Jon Dwoskin

THINK BIG Council
Led by Jon Dwoskin

Where business owners forecast, plan, grow, get unstuck, and THINK BIG together.

Contact Jon to learn more

For Leaders Who Want More

I lead a private, high-accountability council for six leaders who are seeking greater focus, clarity, perspective, and decisive action. Helping them get unstuck, think bigger, and grow their business and themselves from the inside out.

Limited to six leaders

Confidential, trust-based environment

Designed for leaders ready for growth

Jon helped me see my value clearly, refine my messaging, and build a strategy that actually worked.

He pushed me to think bigger and helped me grow every part of my business.

Jason, President and Benefits Advisor

What Each Member Gets

Monthly Strategic Council Meeting

  • 1× per month, 2-hour strategic group meeting
  • Facilitated by Jon
  • Focused monthly themes
  • Built for clarity, alignment, and momentum

Monthly 1:1 with Jon

  • Up to 60 minutes, focused and personal
  • Resets monthly (non-cumulative)
  • Insight, planning, problem-solving, accountability

Every Session Delivers

  • Clear priorities and high-impact action items
  • Strategic questions and hot seats
  • Collective intelligence from the group
  • Strong focus on forecasting, planning, execution

Pre-Kickoff Alignment Calls

  • 30-minute private call with each member
  • Clarifies goals, stuck points, and priorities

Private Group Text Thread

  • Real-time questions, ideas, and wins
  • Fast feedback and shared momentum

Flexible & Accessible Meetings

  • Live meetings at Jon’s office or via Zoom
  • All sessions recorded for private replay

Direct Access

  • Calls, texts, and emails returned same day
  • Unless Jon is sleeping

Core Business Focus Areas

  • Leadership, management, and communication
  • Team issues and conflict resolution
  • Partnership and ownership guidance
  • Vision and strategy
  • Sales mastery
  • Marketing that converts
  • Recruiting, retention, and training
  • Building A+ teams
  • Systems and operations
  • Scaling up and letting go
one one one coaching

How the Council Works

Curated Membership

  • Limited to 6 growth-driven leaders
  • Curated for trust, chemistry, and collaboration
  • Confidential. Focused. Results-driven.

Member Selection & Customization

This is not open enrollment. It is intentionally built.

  • Jon selects the right six leaders
  • Based on values, ambition, coachability,
    and commitment
  • Fit matters more than credentials

Customized by Design

  • Calls shape the kickoff agenda
  • Drive monthly themes and hot seats
  • Meetings evolve based on real-time needs

Structured for Results

  • This is not a templated program.
  • It’s a living, adaptive Council built around the people in the room.

Investment

  • Month-to-month per member
  • No contracts

Interested in joining, or want to create a
custom Council for your leadership team?

Contact Jon to start the conversation
jon@jondwoskin.com  248.535.7796

Working with Jon

Jon, you have helped transform my career.

I was truly stuck before
I met you and I have never
felt more confident, and
I gained my love for the
business again.

You helped save my
career and I will never forget that.

Thank you!

David, Senior Advisor

Working with Jon was a game-changer for me and my business.

Jon helped me see my value clearly, refine my messaging, and build a marketing and outreach strategy that actually worked.

He pushed me to think bigger, gave me the tools to reach the right clients, and helped me grow every part of my business.

Jason, President & Benefits Advisor

I’ve been working with Jon for just over two years.

In that time, Jon has
been instrumental in
guiding me to build a more effective strategy for my business, which has ultimately resulted in a
25.7x increase in my business.

Mackinley, Director