Build a Structured, Scalable Business — Not a Hustle

If you’re tired of working hard without clarity, structure, or real momentum, Winners Circle Business Coaching is designed for you.

This is not motivational coaching.


This is strategic business coaching for entrepreneurs ready to operate with intention, systems, and CEO-level leadership.

This Is for You If…

  • You’re generating revenue but feel stretched or disorganized

  • Your business depends too heavily on you

  • You’re unsure how to scale without burning out

  • Your pricing or offers no longer feel aligned

  • You want clarity, structure, and consistent execution

Winners Circle Business Coaching helps you move from busy to intentional, from operator to CEO.

What You’ll Gain From Business Coaching

When you enroll in Winners Circle Business Coaching, you’ll work on the areas that actually move your business forward:

  • Clear business direction and focus

  • Stronger offers and pricing confidence

  • Simple, repeatable systems

  • Better sales and growth strategy

  • CEO-level decision-making discipline

  • Reduced overwhelm and chaos

The outcome is a business that feels controlled, structured, and scalable.

Coaching Options & Investment

Choose the level of support that matches your business stage and goals.

FOUNDATION COACHING

Best for Entrepreneurs who need clarity, focus, and strategic direction.

1 × 60-minute coaching call per month

 

Business clarity & strategy guidance

 

Offer and positioning review

 

Action plan for the next 30 days

 

Email support between sessions

 
$750
/ month

Ideal if: You’re early in growth or rebuilding direction and want expert guidance without high intensity.

Clarity & Direction

GROWTH COACHING

Best for Entrepreneurs ready to build systems and execute consistently.

2 × 60-minute coaching calls per month

 

Strategy + execution planning

 

Offer refinement & pricing strategy

 

Systems and workflow guidance

 

Accountability and progress tracking

 

Priority email support

 
$1,500
/ month

Ideal if: You’re generating revenue but need structure, consistency, and momentum.

Structure & Execution

ELITE

Best for founders ready to operate at a high level and scale with intention.

Weekly 60-minute private coaching calls

 

Deep strategic planning & execution

 

Business model optimization

 

Sales, systems, and leadership coaching

 

Direct access & priority support

 

Personalized growth roadmap

 
$3,000
/ month

Ideal if: You want hands-on strategic partnership and accelerated growth.

CEO-Level Leadership & Scale

How Enrollment Works

STEP 1

STEP 2

STEP 3

STEP 4

Elite Coaching requires approval to ensure alignment.

Our Standard

Winners Circle Business Coaching is for people who:

Are willing to implement

Value clarity over shortcuts

Take responsibility for execution

Want sustainable growth, not quick wins

Frequently Asked Questions

Is this group or 1-on-1 coaching?

All coaching tiers are 1-on-1.

Is there a minimum commitment?

Yes. Coaching requires a minimum 3-month commitment.

Can I upgrade later?

Yes. You can upgrade your coaching tier as your needs evolve.

Is this the same as the Business Transformation Program?

No. Coaching is ongoing support. The Business Transformation Program is a structured 8–12 week intensive.

Ready to Enroll?

If you’re ready to stop guessing and start building with clarity, structure, and leadership, Winners Circle Business Coaching is your next step.

Driving Growth, Amplifying Impact

Michael Thompson, Founder

“Working with Winners Circle gave me clarity I didn’t realize I was missing. The structure, guidance, and accountability helped me stop reacting and start leading my business with confidence.”

Kim Wexler, Consultant

“This wasn’t surface-level coaching. Jay helped me rethink my offers, pricing, and systems in a way that immediately improved how I operate and make decisions.”

Daniel Rodriguez, Agency Owner

“Winners Circle helped me move from being overwhelmed to being intentional. I now have clear priorities, better systems, and a business that feels manageable and scalable.”