Coach & Trusted Partner to Lawyers and Legal Leaders

Law firms engage me as an experienced external resource to support partners, executives, and other key professionals. This may involve individual coaching, 360 feedback, a transition into a new role, productivity or practice challenges, or a difficult working relationship.

I work directly with lawyers and legal leaders who value having a confidential, practical thought partner, someone outside the situation who understands their world, asks thoughtful questions, offers perspective, and helps them determine a way forward.

Some clients come to me for one focused conversation. Others work with me regularly, valuing an ongoing sounding board and the accountability that helps turn good intentions into action.

How I can help:

Coaching & Thought Partnership
Confidential, practical support for professional challenges, decisions,
and opportunities.

Partner, Career & Role Transitions
Support through partnership, new leadership roles, career decisions, practice development and what’s next.

Productivity & Sustainable Performance
Practical strategies for workload, priorities, organization, delegation, and the demands
of a busy practice.

Difficult Working Relationships
Practical support to help professionals address conflict, communication challenges, and strained working relationships.

Leadership Feedback & 360 Assessments
Candid feedback, thoughtful debriefing, and practical development priorities.

Leadership & Talent Advisory
Experienced perspective for firms and organizations on leadership, talent, teams, and organizational challenges.

Book a Conversation
Services

Practical

Grounded in more than 30 years of experience in law, leadership, and talent development.

Collaborative

Creating a trusted space for candid conversations, thoughtful questions, and honest feedback.

Tailored

Supporting each client's unique goals, challenges, and definition of success.

“Leanne was able to provide unique perspectives and offer practical guidance on all scenarios and situations we discussed. Conversations with Leanne were free flowing and natural. She always listened carefully, asked very insightful questions, and held me accountable to my commitments.”

— Chief Financial Officer, Law Firm

I work with established and emerging professionals and organizations across Canada, the United States, and internationally.

  • “Leanne was an invaluable thought partner throughout my transition into a senior leadership role. She provided a trusted space where I could speak candidly, think through complex challenges, and gain clarity on both opportunities and difficult situations. Her thoughtful questions consistently helped me clarify my thinking and identify practical next steps.”

    — VP & General Counsel

  • “Leanne helps me gain awareness, establish a clear path to my goals and keeps me accountable. I feel that I have someone in my corner committed to helping me grow as a professional and as a leader.”

    — Chief Legal Talent Officer, Law Firm

  • “Rather than simply offering validation, Leanne challenged me to think critically about my goals and aspirations. She guided me to seek clarity, navigate difficult conversations, and take constructive action where it mattered most.”

    — Senior Counsel

Let’s start a conversation

Whether you're looking for discreet, confidential support for someone in your firm or organization, or you're a professional with a challenge, opportunity, or decision you'd like to work through, I'd welcome the opportunity to learn more and explore how I can help.

Leanne Cherry | LinkedIn