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Live Your Why

with One of Simon's Master Trainers


About This Class

The Fourth part of your WHY journey

For the best WHY journey experience, we recommend taking all three classes in order: Start with WHY →  Refine Your WHY → Apply Your WHY → Live Your WHY

Have you Already started your WHY discovery journey? Be sure to scroll down for an important note*

Buy the WHY Series and save 15%

This part of the WHY Journey may be labeled as the fourth, but it doesn’t mean it has to be the final. The goal of this class is to engage in a discussion with your instructor and classmates by asking questions, sharing ideas, and connecting with one another through living your WHY. The best part? This class is designed to be taken again and again. Think of these sessions as a place to periodically touch base, reassess where you are in your WHY Journey, and share any revelations you might have had about your WHY since you last joined.

In this class, you will:

  • Learn the tips and tools to engrain your WHY into your everyday life
  • Have an opportunity to connect with a coach on how to put your WHY into action
  • Create a community of support and empowerment with your classmates
  • Have the opportunity to ask all of the questions you may still have from taking parts 1-3 of the WHY Series
  • Share your WHY Journey with others

*An Important Note: Firstly, thanks for scrolling! You wanted more, and we are happy to deliver! The WHY series is now 4 Parts; Start with WHY, Refine Your WHY, Apply Your WHY (formerly known as Live Your Why), and our NEWLY REIMAGINED COURSE, Live Your WHY. If you took the third part of this series (even if it was called Live your WHY), this iteration of Live Your WHY is NOT the same course, but rather a discussion based addition to the WHY series!

More Info


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Pretty great actually—thanks so much for asking! We hope you’re having a great day as well.

All class times are listed in US Eastern Standard Time. We are working to add more time slots that are time-zone friendly globally.

While we wish we could clone Simon, science just isn’t quite there yet. That is why we’ve trained our Optimist Instructors to teach our classes. However, our two on-demand courses are taught by Simon – check out Find Your WHY and The Art of Presenting!

When it’s time for class, you can log in here and click on your class under My Live Online Classes. You should receive reminder emails the day before class and again two hours before. Please check your spam folder if you don’t see those reminders in your inbox. We can’t wait to have you join us!

Don’t worry, we’ve got you!

1. Head here to reset your password

2. Enter your email address (the one you used at checkout)

3. Check your email inbox for further instructions

We are always looking to add more class options to accommodate our global audience. We hope to have some great options for you soon. In the meantime, Simon’s books have been translated into multiple languages and can be ordered online.

We totally understand that schedules can change at the last minute. An unedited recording is available for 48 hours after class ends for all classes except for our WHY series.

We’re glad you asked! Our 60- and 90-minute classes offer: more detail, more connection with your fellow attendees, more activities, and more interaction with our instructors. The 25-minute classes are more lecture-style. They feature more information-per-minute, but the shorter timeframe also means fewer opportunities for active participation.

We know you’re busy and, if you can’t easily spare 60 minutes, we don’t want to deprive you of an opportunity to grow!

Yes! Buy any three of our 25-minute classes in one purchase and you’ll get the third class for half-price. This means that if you purchase a bundle of three 25-minute classes, it will cost $100 instead of the full $120. The $20 discount will be applied to your cart automatically during checkout. If you buy three 25-minute classes in separate transactions, you’ll pay the full price for all classes. 

Yes, we have team options! We love that you are looking to take care of those around you. Your team can join a public class, and you’ll receive a team discount at checkout when you register 10+ team members.  

If you want a private class just for your team, on a date and time that works for you, then visit our private class page and our team will be excited to help you. 

 Our team is more than happy to assist you; just contact us here and we’ll get back to you ASAP.

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