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My Blog

Maps & Milestones

Welcome to Maps and Milestones, where we navigate the twists and turns of career growth, leadership, and personal transformation. Join me as we explore actionable insights, inspiring stories, and bold steps to help you map out your next big move.

The Hidden Reason High-Performing Teams Make Faster Decisions (It's Not What You Think)

High-performing teams don’t move faster because they have more confidence—they move faster because they’ve learned to trust something deeper. After working with hundreds of leadership teams, I’ve seen that the real differentiator between teams stuck in analysis paralysis and those making bold, timely moves isn’t data, certainty, or buy-in. It comes down to asking a single question that unlocks momentum almost instantly—a question I reveal (along with the full framework) in this week’s issue of The Activated Leader newsletter.

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The Meeting That Almost Ended My Career

I walked into what I thought was a routine team meeting at Oracle—twenty minutes later, I was questioning everything I thought I knew about leadership. Picture this: you’re presenting your carefully planned Q3 strategy to your global sales team, and your most experienced rep interrupts: “Lilah, can I be honest? This isn’t working.” The room goes silent. In that moment, you have two choices: defend your position or do something that feels completely counterintuitive. I closed my laptop, and what happened in the next hour taught me more about leadership than any MBA course ever could.

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The $36 Decision That Changed My Life Forever

I was sitting in a parking lot in a borrowed suit with just $36 in my bank account, about to walk into the most important interview of my life. No degree. No connections. No backup plan.
What happened next didn’t just land me a job at Microsoft, it rewired the way I make decisions, coach leaders, and take action when the stakes are high.

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The Leadership Liminal Space: Thriving Between What Was and What Will Be

There's a space between who you were and who you're becoming. Anthropologists call this "liminal space," the threshold between identities where transformation occurs. In leadership journeys, these liminal periods are both profoundly challenging and incredibly fertile.

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Quiet Leadership: The Strength in Gentle Influence

In many professional spaces, leadership is often equated with boldness, charisma, and a commanding presence. The loudest voices in the room tend to get the most attention, and we frequently associate leadership with extroverted qualities—speaking up first, taking charge, and thriving in group settings. But what about the quiet leaders? The ones who lead with deep listening, thoughtful reflection, and steady, deliberate action?

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