Pearls On, Gloves Off

#64 - Why Playing by the Rules Won’t Get You Promoted


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Today, Mary sits down with Kathy Dockry, a seasoned leadership coach who has spent over 20 years accelerating the success of high-achieving professionals on their journey to executive leadership.

Before stepping into the world of coaching, Kathy was a corporate powerhouse herself, rising to become CEO and North American President of a major British energy company. But she didn’t start there—her roots are in law. Having worked as a litigator in two large New York firms and serving as a general counsel before transitioning into operational leadership, Kathy understands firsthand the challenges legal professionals face as they navigate their careers.

In this episode, Kathy unpacks the key skills that separate high-potential leaders from those who plateau. Whether you’re looking to develop a powerful leadership presence, master the art of influence, or learn how to tell your career story in a way that makes your value impossible to ignore, Kathy shares actionable insights that every legal professional can use to take their career to the next level.

In this episode:

  • Developmental vs. Behavioral Coaching: Understanding the difference and why developmental coaching is critical for high achievers.
  • How to Stand Out: Why simply doing your job well isn’t enough—and what it really takes to get noticed and promoted.
  • The Power of Learning Agility: How embracing discomfort and taking on new challenges is the ultimate predictor of long-term success.
  • Mastering Influence and Persuasion: The three essential skills that can make or break your career trajectory.
  • Why Storytelling Matters: How to communicate your value in a way that leaders actually pay attention to.
  • Navigating Office Politics: Practical strategies for managing up, building relationships, and positioning yourself for leadership roles.
  • The Value Formula: A simple framework to articulate the impact of your work and make it clear why you’re indispensable.

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Pearls On, Gloves OffBy Mary O'Carroll

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