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How to Prepare for Your First Coach Conversation: A Practical Guide

Never worked with a coach before and wondering how to approach your first coaching conversation? We've created a guide to help.

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Starting with a coach can be a big step toward personal and professional growth. If you’re stepping into the world of coaching for the first time, it’s normal to not know exactly how to start. This guide will help you navigate your initial Skye coaching conversations with confidence and clarity. From setting clear objectives to understanding coaching methodologies and everything in between, here’s how to make the most of your first conversation.

1. Define clear goals

Prepare for your first session with your Skye coach by reflecting deeply on what you want to achieve. Start by addressing specific questions:

  • What is my primary challenge right now?
  • What crucial decisions are on my horizon?
  • What aspects of my current role do I enjoy, and what do I wish to change?
  • In which areas do I seek greater clarity?
  • Where do I see opportunities for growth, such as improving communication skills, managing stress, or enhancing leadership abilities?
  • What are my current feelings and emotions?
  • What does my ideal life look like in five years?


Documenting your thoughts on these questions will help you and your coach understand your current state and end goal, focusing your coaching sessions on areas that matter most to you.

2. Assess Coach Compatibility

Finding the right coach is about more than just their expertise; it’s about ensuring they truly understand your world. Your coach doesn’t need to have walked in your shoes or have an identical career path, but they should have a deep and insightful understanding of your industry. This knowledge is crucial for providing tailored guidance catered to your specific circumstances and goals.

It’s important to ensure that your coach has relevant experience. Don’t hesitate to ask about their background, including the types of clients they’ve worked with and the success stories they’ve been a part of. This can give you a clearer picture of whether their expertise aligns with your needs.

However, compatibility goes beyond professional experience. Building a strong rapport with your coach is key to a successful partnership. Engage in conversations about their interests and experiences outside of coaching. Understanding their hobbies, values, and life philosophy can offer a more holistic view of who they are as a person. This connection can make your coaching sessions more enjoyable and productive, as it’s easier to open up and delve into deeper topics with someone you feel personally connected to.

3. Understand the Coaching Process

Each coach has their unique approach. Clarify with your potential coach about:

  • Session frequency and structure.
  • Expectations regarding assignments or “homework.”
  • Establishing and tracking goals and success metrics.
  • Their approach on overcoming obstacles and setbacks.
  • Resources and support available outside of sessions.


You should also discuss the coach’s methods for facilitating growth and change. Ask how they incorporate various tools and techniques, such as self-reflection exercises, skill-building activities, or even role-playing scenarios, into their coaching.

4. Discuss Pricing and Commitment

Skye coaches offer a range of pricing options, designed to accommodate different budgets and needs. When beginning your coaching relationship, it’s important to have a transparent discussion about the cost. Ask about the specifics of their pricing structure – whether it’s a flat rate, session-based, or a package deal. Clarify any details about payment methods and schedules to avoid any surprises down the line.

The commitment to a coaching program involves time and dedication. Engage in a conversation about the expected duration of your coaching engagement. Is it a short-term arrangement focusing on immediate goals, or a long-term partnership aimed at substantial personal and professional development? Knowing the anticipated timeline will help you plan and set realistic expectations for your progress.

Additionally, it’s wise to discuss the terms of commitment. Are there any policies regarding rescheduling or cancelling sessions? What is the procedure if you decide to discontinue the coaching? Having clarity on these aspects ensures that both you and your coach are on the same page and can work together effectively.

5. Experience the Coach in Action

A successful coaching relationship requires a high degree of trust: building a strong connection and rapport creates the foundation you need to explore topics and situations that are often deeply personal. Take the full time in your complimentary consultation call to assess your potential coach, ask any questions and determine optimal coach-client fit.  We suggest you schedule calls with both of your coach matches to better understand who most resonates with you. You may know exactly what your goals are, but even if you don’t, a good coach will help you figure it out. 

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