Why is your transformation stuck? A 5-minute checkup
The Transformation Checkup: where the change is stuck, and the conversation to have next
A free 5-minute checkup for leaders driving big change: where it’s stuck, what’s working, and what to try with your team this week. No email.

AI is changing your market, and it’s on you to work out what that means. Maybe there’s a programme with a name and a budget. Maybe there’s just a growing pile of pilot projects. Maybe it’s not AI. Maybe it’s something else.
Either way, progress is slower than anyone wants. Some teams are moving. Others say the right things and carry on as before. The meetings are full of updates and short on decisions.
It’s tempting to call this resistance and push harder on communication. Usually something more specific is in the way, and you can fix it once you can see it.
The Transformation Checkup shows you where. In about five minutes, you’ll answer 25 quick questions about the last six weeks of the change. You’ll see where the change is stuck, what’s working well, and things to try with your team this week.
Free, about five minutes, no email needed.
What the checkup looks at
Big changes tend to get stuck in five predictable places. Each needs a different kind of help, so it’s worth knowing which ones are holding yours back.
The AI Question. You can see AI changing your market, but there’s no settled view of what it means for this business. Work starts anyway, and every pilot ends up being a guess.
Five Leaders, Five Answers. The leadership team agreed in the room. Then each leader told their team a slightly different story, and the differences grew as they travelled.
Lots of Pilots, Little Change. Decisions are made and pilots run, but nobody owns the next step, and the old way is still what gets measured and praised.
Change Fatigue. People have had restructures, new tools and new priorities. They’re worried about what AI means for them, and short on the time and skills the next change needs.
All Eyes on You. Everyone is watching what you do, and the hardest questions are the ones you can’t easily think through with people who have a stake in the answer.
Everyone leading a big change meets most of these at some point. The checkup shows which ones are strongest for you right now, what’s working well, and things to try this week.
What you’ll get
Where the change is most stuck, strongest first, in plain language
What’s already working
Things to try with your team this week
Your result straight away, with the option to email it to yourself
How it works
Every question asks about something you’ll have seen, like a decision that didn’t turn into action or a team going back to old habits under pressure. Answer for what actually happened, not what the plan says.
You’ll see your result straight away.
Even better with your leadership team
Ask the other leaders driving the change to take it too, then compare. If you each see a different problem, that’s the first conversation to have.
Who it’s for
Leaders responsible for a big change: working out what AI means for the business, a digital transformation, a new operating model, a move to products, or a restructure.
Why I made this
I’ve worked with leaders running transformations in organisations from the Fortune 500 to mid-sized companies, and in startups ten years in. Often the hardest part is realising you’re stuck at all: everyone’s busy and the updates keep coming, so it doesn’t look stuck. This helps you see it, and where.
Free 5-minute quiz
The Transformation Checkup
25 quick questions about the last six weeks of the change. Answer for what actually happened, not what the plan says.
It takes about five minutes, and you'll see your result straight away. It shows where the change is stuck, what's working well, and small steps to try with your team.
Created by
Richard Russell
Coach for leaders driving change