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Leadership Development Strategy

First-Time Manager Tips

Program Design Essentials

Leadership Shadowing: Learning from Experience

Lindsey Leigh Hobson

January 29, 2025

Leadership Shadowing: Learning from Experience

Developing emerging leaders requires exposure to real leadership in action. As a leadership development trainer, I've seen how thoughtfully designed shadowing programs accelerate development by bringing leadership theory to life.

Why Leadership Shadowing Matters

Strategic shadowing programs serve multiple purposes in leadership development:

  • Demonstrates practical application

  • Creates valuable connections

  • Enables real-time learning

  • Shows leadership in action

  • Builds confidence naturally

  • Develops strategic thinking

  • Enhances understanding

These structured observations create powerful learning experiences that bridge theory and practice.

How to Design Shadowing Programs

Success lies in creating meaningful shadowing experiences:

  • Identify experienced leaders

  • Create clear objectives

  • Design observation guides

  • Structure pre-briefings

  • Enable reflection time

  • Support both parties

  • Document learnings

Putting Theory into Practice

Let's explore a practical example of developing strategic thinking through shadowing. Here's how to structure this approach:

  1. Program Design: • Schedule regular sessions • Create observation guides • Set learning focuses • Enable active learning • Design reflection tools

  2. Implementation Strategy: • Conduct pre-briefings • Guide observations • Enable discussions • Share thinking processes • Document insights

  3. Learning Integration: • Hold regular debriefs • Share key learnings • Apply new insights • Track development • Build connections

Implementation Tips:

  • Set clear expectations

  • Create focused guides

  • Schedule regular debriefs

  • Enable open discussion

  • Track key insights

  • Share success stories

  • Build lasting connections

Key Takeaways

  • Structure clear observations

  • Enable active learning

  • Create reflection spaces

  • Document insights

  • Apply practical learnings

What's Next?

Keen to enhance your leadership development through shadowing? Organise a time to discuss how we can help you create impactful development initiatives that drive lasting results.

Author Bio

Lindsey Leigh Hobson is a leadership development trainer, speaker and consultant specialising in emerging leader programs. With extensive experience in program design and implementation, she helps organisations create impactful leadership development initiatives that drive real results.

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