Rebecca Fernandez

When Clarity Isn’t Enough: How One Chief of Staff United a Divided Executive Team

Jerry* was a sharp, systems-minded Chief of Staff with a big challenge: the executive team at his company was pulling in different directions, and his CEO was tired of playing referee. Jerry had what many Chiefs of Staff dream of—direct access to the CEO, the authority to drive change, and a genuine mandate to “fix […]

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From Shut Out to Strategic Partner: How One Chief of Staff Earned Her CEO’s Trust

I recently caught up over a virtual coffee with a former coaching client, Amber. When I reminded her that her biggest challenge used to be getting her CEO to let her help, she looked surprised, then laughed and said: “Wow, I’d forgotten how hard that was. I can’t believe how far we’ve come.” Just over

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Drive Accountability for Tasks (Without Micromanaging)

One of the most common questions I hear from Chiefs of Staff is: Let me tell you about a Chief of Staff I coached—let’s call her Marnie. When we first started working together, Marnie was deeply frustrated. “We have smart, capable people,” she said. “But stuff still falls through the cracks—and no one seems all

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Is Your Org Great at Talking… but Struggling to Execute?

Why Decision & Execution Discipline is the #1 Weak Spot for Leadership Teams—And What to Do About It After dozens of leaders and Chiefs of Staff have taken my Strategic Operating System assessment, a clear pattern has emerged: The lowest scores—by far—show up in Decision & Execution Discipline. It’s not that these leaders don’t know

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How to Plan a Great Offsite (That Actually Moves Your Team Forward)

If you’re planning an offsite, you probably already know your team needs time together. But time isn’t enough. The most impactful offsites aren’t just a break from the office—they’re a springboard. They spark insights. They create space for real conversations. And yes, they include a little laughter, too. Lately, I’ve been helping a lot of

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