Misalignment, toxic behaviors, or the demands of major transitions can quickly derail any sense of cohesion and clarity, making success feel out of reach.

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At Cultivating Leadership, we help executive teams raise their game while navigating their most pressing challenges. We weave facilitation, real-time coaching and periodic developmental interventions in a way that meets the specific needs of each team, helping turn the chaos of collaboration when things are ambiguous and uncertain into connection and coherent action.

“Believe that a further shore is reachable from here.”
Seamus Heaney, The Cure at Troy
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We partner with executive teams to:

  • Navigate transitions: Support teams during critical shifts like CEO succession, post-merger integration, or strategy overhaul.
  • Strengthen team practices: Introduce rituals, practices, and frameworks tailored to navigating complexity.
  • Unlock collective potential: Shift from individual silos to cohesive, high-performing teamwork.
  • Build trust and accountability: Foster stronger relationships to create a foundation of transparency and mutual respect.

Enhance decision-making: Facilitate better conversations that lead to clear, coherent outcomes.

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How we work with you

Our process begins with a discovery phase, during which we engage with your team through interviews and other diagnostic approaches (as needed) to identify aspirations, challenges, and opportunities.

From there, we co-design a program to meet your unique needs, drawing on insights from hundreds of teams. Our work with executive teams often includes:

  1. Teaching modules: Embedded into existing team meetings to introduce frameworks and practices relevant to real-time challenges.
  2. Facilitated action learning: Working on urgent, complex problems while enhancing team dynamics.
  3. Offsite workshops: In immersive settings, we design programs that pursue an appropriate mix of goals including team bonding as well as individual and collective development.
  4. Individual coaching: Whenever there is a shared agreement that doing so supports the team journey. 

Throughout, we adapt to your team’s cadence, adding small nudges to larger interventions where they will have the greatest impact.

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Personal benefits

Our approach helps individual team members to:

Adopt a more generative mindset, collaborative behaviors, and adaptive leadership skills.

Foster stronger connections with peers through shared understanding and trust.

Build confidence by learning practical, actionable tools to address complex challenges.

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Organization benefits

The health and performance of an executive team cascade down an organization in many ways including: 

  • Improved performance: Enhanced coordination and decision-making capabilities at the top.
  • Cultural shifts: Embodying organizational values in action to inspire team practices.

Expanded possibilities: Aligning leadership on key priorities to enable smoother transitions and successful strategy execution.

Throughout, we adapt to your team’s cadence, adding small nudges to larger interventions where they will have the greatest impact.

Customized to fit your organization’s needs

We recommend a minimum of a year, to allow for new mindsets, norms and ways of being to take hold. Typical formats include:

  • Initial interviews and diagnostics: Building a clear picture of team strengths and opportunities.
  • Teaching modules and meeting extensions: Integrating learning within existing boundaries and agendas, i.e. lengthening the usual meetings to create space to introduce a framework or practice a new skill relevant to the conversation at hand.
  • Offsites: Focused workshops to accelerate change momentum.
  • Individual coaching: Whenever there is a shared agreement that doing so supports the team journey. 

We adapt the format and timeline to meet your team’s unique rhythm and priorities.

Give your executive team clarity and cohesion. 

Discover other adaptive offerings

Leading in Complexity

We work at multiple levels, from scalable leadership development programs that support leaders throughout the organization to lead in complexity, to working with intact and cross-functional teams to be more adept and high-functioning.

Evolving Healthy Systems

We help organizations be fit for evolution and complexity, specifically in the areas of organization design and development, change management, and the challenges of becoming ever more inclusive workplaces amidst demographic and generational shifts.

Governance in Complexity

Many governance structures are outdated, given the permeability of organizational boundaries and new ways of relating and doing business. Previous strategies geared towards the predictable are insufficient. We build practices for new ways of governing and take a complexity-friendly approach to strategy.

Explore some of the examples of our adaptive offerings