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Coaching With Ecce Griseo: What to Expect

Make Confident Decisions in the Gray Areas of Your Career and Life

Most career coaches give you frameworks. I give you power – the ability to make decisions with conviction, even in uncertainty. At Ecce Griseo (Latin for Behold the Gray), my clients and I embrace the gray areas of work and life. 
The gray areas are seen as the everyday tough calls where there is no obvious answer.

If you’re looking for someone to hand you a step-by-step blueprint, this isn’t it. But if you want to sharpen your thinking, challenge your assumptions, and walk away knowing you made the best decision possible – this is for you.

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Our Philosophical Approach

I take inspiration from Nietzsche’s philosophy of self-overcoming and apply it directly to career and life decision-making. Your choices define you so you must learn to make them boldly, as if you will live them over and over again for eternity.

The Coaching Process

The four introductory sessions listed below are built to push you beyond hesitation and into action. In these sessions we will personalize them to break down the way you think, use the philosophy of Nietzsche to challenge your assumptions, and build a decision making process that is uniquely yours.

Session 1: Understanding and Framing Gray Decisions

Key Concepts

  • What Makes a Decision “Gray”
    • Understanding the distinction between certainty and uncertainty in business and leadership.
  • The Psychology of Decision-Making
    • How cognitive biases (confirmation bias, anchoring, overconfidence) and emotions influence judgment.
  • Framing for Clarity
    • The importance of problem framing and how to break down uncertainty into manageable parts.

Nietzschean Perspective

  • The Will to Power
    • Decisiveness is an act of strength; embrace ambiguity as an opportunity to assert control over your own fate.
  • Beyond Good and Evil
    • There is no singular “correct” answer—only choices that align with your vision and identity.

Session 2: Balancing Risk and Structure in Gray Decisions​

Key Concepts

  • Evaluating Risk in Ambiguity
    • Probability analysis, expected value, and risk tolerance.
  • Decision-Making Frameworks
    • Introduction to structured models like the OODA Loop, Decision Matrix, and Cost-Benefit Analysis.

Nietzschean Perspective

  • Eternal Recurrence
    • Make decisions you would be proud to relive over and over.
  • The Übermensch (Overman)
    • Move beyond societal norms—define your own principles for risk and reward.

Session 3: Leading and Learning in Gray Decisions

Key Concepts

  • Adaptive Leadership
    • Guiding teams through uncertainty with vision, communication, and emotional intelligence.
  • The Learning Loop
    • Using post-mortem analysis and feedback to refine decision-making.
  • Integrating it All
    • Making confident decisions under pressure and embracing ambiguity as a catalyst for innovation.

Nietzschean Perspective

  • Will to Power in Leadership
    • True leadership is about embracing the unknown and forging new paths.
  • Beyond Binary Thinking
    • Leaders must move beyond simplistic good/bad frameworks and think in complex, dynamic terms.

Session 4: Tying It All Together – Making Confident Decisions in Gray Areas

What You’ll Learn

  • How to integrate critical thinking, risk management, and ethics into a single decision-making process
  • The Nietzschean challenge: Making decisions as if you’d live them forever.
  • The final test—applying everything to a real-world decision you’re currently facing.

Skills You Will Gain

  • Clearer Thinking - No more overanalyzing or second-guessing.
  • Decisive Action - Make work and life choices with confidence.
  • Philosophical Strength - Live a life you would willingly repeat for eternity.
Man on mountain
Man in nature

Who Is This For?

The majority of the people that I work with are professionals in the middle of their career that want to have more structure around their decision making process and in doing so feel more confident about the decisions that they make in the workplace and in their personal lives.
I have also worked with many people that are simply facing a major career crossroad and feel stuck in analysis paralysis.

Ready to Stop Hesitating and Start Deciding?

If you are ready to make strong decisions, let’s talk.

If you are feeling bold, you can also sign up for the 4 introductory sessions now to take control of your future.

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Book Your 4 Sessions Now

Thriving in Gray Decision Making, Unlocking Your Ability to Lead with Confidence.

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