the same, people running on autopilot all looking down at devices with headphones on.
And I can’t stop thinking about work (a common problem for me)
Because what I’m seeing here? It’s exactly how most organizations are approaching AI right now.
They’re moving. But they’re not really changing.
“We’re not automating work. We’re automating dysfunction.”
And we’ve been here before.
What Triggered This? A Conversation With HR
Earlier today, I met with an HR leadership team over Zoom. They had just completed a huge “lift and shift” to the cloud and were disappointed in the results. The system they moved to doesn’t matter, the fact they were disappointed is what worries me.
As part of the process:
Every system was modernized.
Every tool around the system was updated.
But when I asked what had changed in how people actually work, the answer was painfully honest: They said “very little” and I proceeded to ask '“why?” They said…
“It felt easier putting in the technology than changing how people work.”
That sentence has been ringing in my ears ever since, even after a great meeting with another client talking about AI and the “right” way to think about it.
And while this happened in HR, it could’ve been finance, IT, marketing, legal, or customer service. This pattern spans every function.
We keep swapping in new tools without changing behavior, mindset, or structure.
And now we’re doing it again—with AI. I watched someone add AI to a performance management process last week that no one thought added value; now it adds no value faster.
The Cycle We Can’t Seem to Break
A business problem shows up and we feel pressure to act fast
—or we saw something at a trade show (or in our inbox) and just had to try itA tech solution is brought in
People keep doing what they’ve always done
We wonder why it didn’t transform anything
We buy something else, hoping the next one finally works
“The real blocker is never the technology. It’s the people. But people are the part we keep skipping.”
Company A vs. Company B
Let me show you how this plays out:
Company A added an AI chatbot to HR. “We’re transforming our service model!” they said. But nothing else changed.
Employees still waited days for answers. HR was still buried in admin.
They added AI to the mess—but didn’t clean up the mess.
Company B started with a different question:
“How do we want people to feel when they reach out to HR?”
That changed everything.
They reimagined roles.
They rebuilt processes and journeys.
They used AI to handle routine, freeing people to focus on connection, coaching, and care.
Same tool. Totally different outcome.
We’re Moving Faster Than Ever—But in What Direction?
“Change is inevitable. Growth is optional.”
—John C. Maxwell
AI is here. It’s fast. It’s powerful. It’s real.
But if we’re not intentional, it’s going to take us faster in the wrong direction.
“Using AI without rethinking work is like turning on GPS and never setting a destination. You’ll move—but you won’t know where you’re going.”
Velocity is not vision.
Why Change Management Isn’t Enough
Here’s the uncomfortable truth:
We’re still using a change playbook designed for version upgrades—not paradigm shifts.
Announce the rollout
Deliver training
Hope it sticks
That’s not how you lead transformation.
“You can’t manage your way through AI. You have to build the muscle to live inside change. That’s changefulness.”
It’s Not Strategy. It’s Structure.
We’ve siloed transformation into handoffs:
HR hands off requirements to IT
IT hands back tools
No one owns the human experience of change
It’s not that people are change-resistant.
It’s that the system resists them.
“We’re trying to solve 2030 problems with 2010 org charts and 1990s thinking.”
This isn’t just about HR.
It’s about every part of the business that still believes technology creates transformation by itself.
It doesn’t.
The Better Path Forward
Don’t start with the tech.
Start with the work.
Ask: “How do we want work to work?”
Design the experience first
Then build human-machine teaming to deliver it
The companies winning with AI?
They’re not automating.
They’re reimagining.
Let’s Not Waste This Generation of AI
We’re not just facing an opportunity.
We’re facing a decision.
Do we change how we work—how we lead, learn, and deliver?
Or do we keep adding tech on top of broken systems, hoping this one finally works?
“If we don’t change how we work, AI won’t change our outcomes. It’ll just accelerate what’s broken.”
This is the AI generation.
Let’s not be the ones who wasted it.
👇 What You Can Do Right Now
Share this post with someone who still thinks a new tool is the strategy
Use the graphics to start a conversation on your team
Ask yourself: “Are we truly transforming—or just trying to move faster through the same mess?”
About Jason Averbook
Jason Averbook is a globally recognized thought leader, advisor, and keynote speaker focused on the intersection of AI, human potential, and the future of work. He is the Senior Partner and Global Leader of Digital HR Strategy at Mercer, where he helps the world’s largest organizations reimagine how work gets done — not by implementing technology, but by transforming mindsets, skillsets, and cultures to be truly digital.
Over the last two decades, Jason has advised hundreds of Fortune 1000 companies, co-founded and led Leapgen, authored two books on the evolution of HR and workforce technology, and built a reputation as one of the most forward-thinking voices in the industry. His work challenges leaders to stop seeing digital transformation as an IT project and start embracing it as a human strategy.
Through his Substack, Now to Next, Jason shares honest, provocative, and practical insights on what’s changing in the workplace — from generative AI to skills-based orgs to emotional fluency in leadership. His mission is simple: to help people and organizations move from noise to clarity, from fear to possibility, and from now… to next.
Fantastic topic! I had two conversations today, one highlighted a concern that some schools are refusing to teach AI. This didn't surprise me at all but isn't the solution to the concern that came up in the second conversation.
In the next one, we talked about how the technology development has been so fast that no one knows how to use it productively yet let alone how to teach for that. We're trying to develop a horse and cart side by side, hoping the horse knows to pull it.
Teaching AI right now is like adding it to processes without addressing the experience or need first. All the programs I learned in school, I learned in context the context of my intended career. In my world, learning a powerful tool like Adobe Illustrator wasn't the same as learning to use Illustrator to sketch for fashion design. Ai is the same. Grade and high schools should focus on how to leverage Ai for learning. College will need the industries to tell them how they want to integrate the tool.
Lift and shift is a shortcut to implementation, it's not always a shortcut to transformation.