MAESTRO CREATIVE

YOUR COMPASS

Success as a creative entrepreneur requires clear sense of purpose & direction. A True North to guide your journey.

YOUR POWER

Your greatest insights are born from your deepest truths. Your voice as a creative entrepreneur is as powerful as the wisdom you share. 

YOUR IMPACT

Your artisan craft as a creative entrepreneur is people. The more people you impact, the greater your value as a changemaker brand.

top tier coachinging self help writers MW OP

THE BEAUTIFULLY IMPERFECT, TOTALLY EPIC CREATIVE

“Have I gone mad? I’m afraid so. You’re entirely Bonkers. But I will tell you a secret, all the best people are.” Alice In Wonderland 

MAESTRO CREATIVE EXPEDITIONS

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E1 – LIVE YOUR TRUTH | VOICE

As a Creative Entrepreneur you hear it all the time. Live your truth. But what does that  mean? Purpose statements don’t get it done. What informs your daily life and your work as a Creative Entrepreneur? Our first walk gives rise to your true self. 

  • KNOW YOUR TRUTH BY OWNING YOUR STORY.
  • EXPERIENCE YOUR TRUTH BY LIVING WITH INTENTION.
  • SPEAK YOUR TRUTH BY SHARING YOUR WISDOM.
  • ROADMAP: THE TRUTH CANVAS.
E2 self help writer coach activist CEO

E2 – FEED YOUR FIRE | SPIRIT

What energizes you & brings meaning to your life? Personally? Creatively? As a Creative Entrepreneur? Your choices should elevate rather than enslave your life as a Creative Entrepreneur. Our second walk gives rise to your fully realized self. 

  • LIGHT YOUR FIRE BY GETTING INTO A ZEN STATE OF FLOW.
  • SUSTAIN YOUR FIRE BY MAKING INFORMED CHOICES.
  • DETONATE YOUR FIRE BY PUSHING YOUR LIMITS
  • ROADMAP: THE FIRE CANVAS
E3 self help writer coach activist CEO

E3 – UNLEASH YOUR MAGIC | CRAFT

When you unleash your best magic as a Creative Entrepreneur, you change lives. Key to that happening is finding the hidden gold that will ignite your brand as a Creative Entrepreneur. Our final walk gives rise to the magic that is unique to you alone.

  • BLOW THEIR MIND SO THEY CAN EXPERIENCE YOUR MAGIC.
  • SPARK A MOVEMENT SO THEY CAN BELONG TO YOUR MAGIC.
  • MASSIVELY IMPACT THEIR LIVES SO THEY CAN FEEL YOUR MAGIC.
  • ROADMAP: THE BRAND CANVAS

MAESTRO

multimedia tools & learning

Audio, video, photography and other mediums are used to powerfully bring to life, your truth, the things that feed you, and your magic as a Creative Entrepreneur making a difference.

deep dive workbooks

Each expedition begins with a series of Deep Dive Workbooks that get to the essence of who you are and what you have to say. The resulting insights set the stage for the powerful Breakthrough work that follows. 

breakthrough experiences

Each expedition includes a series of Breakthrough Experiences that take you off the beaten path to push your limits. Safe but challenging, these breakthroughs help you transcend your limitations as a human being, and as a Creative Entrepreneur making a difference.

coaching & consulting

Life coaching, creative coaching, and success coaching. Management consulting, brand consulting, and business consulting. Two sessions a month plus Triage.

pocket tokens

Celebrating your journey is central to the Maestro Experience. When you complete an expedition, you’ll get an engraved pocket token. When you graduate, you’ll get an alumni coin. All are beautifully crafted and packaged. 

CREATIVE

WOUNDS SEEN AND HEALED
THE COMING TOGETHER OF PAST, PRESENT, & FUTURE
A PROFOUND SENSE OF PURPOSE & DIRECTION
YOUR TRUE SELF FULLY REALIZED
PEAK EXPERIENCE TOOLS & RITUALS
A FLOURISHING CREATIVE PROCESS
EXPERIENCE DESIGN PROJECTS
TRIBALISM THAT SPARKS A MOVEMENT
A BRAND PLATFORM THAT CHANGES LIVES
TOTAL IMMERSION IN YOUR CRAFT
EXPEDITION #1 | 5-6 MONTHS
EXPEDITION #2 | 4-5 MONTHS
EXPEDITION #3 | 5-7 MONTHS
OP Kareem Professional Creatives Testimonial
OP Karen Creative Manifesto Pic

During a workshop Bob was teaching, he helped a woman with her elevator pitch. He kept challenging her to identify the “why” when she finally blurted out, ‘I give children a voice.’ It was a very moving and powerful moment. We all had goosebumps. That’s what it’s like to work with Bob Olmstead.

Karim Badr
Award Winning Improvisor
Theater Owner

The Hideout Theater

Bob did an amazing job of rapidly getting to our challenges. The result of our first meeting was the focus and inspiration that would motivate and fuel everything we do. I couldn’t recommend working with him enough.

Karen Barry
Small Business Owner
Designer & Developer 

Flywheel Creative

Kareem Badr
The Hideout Theater
Award Winning Improvisor & Business Owner

Bob​ ​has​ ​done​ ​nothing​ ​short​ ​of​ ​changing​ ​my​ ​life.​ ​I​ ​am​ ​a​ ​creative​ ​person​ ​and​ ​I​ ​was​ ​lost​ ​trying​ ​to find​ ​my​ ​way​ ​as​ ​I​ ​tried​ ​to​ ​build​ ​my​ ​acting​ ​school​ ​and​ ​theater.​ ​Bob​ ​showed​ ​me​ ​a​ ​way​ ​to​ ​take​ ​my creative​ ​energy​ ​and​ ​passion​ ​and​ ​use​ ​them​ ​to​​manifest​ ​the​ ​vision​ ​that I​ ​have​ ​for​ ​my​ ​business.​ ​Bob​ ​has​ ​taught​ ​me​ ​to​ ​get​ ​out​ ​of​ ​my​ ​head​ ​and​ ​into​ ​my​ ​heart​ ​and​ ​look​ ​at my​ ​business​ ​as​ ​another​ ​form​ ​of​ ​play.”

Tom Booker
SAG Actor & Award Winning Improvisor
Theater Owner

The Institution Theater

MAESTRO CREATIVE
BEGIN YOUR JOURNEY

Your lifestyle feeds your passion. Your passion feeds your creativity. Your creativity feeds your brand as a Creative Entrepreneur. Conquer it all in Maestro Creative!

$600

MONTHLY

Retainer Based – Limited Openings

NO Long-Term Obligations.

Pay As You Go (Monthly)

INCLUDES

  • Orientation Teleseminar & Phone Call
  • (3) Maestro Programs™ Expeditions
  • Deep Dive Workbooks
  • Breakthrough Experiences
  • Multimedia Projects & Learning
  • Truth Canvas / FIre Canvas / Brand Canvas
  • (2) Monthly Coaching/Consulting Calls
  • Ongoing Online Collaboration
  • Brief Triage Calls For Emergencies

FULL PRICE RATE 

$1500

QUARTERLY

Retainer Based – Limited Openings

NO Long-Term Obligations.

Pay As You Go (Quarterly)

INCLUDES

  • Orientation Teleseminar & Phone Call
  • (3) Maestro Programs™ Expeditions
  • Deep Dive Workbooks
  • Breakthrough Experiences
  • Multimedia Projects & Learning
  • Truth Canvas / FIre Canvas / Brand Canvas
  • (2) Monthly Coaching/Consulting Calls
  • Ongoing Online Collaboration
  • Brief Triage Calls For Emergencies

SAVE $300 A QUARTER

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