Leader view
You Have Great People. So Why Does Leadership Readiness Still Feel Like a Problem?
Think about the person on your team everyone counts on.
They deliver. They know the business. They handle difficult situations. People come to them when something needs to get done. They may be one of your strongest performers and someone you would hate to lose.
Then a bigger leadership role opens up.
Naturally, their name comes up.
And then someone asks, “Are they ready?”
It's a fair question. But it's also where things can get complicated.
We've all seen it happen. Someone excels in a role, earns a promotion and then discovers that the new job demands a different way of leading. Knowing the answers is no longer enough; they have to get results through other people, influence across functions and make sound decisions amid ambiguity, competing priorities and higher stakes.
It doesn't mean the person wasn't a great choice. It means that being great at today's job doesn't automatically prepare someone for tomorrow's job.
This is where organizations often get leadership development backwards.
We identify our strongest people. We recognize their performance. We talk about their future. Then someone gets promoted, and only after the promotion do we start thinking seriously about what they need to be successful in the new role.
What if we asked those questions earlier?
A Simple Readiness Check
The next time you're considering one of your strongest people for a bigger role, try asking these four questions:
1 | What will this person have to do differently?
Start with the job, not a competency model. Will they need to lead a larger team? Influence people they don't directly manage? Make decisions with less information? Communicate with senior executives? Navigate more complexity or lead through significant change?
Be specific about what will actually be different.
2| What have we actually seen them demonstrate?
This is where evidence matters more than instinct. A strong track record shows how someone performs in the role they have. Readiness for a larger role depends on whether they have demonstrated the judgment, influence and adaptability the new scope will demand.
3| What haven't they had the opportunity to practice?
Not every development need is a weakness. Sometimes a person simply hasn't had the opportunity to practice the skills the next role will require.
They may be new to influencing across the organization, leading through significant change, or developing other leaders instead of managing a team directly.
Those aren't necessarily red flags. They're clues about where development could begin.
4| What can we do before the promotion?
This may be the most important question of all.
Once you know what the next role will require, give the person relevant experience now. That could mean leading a stretch assignment or cross-functional initiative, presenting to senior leaders, working with a mentor, or receiving focused coaching. The point is to let them practice the behaviors the larger role will demand before the stakes are higher.
The goal isn't to make someone perfectly ready before giving them an opportunity. That's not realistic. The goal is to increase the odds that your strongest people will succeed when they get the opportunity.
And that's one reason development has to happen before the promotion, not after it.
Welcome to Leader View
Welcome to the inaugural issue of Leader View, a new twice monthly newsletter from Career Management Partners (CMP).
Each issue tackles one practical question for people who lead and develop others, offering an idea, a perspective, or a tool you can put to work with your team.
Over the next few months, we'll explore questions such as:
- Are our strongest performers really ready for what's next?
- What does leadership development need to look like if we actually want behavior to change?
- As AI changes the way we work, which leadership capabilities become even more important?
- And what can we do now to prepare the leaders we'll need tomorrow?
From Insight to Action
Completing the Readiness Check outlined above is a strong start – it surfaces what your top talent needs to grow. But identifying those needs and actually meeting them are two separate efforts. Most organizations simply don’t have a built‑in way to provide meaningful, pre‑promotion development that equips people before they step into bigger roles.
That's why we built MentorRINGS™.
In January 2027, we’re launching two Chicago‑based cohorts for senior managers and directors - high‑performing leaders and key contributors preparing for broader responsibility.
Through cohort learning, executive coaching, mentoring, assessments, and real‑world application, participants build the judgment, influence, and adaptability their next role will demand before the stakes rise.
If you’re looking to accelerate your own leadership or develop your next generation of leaders, let’s explore whether MentorRINGS is the right fit.
Schedule a Conversation: kkilroy@careermp.com | 847-602-0405
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