PHILOSOPHICAL
MENTORING
WITH SIMON J. E. DREW
THIS IS ABOUT YOU
What the world needs right now is for more of us to make the conscious choice to become stronger, wiser, and more awakened.
The world is waiting for you to wake up, and such is the task of philosophy.
My role as a philosophical mentor is to rapidly accelerate that awakening.
ANCIENT WISDOM FOR PERSONAL FLOURISHING
Philosophy literally means “love wisdom”. As a philosopher grounded in the Stoic tradition, I consider it my solemn duty to be first a true seeker and lover of wisdom, and then to share that wisdom with those who I serve.
My students and I share the path together, and as such, we learn, grow, and are transformed together. It is in this mutual journey that the character is purified, and the soul restored to balance and harmony
STUDENT REVIEWS







ARE WE COMPATIBLE?
Over the past four years, I’ve worked with an extremely diverse range of individuals from over 15 nations around the world. I’ve mentored executives, psychologists, CEOs, artists, musicians, philosophers, public servants, writers, and more. Throughout these relationships, I’ve noticed a few commonalities between people who have made powerful transformations during their time with me.
- Financially stable enough to invest in our time together
- Psychologically mature (nothing to do with age)
- Able to be vulnerable and honest about your strengths, weaknesses, desires, and challenges.
- Willing to let go of the parts of yourself that are no longer serving you
- Dedicated to the path of personal Alignment
LET ME INTRODUCE MYSELF
My name’s Simon Drew. I’m a philosopher in my heart, a poet by calling, and a musician in my being. Since 2017, I’ve been exploring practical philosophies for life (particularly Stoicism) on my podcast, and I’ve also been fortunate to have mentored dozens of individuals from around the world as they’ve made fundamental shifts in their character and consciousness.
My unique set of skills and interests are what make me an unmatched sparring partner for anyone who truly wants to wrestle with profound questions regarding the pursuit of flourishing. I’m looking forward to meeting you on the mat.
THE METHOD
AIMING AT THE HIGHEST CONCEIVABLE GOOD
The philosophical path works best when you decide to aim at the highest possible good for yourself, your family, your community, and the world at large. As your mentor, I’ll join you in this shared pursuit in our sessions together as well as in our individual lives.


MUTUAL HEALING
The Stoic philosopher Seneca humbly wrote, “I am discussing with you troubles which concern us both, and sharing the remedy with you, just as if we were lying ill in the same hospital.” in our sessions together, I’ll share with you what has worked for me in the spirit of mutual healing.
THE PATH OF HARMONY
A flourishing life is harmonious and balanced, like a thrilling symphony where all instruments contribute beautifully to the whole. I’ll encourage you to seek that harmony by first becoming clear on what kind of symphony you’d like to play, and then by helping you to align all the parts of yourself that would contribute meaningfully to that song.


TOTAL HONESTY
My philosophical mentoring method is one that will call upon both of us to share the heights and depths of ourselves with complete and total honesty. The power of such a vulnerable dialogue cannot be overstated, for it is the time-tested path to true inner transformation.
MENTORING OPTIONS
I try to keep things pretty simple. I offer a flat rate for a single session, but for those who wish to book multiple sessions in advance, I offer reasonable discounts. To start mentoring with me, scroll down and book an initial onboarding session.
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60-90 minute individual session
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Session notes in shared mentoring document
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15% off for Walled Garden members
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5 X 60-90 minute individual sessions
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Session notes in shared mentoring document
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Further 15% off for Walled Garden members
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10 X 60-90 minute individual sessions
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Session notes in shared mentoring document
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Further 15% off for Walled Garden members
LET'S TALK
If you’re ready to make some important transformations in your life then I’d be honoured to work with you. Please use the calendar below to book our initial 20-30 minute consultation. In this session, we’ll get to know each other better and I’ll hold space for any questions you may have regarding the mentoring process.