Inside Out Leadership

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2024-25 Annual Reflection Template

Welcome entrepreneurs! I’m so glad you’re here.

We’ve reached my favorite time of year. The weeks between Thanksgiving and New Years, during which the entire world seems to slow down, and everyone seems to become just a bit more reflective.

This reflective energy is important, at least once per year. I work with entrepreneurs every day who have sprinted their entire lives, only to find themselves running at top speed in a direction they don’t believe in. Winning the wrong race. Or burning out in the process.

Conscious reflection is what ensures the millions of actions we take every day are aligned with the life we want to live. Conscious reflection is what transforms our experiences into wisdom, creating the building blocks for a well-constructed next chapter. Without it, we’ve lived, but we haven’t learned.

And in celebration of this special time of year, I’m excited to officially share with you:

The (Fifth-Annual) Inside-Out Annual Reflection Template

A guided template to help you consciously reflect on 2024, and set the stage for 2025

A ~2-3 hour journey of structured exploration, reflection, and intention, the 2025 Annual Reflection template is a comprehensive tool to help you make the most of this time of year.

Inside, you will:

  • Mine maximum insights, lessons, and wisdom from your experiences in 2024.

  • Explore what is most important to you, from the most powerful perspective available to man.

  • Discover any areas in which your current ways of being are misaligned with what you say is important.

  • Clarify and crystallize what success means to you in 2024, and develop a plan to achieve that success without setting yourself up for burnout.

Whether you’re sprinting through the finish line right now, or gracefully transitioning into the slower pace of the holidays, I invite you to take reflection seriously this year. Learn from your past, and from those who have come before you.

Intentionally dedicate some time to slow down and take a look around. At your company. At your relationships. At your life.

It may be the highest ROI activity of your year.

"Without reflection, we go blindly on our way, creating more unintended consequences, and failing to achieve anything useful." – Margaret J. Wheatley

Happy Holidays, and With Great Love,

Ryan


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Executive Coaching for Entrepreneurs

There’s a reason every elite athlete in the world works with a coach. You need more than one perspective to see your best work.

I’m an executive coach and the founder of Inside-Out Leadership, a boutique leadership development agency that supports entrepreneurs to step fully into their lives, and transform their companies into their masterpieces.

Leveraging 15-years as a founder/CEO, along with deep training in mindfulness, psychology, Neurolinguistic Programming, psychedelic integration and more, I have helped leaders from some of the fastest growing companies and VC funds in the world design a more conscious life and make key changes to improve their performance and satisfaction.

I coach leaders how I want to be coached:

  • Focused on the person, not the role.

  • Focused on results, without the fluff.

To learn more about working with me, click here.