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Uncharted Leader

Uncharted Leader

Written by: Uncharted Leader
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Tired of outdated tech leadership advice and buzzwords? Uncharted Leader: Elevate Your Tech Leadership, is your compass for navigating the ever-changing tech landscape. The rules of tech leadership have changed—fast. This isn't your typical leadership podcast. Join seasoned tech leader Sean for practical strategies and real-world insights as he explores what it takes to lead in today's complex digital world. Learn how to build high-performing teams, lead digital transformation, and make bold decisions without burning out. Perfect for CIOs, CTOs, IT executives, and tech managers facing the challenges of AI, remote work, and cybersecurity. Subscribe now for actionable insights you can use today. No fluff. No jargon. Just results.Copyright 2025 Uncharted Leader Economics Management Management & Leadership
Episodes
  • The Death of Permission: Why Waiting to Be Chosen Is Over
    May 4 2025

    In this unapologetic episode, Sean dismantles one of the most dangerous lies in leadership: that you need to be chosen.

    Waiting for permission? For a title? For someone to tap you on the shoulder and tell you it’s your time?

    That era is over.

    If you're tired of playing small, shrinking in the shadows, and waiting for the "right moment"—this episode is your wake-up call.

    Sean dives deep into:

    • Why the myth of “being chosen” is keeping smart, capable leaders stuck
    • How waiting becomes a comfort trap that kills momentum
    • What it actually looks like to choose yourself and step into leadership now
    • Five tactical ways to stop waiting and start leading—today
    • Why real leaders speak up, show up, and lead loud—before the world gives them permission

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    14 mins
  • The Edgy Leader: When to Break the Rules and When to Follow Them
    Apr 20 2025

    In this episode of Uncharted Leader, we’re diving into one of the sharpest edges of modern leadership: knowing when to challenge the system and when to play by the book. If you’ve ever found yourself asking, “Is this rule protecting something important or just preserving the past?” this episode is for you.

    We’re pulling apart the myth that edgy leadership means chaos. It doesn’t. True innovation requires discipline, timing, and the guts to say what others won’t. Whether you’re navigating bureaucracy, outdated protocols, or culture-killing norms, this episode will help you decide:

    • When to respect structure
    • When to disrupt it
    • And how to lead with just enough rebellion to drive change without losing trust

    Because real leaders don’t just break rules for attention. They break rules for impact.

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    13 mins
  • The Dark Side of Leadership: Imposter Syndrome and Burnout
    Apr 13 2025

    Leadership looks great on paper—titles, strategy decks, corner offices. But beneath the surface? There’s a darker side most people don’t talk about.

    In this episode, Sean gets raw about the psychological cost of leadership: the self-doubt that keeps you up at night, the burnout you pretend isn’t happening, and the isolation that quietly erodes your confidence.

    If you've ever questioned whether you belong in the room… if you're leading while secretly running on empty… this episode is for you.

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    14 mins
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