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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 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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Resilience in Leadership: The Power of Bouncing Back

Leadership isn’t about avoiding challenges—it’s about how you recover from them. Setbacks, failures, and unexpected obstacles are inevitable, but the leaders who rise above them don’t do so by chance. They develop resilience—the ability to navigate adversity, adapt to change, and turn setbacks into stepping stones for growth.

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Lead Like a Traveler: What Exploring the World Teaches Us About Leadership

Some of the most valuable leadership lessons don’t come from boardrooms, strategy meetings, or leadership books—they come from the moments we least expect. Travel has a way of pushing us beyond our carefully laid plans, forcing us to adapt, embrace the unknown, and see the world through a different lens.

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The Art of the Reframe: How Shifting Your Perspective Changes Everything

We’ve all had moments when a challenge feels insurmountable—a career setback, a difficult conversation, an unexpected detour. It’s easy to feel stuck, believing circumstances are working against us. But the most effective leaders know that perspective is everything. The way we frame a situation determines how we navigate it.

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