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AI Transformation Needs Flexible Leadership — and Knowing When to Shift Is the Skill

6 Oct 2026 12:30 AM | Dianne Gubin (Administrator)

Women executives bring a natural advantage to sustained AI adoption. But that same strength can create a gap in the early phase, precisely when the moment requires visible, directive leadership.

Written by Joy Papini, Ph.D.

Most executives leading AI initiatives have been through organizational transformations before. Complex, enterprise-wide, high-stakes ones. The approach that carried those worked: building alignment, sustaining momentum through ambiguity, staying close to the people. It was the right approach for what those initiatives required.

AI transformation arrives with a similar shape. That familiarity is part of the trap.

What made you effective through prior transformations is not wrong here. But AI adoption has a dynamic those initiatives didn’t, and the early phase requires something from executive leadership that most leaders’ default approaches don’t provide. When it’s missing, the gap doesn’t announce itself. It shows up as slow adoption, uneven engagement, and surface-level compliance that looks like progress until it doesn’t. What separates the organizations that make adoption work is not the caliber of the leader. It is knowing which posture the moment requires and being willing to shift.

Two postures, one transformation

Leading from the front means visible, active engagement: modeling behaviors, working alongside teams in the uncertainty, setting standards through personal example. In an AI transformation, it looks like consistent, clear communication about the strategy and where it’s headed, showing up visibly to support AI initiatives, staying responsive when things get hard, and modeling AI use directly in your own work: sharing what it’s changed, what it hasn’t, and where you’re still figuring it out.

Leading from behind means something different. It means establishing direction, then stepping back, trusting teams to find their own way, distributing ownership, and creating the conditions for others to lead. As Harvard Business School’s Linda Hill has described it, it is less about being out ahead and more about guiding from a position where others can move forward. With the strategy established and structures in place, this is the posture that allows the people closest to the work (supervisors, team leads, individual contributors) to develop their own AI fluency and take genuine ownership of it in their workflows.

Neither posture is inherently better. Both are necessary.

But leaders tend to default to one posture over the other, regardless of the situation. To shift from automatic to deliberate, leaders need to consider which posture the moment requires.

That’s done by reading the organization, not by defaulting to a preference. What does the workforce need right now: visible direction, or distributed ownership? Where is the confusion, and what would resolve it? The executive who can hold both postures and read those signals is the one whose teams move. That diagnostic sensitivity, the ability to tune into where the organization is in its AI transformation and lead accordingly, is as much a skill as either posture itself.

What the research shows about where women lead

Decades of meta-analytic research, including foundational studies published in Psychological Bulletin1, confirm that women executives lean toward democratic, participative, and transformational leadership. They build consensus, share decision-making, and prioritize collective buy-in and team empowerment.

That is not a limitation. It is precisely the posture that sustains AI adoption at scale, once direction is set and teams are ready to move. Research on participative leadership consistently links the approach to stronger team engagement and performance outcomes. The strengths many women executives bring naturally are structural assets for the sustained adoption phase of transformation.

Women executives don’t need a different set of leadership skills to step to the front of an AI transformation. They need to direct the ones they already have.

A 2026 longitudinal study published in Harvard Business Review found that 90 percent of women in executive roles say they are judged more critically than their male counterparts, compared to 35 percent of men who report the same, a gap that has widened over the past two decades.2 Women who lead from a directive, visible, decisive posture face this scrutiny most directly. It is a documented pattern, not just a felt experience, and it is part of what has shaped where women leaders tend to position themselves. Leading from behind, in that context, is not a failure of confidence. It is often a rational response to an environment that has not always distributed reputational risk evenly.

And yet, the skills that make women effective from behind are exactly what make the front credible. The shift is not in the skills. It is in the stance. From drawing out consensus to decision-making. From facilitating the room to anchoring it. From a shared journey to naming direction. Stepping to the front of an AI transformation does not require a different kind of leader. It requires directing the same capabilities from a more decisive position. That posture is worth the risk.

What AI transformation asks of you at each stage

In the early phase, teams are watching. They need to see the executive in the uncertainty alongside them: using tools, acknowledging what doesn’t work, making it safe to learn in public. When leaders visibly engage with the learning curve, they signal that fumbling forward is not a career risk. When they don’t, teams learn to perform adoption rather than practice it. The result is surface-level compliance that looks like progress until it doesn’t.

This is the phase that calls for leading from the front. Not because it is comfortable, and not because it is without cost, but because the signal it sends is one that no memo or strategic priority can replicate.

Once direction is established and psychological safety is in place, the posture needs to shift. Step back. Distribute ownership. Let people develop their own fluency with AI, their own judgment guided by the organization’s stated guidelines and policies, about when and how to use it in their work. This is where the participative, empowering approach many women leaders bring becomes the structural advantage. Not as a default, but as a deliberate choice applied at the right time.

And the shift isn’t only about where the organization sits in the transformation arc. It operates at finer granularity than that. The same executive may need to lead from the front at a morning all-hands, anchoring the team in strategy, communicating clearly on what’s working and what isn’t, being direct about what comes next and how it connects to the long-term vision. That afternoon, the same leader may step back in a leadership session working through potential AI use cases across the organization: drawing out perspectives, creating the space for the team to generate and evaluate ideas, distributing ownership to the people who will actually run and measure the AI impacts in their workflows. Same executive, same day, two different postures. Reading which one the moment requires, at that level of specificity, is the ongoing practice.

The flexibility is the skill

The leadership posture you bring to AI transformation is not a one-time decision. It is a practice, one that requires moving against your defaults at exactly the moment when defaults feel most reliable. For women executives who lead through consensus and collective buy-in, that often means stepping deliberately to the front when instinct says to build alignment first.

And it means staying engaged enough, even after stepping back, to recognize when the work is calling you forward again.

Three moves to build the flexibility

1    Develop the diagnostic habit.

Before significant AI-related conversations, ask explicitly: what does this moment require of me? Direction and visibility, or space and ownership? The habit of reading before leading is what makes the flexibility possible. It gets sharper with practice.

2    Step to the front with what you already have.

When the diagnostic says front-of-house, don’t wait to feel ready. The communication, courage, and trustworthiness that have made you effective from behind are exactly what make the front credible. The shift is in the stance: more directive, clearer on destination. Here is where we are going. Here is how we get there. Say it plainly.

3    Name the shift — in either direction — and stay watchful.

When you move from the front to the back, say so explicitly. When you move the other way, name that too. And watch for the conditions that call you forward again. AI is not a fixed landscape. Tools evolve. Organizational priorities shift. Teams encounter friction they haven’t faced before. Part of the ongoing practice is recognizing those moments and being willing to move.


NOTES

1  Eagly, A. H., & Johnson, B. T. (1990). Gender and leadership style: A meta-analysis. Psychological Bulletin, 108(2), 233–256. See also Eagly, A. H., Johannesen-Schmidt, M. C., & van Engen, M. L. (2003). Transformational, transactional, and laissez-faire leadership styles: A meta-analysis comparing women and men. Psychological Bulletin, 129(4), 569–591.

2  Whitten, D., Boswell, W. R., & Oldroyd, S. (2026, July 10). What 60 years of data reveals about how men and women experience leadership. Harvard Business Review.


ABOUT THE AUTHOR

Joy Papini, Ph.D. is President of CIDIS LLC and founder of Cammino Insights. She works with leaders on the organizational side of AI adoption, strategy execution, and transformation. Cammino Insights measures the gap between structural reality and what leadership believes the organization is built to do — grounded in research and designed to show leaders exactly what to change first.

If this piece sparked a question or conversation you’d like to continue, I’d welcome the connection.

Connect on LinkedIn   ·   Schedule a conversation   ·   camminoinsights.com




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