Jenn Drummond

I help founders, executives, and sales leaders access courage in high-stakes environments.

I am a world record-holding mountaineer, exited entrepreneur, global keynote speaker, and mother of seven who reinvented her life after a near-fatal car accident forced a hard question:

What would I do if time were no longer guaranteed?

Before that moment, I had never slept in a tent.
I had never climbed a mountain.

Since then, I became the first woman to climb the second-highest peak on every continent, built and exited a financial services firm, and now work with leaders operating where decisions carry real consequence and the margin for error is thin.

I don’t teach motivation.
I teach courageous clarity.

Because the real breakdown for high performers, founders, executives, and sales leaders is rarely a lack of discipline.
It’s hesitation.

Knowing what matters.
But not acting on it.

On the mountain, hesitation gets you killed.
In leadership and sales, it quietly costs you trust, momentum, health, and conviction.

My work helps leaders:
• Make courageous decisions when the stakes are high
• Stay steady and regulated under pressure and uncertainty
• Act in alignment with values, even when it’s uncomfortable
• Build resilience without burnout
• Show up powerfully in high-stakes leadership and sales conversations
• Lead without outsourcing courage to circumstances

I draw from extreme environments, neuroscience, leadership psychology, and lived experience where fear is data, ego is expensive, and courage must be practiced in real time.

Today, I work with:
• Founders and executives navigating inflection points and decisive moments
• Sales leaders and teams operating in high-pressure, quota-driven environments
• Investors and operators carrying invisible responsibility
• Organizations that need leaders who can act, not stall

I speak globally on leadership, courage, decision-making, and human performance in high-stakes environments.
I host private advisory circles and high-trust leadership intensives.
I design curated leadership and mountain experiences where courage is embodied, not discussed.

If you are building something meaningful and feel the weight of the decisions in front of you, you are my people.

Areas of engagement:
• Keynotes and leadership intensives
• Executive advisory and private leadership work
• Curated mountain and experiential leadership experiences
• Media and speaking engagements

The summit requires courage.

Motivational Speaker + Mountaineer

Bryan Sagray DPM FACFAS🌵

Performance Coach For Your Brain | Helping You Take Action, Gain Clarity, and Optimize Mental, Emotional, and Physical Performance through 1:1 Coaching

If you don’t feel like you are performing at your best and are looking to take you life to the next level, the solution isn’t as complicated as you may think. Let’s see how…

Make small changes over time that build a life of intention and purpose.


This seems difficult because most of us are stuck in the modern digital era where everything must happen quickly and right away. That we must hustle constantly…

Society has taught you the wrong things though…
Society makes you believe we only have time for work.
Society makes you believe success is a full bank account.
Society makes you believe we have no time for what matters.

This is what society will have you believe LIFE is really about. This is WRONG!



You need to shift your thoughts to what Life is TRULY about.

Life is about connecting with Nature.
Life is about spending time with family.
Life is about building strong relationships.
Life is about physical and mental well-being.

This is where you NEED to focus your time and attention.

Changing your perspective / mindset, learning to reshape your thoughts / actions, and creating consistent small habits that will build momentum is how you LEVEL UP!



My name is Bryan Sagray, and I’m a High Performance Personal Coach for people ready to transform their life to live EVERY single day with intention AND purpose!

Being a spouse, leader, entrepreneur, foot & ankle surgeon, friend, and endurance athlete with a degree in nutrition, I have experienced first hand the struggle of life.

I’ve been through burnout, hardship, & failure over my long career. Learning who I am is what transformed my life mission to be one focused on intention & purpose.

Uncover the simple daily habits my clients use to create intention, develop a real purpose, improve consistency, reclaim time for what matters most, and build better relationships with family, friends, & colleagues! SMALL changes for larger impact!


During this 1:1 call, I’ll personally help you:
Recognize your current situation
Identify your ideal life forward
Develop a personalized plan
Layout how we can work 1:1 to create small habit changes to live a life of intention and purpose.

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The Battle

Jenn Drummond

Bryan Sagray

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