• Before Your Exploratory Session

    Completed before your first conversation with Ray

  • Please answer a few quick questions. I work exclusively with ambitious
    founders and executives committed to transformational growth.

    Your responses are a map, for both of us.

    Ray reads every response before reaching out to schedule. The more directly you answer, the more useful the conversation will be. Eight questions. No right answers. Precision is more valuable than polish.

    What happens next: Ray reviews your responses within 2-3 business days. If there is a strong fit, he will reach out personally to schedule your Exploratory Session.

  • Format: (000) 000-0000.
  • What is your current role, and what is the approximate annual revenue of the company or organization you lead?*

  • ABOUT YOU & YOUR COMPANY

  • 1. Tell me about you and your company in plain terms.

    Your role, what the company does, how long you've been leading it, where the company is today, and your mission.

  • CURRENT PRESSURE

  • 2. What’s actually hard right now?

    Not the polished version , the real one. What's costing you the most energy, producing the most friction, or quietly eroding what you've built?

  • 3. Where do you feel like you’re your own ceiling?

    Most leaders at your level know the thing they keep hitting. Where do you recognize that your patterns, not your circumstances , are the constraint? Where do you feel like you’re your own ceiling?

  • PRIOR WORK

  • 4. What have you already tried to address this?

    Coaching, therapy, retreats, books, peer groups , what has helped, what hasn’t, and why do you think it didn’t fully stick? If you haven’t tried much, say that.

  • SUPPORT SYSTEM

  • 5. Who currently helps you become a better leader?

    (Check all that apply.)
  • Type a question

  • STAKES & TIMING

  • 7. What’s the cost if nothing changes in the next 12 months?

    Be honest here. Not the catastrophic version , the realistic one. What erodes, what does not get built, what do you stop being able to say yes to? What's the cost if nothing changes in the next 12 months?

  • 8. If this worked, what would be different?

    Not a goals list. If 12 months from now you looked back and said this was the most useful investment you made — what would have changed?

  • READINESS

  • 9. What makes this the right time, and what are you uncertain about?

    Both parts matter. What is pulling you toward this now? And what hesitation, skepticism, or practical concern do you want to name before we speak?
  • 10. Have you worked with an executive coach before?
  • 11. This work requires a meaningful financial commitment, typically $3,000 to $4,000 per month depending on the engagement. Is that range in the conversation for you?
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