Instructor Spotlight: Jerry ThompSon III

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We here at The Optimism Company know that together is better, and we wouldn’t be able to do what we do without our amazing instructors.

Want to get to know us a little better? Meet Jerry the Third, one of Simon’s Master Trainers!

Simon’s Master Trainers are instructors who specialize in presenting and teaching Simon’s content: Check out our live online classes like Start with WHY, Leaders Eat Last, Leading with an Infinite Mindset, and more. Or, to book them as a speaker for your next event, contact our Experiences Team.

Jerry Thompson III (aka Jerry the Third) is an adventurer who has spent the last ten years exploring various fields, including art, culture, and business. He has developed a unique set of skills and perspectives that allow him to solve challenges and help others find fulfillment. As one of Simon Sinek’s Master Trainers, he is a speaker and facilitator who is excellent at captivating audiences and presenting complex subjects in a relatable manner. He believes that adventure can lead to significant personal transformations and encourages his listeners to take their next step towards a more inspired tomorrow.

Read on to learn more about Jerry!

How are you today?

Pretty well, thanks for asking!

What was it that moved you to your line of work?

I like helping people move from where they are to where they want to be. Training is just another way to participate in that transformation 🙂

Tell us about the classes you offer with us, please.

All of them! My favourite however, is our SWW series. It’s such a treat to see a room of literal strangers help each other find their WHYs. Some people don’t realize the experience they signed up for, but by the end of class the smiles and kind words they share about how their classmates helped them let me know they got more than they imagined they would.

What is one thing from your teachings that you wish everybody would learn/know?

Nothing changes until you put these ideas into practice. Start where you are, but start!

What is your favorite saying/bit of advice?

“A ship in harbor is safe, but that is not what ships are built for.”

What is something that will always brighten your day?

If I get the chance to cheer-on one of my friends, it’s the best. It’s hard to feel down when you interact with someone striving for their next level. That’s the sort of energy that I like - my friends are super inspiring.

How are you today?

Pretty well, thanks for asking!

What was it that moved you to your line of work?

I like helping people move from where they are to where they want to be. Training is just another way to participate in that transformation 🙂

Tell us about the classes you offer with us, please.

All of them! My favourite however, is our SWW [Start with WHY] series. It’s such a treat to see a room of literal strangers help each other find their WHYs. Some people don’t realize the experience they signed up for, but by the end of class the smiles and kind words they share about how their classmates helped them let me know they got more than they imagined they would.

What is one thing from your teachings that you wish everybody would learn/know?

Nothing changes until you put these ideas into practice. Start where you are, but start!

What is your favorite saying/bit of advice?

A ship in harbor is safe, but that is not what ships are built for.”

What is something that will always brighten your day?

If I get the chance to cheer-on one of my friends, it’s the best. It’s hard to feel down when you interact with someone striving for their next level. That’s the sort of energy that I like—my friends are super inspiring.

If you have a story about someone you know inspiring people to help others or how Simon’s work has inspired you, send it to us at [email protected], and we might share it here!

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The Optimism Library

Certified WHY Coach Program Framework

Learn the exact process Simon Sinek uses to help people discover their WHY and guide them to inspire others.

What You’ll Learn

By the end of the program, you’ll be able to:

  • Explain The Golden Circle and its components — WHY, HOWs, and WHATs
  • Guide someone through a WHY Discovery process that leads to a resonant WHY statement and actionable HOWs
  • Help people use their Golden Circle to make better decisions and create positive change in their careers and lives

You’ll also develop essential human skills you can use every day:

  • Building trust
  • Listening to understand
  • Asking better questions
  • Handling emotional conversations with care

How You’ll Learn

The program includes four structured units combining independent learning, live training, and practice:

Day 1 – The Foundation

  • Get to know The Golden Circle 
  • Find out what it means to bring a Golden Circle to life
  • Learn what a WHY Discovery is, how it works, and what the benefits are

Day 2 – The Human Skills

  • Hone the human skills to guide someone through a WHY Discovery:
    • Creating psychological safety
    • Asking effective questions
    • Engaging in active listening

Day 3 – The Process in Practice

  • Learn notetaking strategies that will help you facilitate a WHY Discovery session
  • Develop the analytic and collaborative skills you need to help someone identify and articulate their WHY and HOWs

Day 4 – The Golden Circle in Action

  • Apply everything you’ve learned to facilitate a full WHY Discovery
  • Learn how to wrap up a session
  • Prepare for your next steps to becoming a Certified WHY Coach

Program Details

Format: 4 live classes + independent learning + group practice

Duration: ~ 8-10  hours per unit (including independent learning and live classes) plus ~5 hours to complete the final exam

Certification Requirements:

  • Complete independent work
  • Attend and participate in all live sessions 
  • Pass a final exam and performance assessment

Your Support Team

  • Regular updates and reminders
  • Opportunities to ask questions
  • Personalized feedback from master trainers
  • Ongoing support through your final evaluation

Program and Participation Terms and Conditions

Our mission is to create a supportive learning environment where we grow together to help others. By joining, you agree to show up in service to one another.

Professional Expectations

  • Attend and participate in ALL live classes in their entirety.
  • Complete ALL assigned online coursework.
  • Must be fluent in English.
  • Show up to live classes, community spaces, and group work with respect, kindness, and gratitude.
  • Support your fellow participants with a service mindset.
  • Keep all personal stories shared during the WHY Discovery process confidential.
  • Approach the WHY Discovery journey with empathy, integrity, and care for those you serve.

Participant Cancellation and Transfer Policy

  • Cancel up to 10 days before your cohort start date: Full refund.
  • Cancel less than 10 days before: We’re unable to offer a refund at this stage.
  • Transfer up to 7 days before: You may transfer your spot to another participant for a $200 (USD) fee.

Recording and Photography

  • Participants may not record or screenshot sessions.
  • The Company will record sessions and make them available internally for 30 days.
  • By joining, you understand you may appear on screen and agree that recordings and photos may be used by the Company for program or marketing purposes.

If you prefer not to be included, please contact the team before the first session at [email protected].

Unleash Your Infinite Mindset

Quantity: 1 quantity = 1 team of up to 20 participants

Teams 20+

Contact Sales

For teams of 20+ contact us

Teams of up to 20

Purchase: $999

Unleash Your Infinite Mindset

Bundle & Save: $1,198 SAVE $800

Buy Unleash Your Infinite Mindset and The Art of Building Fiercely Loyal Customers together for only $1,198.

The Art of Creating Fiercely Loyal Customers

Quantity: 1 quantity = 1 team of up to 20 participants

Teams 20+

Contact Sales

For teams of 20+ contact us

Teams of up to 20

Purchase: $999

The Art of Creating Fiercely Loyal Customers

Bundle & Save: $1,198 SAVE $800

Buy Unleash Your Infinite Mindset and The Art of Building Fiercely Loyal Customers together for only $1,198.

Curiosity is essential
                for progress.
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We fully agree, so we like to reward curiosity.
Use code GETCURIOUS for 20% off your next purchase.

A spark is something quite small and, by itself, not very powerful. But a spark has the ability to ignite. An idea is like a spark; alone it is just a set of words, but it too can ignite. A great idea can inspire others to dream bigger. Let us all work together to ignite something greater than ourselves.

Let us all be a Spark of Optimism.