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You’ve worked hard to build a successful life. Now it’s time for something more.

Holly Stewart smiles warmly into the camera

A Trusted Guide for the Next Chapter

Holly Stewart, Accredited Executive Coach

I understand the unique challenges that come with success: the weight of responsibility, the desire to lead with clarity, and the longing to attain greater balance and wellbeing in all areas of life. 

I have coached senior leaders, executives, and stewards of generational wealth who were navigating complex transitions, and I have walked parts of that path myself.

Called Higher Coaching was created to support you as you recalibrate, realign, and move forward with intention.

Certifications & Accreditations

Coaching is an unregulated industry, and I believe your trust deserves to be earned. I have invested in both foundational and ongoing training to ensure my approach is grounded in evidence-based practices and proven frameworks.

My Approach:

The Wayfinder Method 

The Wayfinder Method is my five-part coaching framework, created to bring clarity, structure, and forward movement in the areas where you are experiencing friction. It is designed to adapt to your circumstances; whether you’re leading a company, stewarding family wealth, navigating a career transition, or simply looking for greater wellbeing at work and at home.

For Legacy Builders

For high-net-worth individuals (HNWIs), wealth brings opportunity, but it also brings complexity. I work with individuals and families navigating the emotional, logistical, and spiritual dimensions of stewarding resources, raising grounded children, defining their legacy, and other such challenges.

For Executives

You have built a successful career, but you may be sensing it is time to lead differently. Whether you are navigating burnout, shifting priorities, or a desire to recalibrate how you show up, I help high-level leaders align personal growth with professional performance.

  • "From our first meeting, Holly proved her tremendous competence as an empathetic listener, a knowledgeable coach, and a creative thinker and problem-solver. For the first time in my 30-year professional career, I found in Holly someone who truly listened, asked questions, and met me exactly where I am in my personal and professional journey."

    - Associate Professor

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  • "Anyone who is lucky enough to engage with her in any capacity will know that Holly has the absolute highest standards of integrity and quality. She is whip smart, and funny to boot."

    - Professional Coach

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  • "This is what I have experienced: a positive, safe, non-judgmental relationship; someone who is in my corner in a unique, objective way that no one else can be; a wise person to clarify goals with and troubleshoot challenges; and someone to hold my accountable so that I am the best version of myself both at home and at work."

    - Social Media Marketer

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  • "I worked with Holly for 10 months during multiple unexpected life pivots, personally and professionally. Holly was a huge source of support with wise guidance, practical resources, and strategic frameworks to help me better manage my life and live into my key priorities."

    - Director, Advertising

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  • "Holly is a trusted advisor and couches her comments with care and sensitivity. I find Holly to be very intelligent and accurate with her evaluations and use of tools, such at Myers Briggs, Disc, and many others."

    - Marketing & Sales Partner

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  • "Holly is remarkably insightful and her ability to channel many perspectives is priceless! She has mastered the art of realism sprinkled with encouragement, all while keeping me accountable for taking actionable steps toward my goals. Working with Holly has been my favorite investment in me!"

    - US Army Veteran

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Apply for Coaching

If you sense it is time for recalibration, are looking to strengthen your foundations, or are seeking greater wellbeing, I would be honored to collaborate with you.