Chicago Strategic Leadership Masterclass July 16-17, 2026

Many professionals are promoted into leadership roles without formal leadership training. They are expected to motivate teams, communicate clearly, and guide decisions while managing competing priorities.

Without a clear understanding of leadership styles and communication strategies, leaders struggle to gain buy in, navigate difficult conversations, or align teams around goals.

This two-day leadership development workshop helps participants understand their leadership style, strengthen communication skills, and lead with greater clarity and confidence.

Through practical frameworks, guided reflection, and interactive exercises, participants learn how to communicate more effectively, influence decisions, and lead teams with purpose. Registration is limited to maintain a highly interactive learning experience.

Learning Objectives

Participants will learn to:

• Understand the characteristics of effective leadership at every level

• Identify their personal leadership style and leadership strengths

• Recognize how leadership styles impact teams and decision making

• Communicate clearly and confidently with peers, teams, and senior leaders

• Lead conversations that move ideas into action

• Build trust and credibility through consistent communication

• Navigate difficult conversations and deliver constructive feedback

• Influence decisions and gain alignment across stakeholders

• Create a personal leadership development plan

Key Deliverables

Participants will receive:

• A personal leadership style assessment

• Leadership communication frameworks and conversation tools

• Decision making and influence models

• Strategies for leading meetings and team discussions

• A practical leadership development action plan

• Certificate of Completion for leadership development

Who Should Attend

This program is designed for professionals at all stages of leadership including:

• Emerging leaders and supervisors

• Managers and team leads

• Individual contributors preparing for leadership roles

• Project managers and program managers

• Professionals responsible for leading teams, initiatives, or decisions

No prior leadership training is required.

Program Agenda

Leadership Foundations

Participants explore the core principles of effective leadership including leadership mindset, self awareness, and leadership styles.

Topics include:

• Leadership versus management

• Understanding leadership strengths and blind spots

• Recognizing different leadership styles

• Applying leadership approaches in real workplace situations

Leadership Communication

Communication is the most important skill leaders use to guide teams and influence outcomes.

Participants learn:

• Clear and confident leadership communication

• Active listening and understanding different perspectives

• Communicating up, down, and across the organization

• Delivering feedback and navigating difficult conversations

Influence and Decision Leadership

Leaders must be able to move ideas into action and gain alignment across stakeholders.

Participants practice:

• Structuring conversations that lead to decisions

• Influencing without formal authority

• Building credibility and trust

• Facilitating productive meetings and discussions

Leadership Action Planning

Participants conclude the workshop by developing a practical leadership action plan.

Each participant will leave with:

• A leadership development plan

• Communication strategies they can apply immediately

• Clear next steps for strengthening their leadership effectiveness

Program Outcomes

Participants will leave with:

• Greater clarity on their leadership identity and style

• Stronger communication and influence skills

• Tools to lead conversations that move decisions forward

• Greater confidence leading teams and initiatives

Additional Information

• Workshop time: 9:00 AM – 4:00 PM (both days)

• Tuition: $1,595 per participant

• Certificate of Leadership Development included

• Limited seating to maintain an interactive experience

• Private corporate sessions are available for organizations

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Host or Publisher Helena Paschal