What Every CEO Can Learn from the World’s Best Assistant

Sep 16, 2025

In this engaging discussion, Diane Grant, a dedicated strategic partner and executive assistant to best-selling author Andy Stanley, shares invaluable insights from her 25+ years of experience. She uncovers how top CEOs thrive through unshakeable partnerships and the power of emotional intelligence. From prioritizing meaningful contributions over profit to building effective communication and trust, Diane discusses the art of collaboration in leadership. Her journey from a medical career to impactful assistance challenges conventional perspectives on success.

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ANECDOTE

From Nurse To Strategic Partner

Diane transitioned from pediatric oncology nursing to medical sales and then volunteered into a role at North Point.
She chose impact and influence over higher pay to work where her skills mattered most.

INSIGHT

One-Sentence Job Clarity

Diane's single-sentence job clarity focuses her work and removes ambiguity about priorities.
That clarity lets her keep Andy's path clear so he can do what only he can do.

ADVICE

Schedule Weekly, Structured Check-Ins

Meet weekly and keep short accounts so issues are addressed quickly and don't fester.
Let the assistant lead the meeting and use the calendar to drive agenda and decisions.

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In this episode of Beyond High Performance, Jason Jaggard sits down with Diane Grant, the longtime strategic partner and executive assistant to Andy Stanley — best-selling author, world-renowned communicator, and founder of North Point Ministries, one of the largest and most influential leadership organizations in the world.

This isn’t just a story about supporting a leader. It’s a conversation about how elite leadership actually works behind the scenes — and what the world’s highest-performing CEOs, executives, and entrepreneurs can learn from it.

From her beginnings as a pediatric oncology nurse to leading in medical sales and ultimately becoming one of the most trusted figures inside North Point’s executive leadership, Diane reveals the systems, mindset shifts, and emotional intelligence frameworks that have allowed her to thrive in one of the most complex leadership environments imaginable.

Whether you’re leading a global enterprise, scaling a fast-growing company, or building an organization from the ground up, this episode will challenge how you think about trust, delegation, influence, and collaboration — and give you practical strategies for multiplying your impact.

What You’ll Learn in This Episode

The CEO’s Hidden Advantage: Why high-performing leaders depend on the right partners to scale their impact.
Building Trust That Lasts Decades: How to create unshakable partnerships that fuel growth.
Multiplying Your Influence: Strategies for empowering the people around you to execute your vision.
Leading Without the Spotlight: The art of shaping culture, impact, and results behind the scenes.
Emotional Intelligence at the Highest Level: How self-awareness and boundaries protect energy, focus, and relationships.
Hiring & Delegation Frameworks: What world-class leaders look for in the people who keep them performing at their best.

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