Aligning Leadership Agendas in AI Transition
- Janine Dormiendo
- Sep 19
- 3 min read
How executives ,and operations leaders can stay in sync through AI transformation

AI is redefining how organisations operate, compete, and serve. But beneath the technical decisions and strategic roadmaps lies a more fundamental question:
Are we aligned on what this change truly means?
AI transformation is as much a leadership test as a technological one. For many enterprises, the shift begins with enthusiasm at the top—yet quickly encounters friction as agendas fragment across the, C-suite, technical and operational front lines.
We explore how leadership alignment becomes the true differentiator in an AI-enabled future—and how organisations can move together, not just forward.
The Hidden Drift in Leadership Agendas
Even in well-run organisations, leadership layers often move at different speeds. When AI enters the equation, this natural drift can become more pronounced:
Boards may focus on long-term risk, governance, and reputation.
C-Suite & Executives often centre on innovation, efficiency, and competitiveness. Often looking for quick wins and ROI
Technical Teams are focused on their leading indicators looking at accuracy, latency, opportunity and capability and may not always be in sync with the C-Suite in term of outcomes and timelines
Operations leaders are left to translate AI ambitions into reality—while managing the day-to-day impacts on people and processes.
These perspectives are valid—but when they diverge unchecked and unmonitored, transformation falters. Mistrust creeps in. Projects stall. And the strategic potential of AI becomes reduced to isolated tools, not integrated capability.
The gap is rarely deliberate. More often, it’s a byproduct of pace, pressure, and a lack of shared context.
AI Strategy is a Systems Challenge
While AI is often framed as a technology strategy, its implementation reveals deeper systemic truths. It exposes how aligned—or misaligned—an organisation’s leadership really is.
Do we agree on what AI is here to solve?
Are we moving at the right pace for the whole system—not just one part of it?
Have we made space for operations, not just ambition?
AI doesn’t just change workflows. It shifts decision rights, redefines value, and tests cultural readiness. Without coordinated leadership, these shifts can overwhelm the very systems they were meant to improve.
Signs You’re Out of Sync
Misalignment rarely announces itself. But it shows up in subtle, consistent ways:
Conflicting narratives: One leader talks about cost savings; another promises personalisation; a third isn’t sure what’s been approved.
Mismatched pacing: Strategic announcements outpace operational capacity, leading to missed expectations or rework.
Unclear ownership: It’s not obvious who’s leading AI initiatives—or who’s accountable when things stall.
These aren’t just execution issues—they’re signals of deeper leadership misalignment.
Creating Strategic Coherence
True alignment doesn’t require consensus on every detail—but it does require coherence: a shared understanding of purpose, priorities, and pace.
Here are three practices to re-centre leadership alignment in your AI journey:
1. Reframe the Vision Together
Move beyond abstract AI ambition. Ask: What does AI enable for us, specifically? Is it smarter service? Faster decisions? Greater resilience? A clear, shared narrative helps everyone anchor their role.
2. Build Translation Bridges
AI strategy lives in abstraction until it’s translated into operational reality. Establish regular, structured spaces for translation—not just reporting. This could be cross-tier working groups, pre-mortems, or strategic retrospectives. The goal is not consensus, but mutual understanding.
3. Synchronise Pacing with Purpose
Transformation doesn’t need to be fast to be meaningful. Align your delivery rhythm with organisational readiness. Sometimes, slowing down creates the trust needed to go further later.
Where to Begin: Structured Support for Leadership Teams
For leadership teams looking to build clarity and cohesion around AI, a structured starting point can accelerate alignment.
This is where the Envisago AI Strategy Workshopâ„¢ comes in.
Designed specifically for executive and senior leadership teams, this 3-hour session brings tailored education, shared language, and strategic focus to the table. It’s not a one-size-fits-all training—it’s a readiness-led engagement grounded in where your organisation is now.
The outcome?
Confidence, shared context, and a grounded roadmap to move forward—together.
Ready to align your leadership team on AI?
Let’s create the space to build clarity, capability, and strategic calm in your AI journey.
Enquire about the Envisago AI Strategy Workshop™ →
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