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Decision-making

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Strategy

Developing a strategy is a rehearsal of the future

Unatributed
October 25, 2025
Strategic planning today requires executive teams to imagine multiple possible futures and the moves to get there, and play out the implications of each before committing. In an environment defined by volatility and rapid change, strategy can no longer rely on fixed plans alone. Grounding strategic choices in an organization’s Purpose and Vision helps leaders align decisions, investments, and priorities—even when the path forward must adapt along the way.
2025-10-25
Strategy
Systems thinking
Decision-making
Strategy activation
Leadership behaviors
Mindset shifts
Strategy

Leading without a playbook starts with Vision

Unatributed
January 26, 2026
When leaders are navigating uncertainty, speed alone isn’t enough. Without a clear vision, decisions fragment and momentum stalls. Vision provides a shared picture of the future that orients choice, investment, and imagination—especially when old strategies no longer apply and the path forward must be created, not followed.
2026-01-26
Strategy
Decision-making
Leadership behaviors
Imagination
Stakeholder engagement
Leadership

The power of a courageous question

Unatributed
May 21, 2025
In an era where old playbooks no longer hold, leadership demands a different kind of courage. Speaking at the Fortune Most Powerful Women International Summit, SYPartners CEO Jessica Orkin explores how bold questions—rather than fast answers—help leaders navigate uncertainty, unlock innovation, and design organizations for both performance and humanity.
2025-05-21
Leadership
Decision-making
Leadership behaviors
Mindset shifts
Strategy activation
Personal reflection
Strategy

From map to compass: The new way to do strategic planning

Unatributed
December 12, 2021
Strategic planning was built for a world that no longer exists. As uncertainty, disruption, and nonlinearity become the norm, leaders must rethink how strategy is formed and lived. This article explores why traditional planning falls short—and how shifting from rigid maps to adaptive compasses enables organizations to move forward with clarity, courage, and relevance.
2021-12-12
Strategy
Strategy activation
Mindset shifts
Decision-making
Leadership

How about now?

Unatributed
January 24, 2015
Leaders spend countless hours planning future work, often at the expense of meaningful action in the present. This article introduces a simple but powerful question—“How about now?”—to challenge habitual deferral, unlock momentum in meetings and reframe leadership as something practiced through action, not intention.
2015-01-24
Leadership
Decision-making
Leadership behaviors
Habits & rituals
Leadership

What tennis can teach us about ambiguity

Unatributed
June 22, 2016
Ambiguity can make even experienced teams freeze or rush ahead too soon. Drawing on an unexpected lesson from the tennis court, this article explores how timing, awareness, and pattern recognition help leaders and teams navigate uncertainty with greater confidence and clarity at work.
2016-06-22
Leadership
Decision-making
Mindset shifts
Personal reflection
Leadership

Frame. Model. Coach. Enable.

Unatributed
June 10, 2021
Many leaders get stuck between doing the work themselves and delegating it away. But those aren’t the only options. This article introduces a practical leadership framework—frame, model, coach, enable—that helps leaders build capability, foster independence, and support teams without taking over.
2021-06-10
Leadership
Leadership behaviors
Capability-building
Decision-making
Leadership

Which of these 8 modes will supercharge your team?

Unatributed
February 3, 2022
Teams struggle for many reasons, but structure is often the hidden constraint. This article introduces eight distinct team operating modes leaders can intentionally apply to improve decision-making, alignment, and performance. Understanding when and why to shift modes can help teams work better together.
2022-02-03
Leadership
Leadership behaviors
Decision-making
Collaboration
Capability-building
Future of work

Why thinking of AI as a “partner” can be counterproductive

Unatributed
February 20, 2024
Metaphors shape how leaders think, decide, and act. As AI adoption accelerates, the language used to describe artificial intelligence quietly influences trust, control, and responsibility. This article explores why common AI metaphors matter—and how choosing the wrong one can undermine effective, responsible use.
2024-02-20
Future of work
AI mindset
Decision-making
Responsible tech
Leadership behaviors
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