2-Day Strategic Leadership Masterclass in Chicago July 16-17, 2026

The Strategic Leadership Masterclass with Certificate of Completion is a 2-day immersive experience designed for senior managers, directors, and high-potential leaders who want to strengthen their strategic thinking, leadership influence, and organizational impact.

This experience focuses on three pillars of modern leadership: driving sustainable growth, shaping a high-performance culture, and communicating with influence. Each session blends strategy frameworks, executive case studies, and guided reflection to ensure practical and lasting results.

This is not just training. It is a transformational experience that will shift how you think, lead, and deliver results.

What You Will Learn

By the end of this masterclass, participants will be able to:

1. Design a strategic roadmap that connects business goals to measurable team outcomes.
2. Analyze external and internal business drivers using a 5-lens leadership strategy model.
3. Identify high-value growth opportunities within their department or division.
4. Apply a structured framework for strategic decision-making and prioritization.
5. Build a high-performance culture by defining shared values, accountability systems, and performance rhythms.
6. Strengthen leadership communication skills to influence executives, peers, and teams.
7. Leverage marketing insights to position initiatives, gain buy-in, and drive alignment.
8. Lead with emotional intelligence to motivate teams through change and uncertainty.
9. Develop a Leadership Legacy Plan that aligns personal purpose with organizational mission.

What You Will Gain

Participants will leave with:

• A completed Strategic Leadership Roadmap customized to their organization
• A Culture Blueprint outlining values, rituals, and engagement systems
• Communication playbooks and feedback models to strengthen influence
• Practical tools for strategic planning, growth leadership, and change management
• A clear 90-day action plan with accountability checkpoints
• Certificate of Completion demonstrating advanced leadership capability

Who Should Attend

This masterclass is ideal for:

• Senior managers, directors, and department heads leading teams or projects
• High-potential leaders preparing for executive or VP-level roles
• Entrepreneurs and business owners seeking to strengthen leadership systems
• HR, operations, and marketing leaders driving organizational transformation

What the Experience Includes

• Pre-course 360 Leadership Assessment
• Two full days of interactive instruction and facilitated strategy labs
• Professional workbook, tools, and templates
• All materials, meals, and a hosted networking dinner
• One-hour private post-class coaching session
• Certificate of Completion

Day 1: Strategic and Organizational Mastery

Morning: The Strategic Mindset
Learn how to think like a strategist, not just a manager. Participants will examine real-world scenarios to identify how strategy translates to daily decisions. You will learn how to assess your organization’s competitive position, define strategic objectives, and translate long-term goals into focused, actionable priorities.

Afternoon: Marketing and Growth Leadership
Explore how market positioning, brand alignment, and growth leadership intersect. You will learn how to develop data-informed growth strategies, integrate marketing with business objectives, and communicate initiatives that inspire both executives and front-line teams.

Evening: Networking Dinner
A hosted dinner with fellow leaders to share insights, reflect on lessons, and build meaningful professional connections that support long-term growth.

Day 2: Culture, Communication, and Influence

Morning: Building a High-Performance Culture
Learn what drives engagement, ownership, and accountability in high-performing teams. Participants will explore cultural frameworks, performance management systems, and leadership behaviors that strengthen trust, collaboration, and consistency across departments.

Afternoon: Leadership Communication and Influence
Develop presence, clarity, and confidence in every leadership interaction. This session focuses on executive communication, managing conflict, and creating alignment across diverse stakeholders. Participants will practice influence techniques, feedback frameworks, and storytelling for leadership impact.

Closing Session: The Leadership Legacy Plan
End the masterclass with a guided reflection and action mapping session. Participants will define their personal Leadership Legacy, integrating their values, professional strengths, and long-term organizational goals into a tangible leadership plan.

Key Takeaways

• Strategic frameworks for business growth and leadership alignment
• A 90-day post-class action plan
• Advanced communication and influence skills
• Tools to cultivate high-performing, values-driven teams
• Personal clarity on leadership identity and legacy

Additional Information
This class is non-refundable.

Note: This program is also available as an onsite or private corporate training session for organizations seeking to develop their teams through professional development. For custom in-house training or to request a proposal, please email .

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