Coaching

Sales and Executive Coaching

What Is Professional Coaching?

Coaching is a safe place where women can fully be themselves and discover new ways to achieve their desired outcomes through conversation in a supportive, judgement-free space.

(Coaching Clients share what it’s like to work with their Executive Coach, Cherilynn Castleman.)


Coaching is about Improving your Performance

You’re intelligent, talented, innovative, high-achieving and consistent, but you’re still falling short of your goals.


Coaching Focuses on the Future and the Present

Coaching is action-oriented, focuses on what you want and allows you to dream out loud with a dedicated listener. Coaching is grounded in the assumption that you are resourceful, whole and know yourself best.


Coaching is about crushing self-limiting, painful thoughts and revealing new possibilities

Working with a professional coach will help you raise your awareness, resolve distractions and find your best path forward. Coaching employs a growth mindset and focuses on leveraging your existing strengths to help you see yourself and others clearly, build more productive relationships, clarify your goals and achieve your dreams.


Coaching is about Stretching

Coaching will allow you to unlock your potential and maximize your performance. In collaboration with your coach, you will learn to trust your internal source of wisdom and move from awareness to action.


What are the Limits of Professional Coaching?

While coaching does rely on a supportive, conversational relationship with your coach to help you achieve your goals, it is important to note that professional coaching is not, nor does it replace, psychotherapy. CGI is not a therapeutic practice and does not treat psychological problems, such as depression or anxiety. Additionally, coaches are not consultants – we do not tell our clients what to do, nor are we mentors. Coaches do not teach you how to do things – we ask powerful questions, foster a strengths-based, judgement-free environment, and provide our clients the tools and inspiration they need to reach new heights and achieve their dreams.

Make yourself a priority and make coaching a critical component of your overall success strategy. Begin your coaching journey today.


Coaching

Learn to trust your internal source of wisdom. You are your own greatest teacher.

Move from awareness to action. Learn to see failure as a badge of effort. Take your sales career or business to the next level.

Cherilynn has coached executives, sales professionals and start-up entrepreneurs, so whatever your goals, she can help.

Make yourself a priority and make coaching a critical component of your overall success strategy. Begin your coaching journey today.

In order to realize your full career potential, you have to invest in yourself. Whether you are looking to exceed sales quotas or seeking to forage better connections with people to drive business, make executive coaching a key component of your professional success strategy. Together, we will clarify your goals and take concrete steps towards achieving your dreams. Interested? To see if we’re a good fit to work together, schedule a complimentary introductory coaching session.

When I first began coaching… I didn’t expect to double the amount of outbound meetings I book each month. And I hadn’t considered that I could find joy in connecting with prospects on LinkedIn, As I transitioned into my new role as a SDR, she helped to shift my thinking. I’ve been in role for a few months and have consistently reached my quota. Cherilynn helped me achieve this.

Janine Simone, Sales Development Rep (SDR), InsideView Technologies, Inc.

Types of Coaching

Executive Coaching

As an organizational leader or business executive, you navigate a complex set of challenges and responsibilities every day as you drive towards success. Executive coaching complements other quality improvement processes by providing results that are measurable and sustainable. By fostering future-oriented thinking, our coaching model provides a structure and process for professional development and performance improvement.

Individual Career Coaching

Whether you are a seasoned career professional or a recent college graduate just starting out, individual career coaching will help develop your professional self-confidence and the skills you need to succeed. With a personalized one-on-one approach, our coaching model is tailored to focus on your unique needs and uses language that is grounded in respect for women of color and their distinctive experiences.

Sales Coaching

Specifically designed to enrich the careers of professional saleswomen, our sales coaching creates a trusting and collaborative environment to foster both personal development and sales performance improvement. Our sales coaching model leverages your existing strengths to improve year-over-year sales performance while dissolving self-limiting, painful thoughts and revealing new possibilities. See yourself and others clearly, learn new ways to respond to challenges, and build more productive relationships to achieve extraordinary sales performance.

Group Coaching

Amplify your professional coaching journey with a Group Coaching Appointment. Group Coaching sessions are an excellent way to connect with like-minded professionals and complement your own professional growth while supporting others on their own paths. While each member of a Group Coaching Session may have different goals, this collaborative coaching environment allows you to connect and grow in community with other women of color in a strength-based environment, specifically curated to complement your unique experience and strengths.

What is Group Coaching?

Group Coaching is a curated professional growth experience designed to support you on your path by bringing you into conversation with other like-minded women of color. In these small group sessions you will:

  • Focus on goal setting, accountability, and actions
  • Develop your skills and knowledge
  • Discover a journey to find the answers you need
  • Grow personally and professionally
  • Be empowered to take the next step in your career or business
  • Resolve self-limiting thoughts to create the space you need to move forward

Group Coaching sessions begin monthly, are limited to 4-6 members, and meet three (3) times a month. Click here to join a group coaching session or to book a Complimentary Coaching Session to see if we’re a good fit to work together.

Business Coaching

As a business owner, sound counsel and effective interventions are key to your ability to successfully address change and drive outcomes. Make yourself, and your company, a priority and make business coaching a critical component of your overall success strategy. Our business

coaching model will enable to you clarify your goals, raise your awareness, resolve distractions, and find your best path forward. Take more effective actions with self-reflection and self-discovery and invest in sales coaching to dramatically improve your business growth.

With twenty-five years of experience as a general manager, educator, coach, and entrepreneur, Cherilynn’s in-depth knowledge of the sales and business world and its unique pressures will help make the most of your coaching time.

Coaching FAQs

What’s It like to work with a coach?

Coaches use tools designed to help you face change, dream big, and move forward with peace, grace, and authenticity. Coaches focus on the future, ask powerful questions, and provide support during career transitions. Your coach will foster a strengths-based environment to help develop your leadership and sales skills and partner with you to discover your goals and create strategies to achieve them. (Client’s share what it’s like to work with their Executive Coach, Cherilynn Castleman.

How does coaching work?

During each session together, you and your coach will work through a framework designed to help you unlock your potential and maximize your performance. By the end of the session, you’ll learn to trust your internal source of wisdom and move from awareness to action.

Who will benefit from 1:1 coaching?

Whether you are a seasoned career professional or a recent college graduate just starting out, career coaching can help you develop your professional self-confidence and the skills you need to succeed. CGI has the expertise and skills to work with virtually any type of client, including:

  • Women who have a fierce desire to learn
  • Early career sellers struggling to make numbers
  • “Sidepreneurs” ready to grow a six-figure business
  • Forward thinkers looking to build generational wealth or multiple sources of income
  • Executives and leaders at a crossroads in their career
  • High performers looking to take their career to the next level
  • Account Executives ready to call on contacts higher up in their target accounts
  • Sales professionals looking to increase deal sizes and shorten sales cycles

What’s a coaching engagement?

A coaching engagement is a chance to increase performance, drive results, and change your life. But remember, if you don’t take action, there will be no positive outcome. As a CGI coaching client, we will typically work together for a three- to six-month engagement, spending two to three hours a month in in-depth one-on-one phone calls. We may also communicate by email or text from time to time.

How do I find the right coach for me?

The right fit is key to the success of any coaching relationship. The best way to find a coach who is right for you is to schedule an initial conversation and see if you connect. With twenty-five years of experience as a general manager, educator, executive coach, and entrepreneur, Cherilynn’s in-depth knowledge of the sales and business world and its unique pressures will help make the most of your coaching time.

If you know what your goals are, know what you want to achieve, and are ready to live a more balanced and joyous life, let’s work together! My goal is to help you grow. To see if we’re a good fit to work together, schedule a complimentary introductory coaching session.

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