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Executiveland

Executiveland

Written by: Elizabeth Freedman
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The Unwritten Playbook of the C-Suite


Executiveland is the podcast for senior leaders, aspiring executives, and anyone who wants to understand what it really takes to lead and succeed at the top.


Hosted by executive coach and trusted advisor Elizabeth Freedman — founder of E•Suite Leader and longtime advisor to Fortune 100 companies — this show takes you behind the scenes of 20+ years working with C-Suite executives and their teams.


Each month, you’ll get real-world insights from the coaching room: what works, what backfires, and the subtle traps even experienced leaders fall into. You’ll hear directly from executives about the do’s, don’ts, and day-to-day realities of leading at the highest level — the kind of stuff no one puts in a leadership book.


Whether you're an executive now or working closely with one, you’ll walk away with practical, actionable strategies to earn trust, build credibility, and make a bigger impact —Because no one hands you a map to Executiveland — but this is the next best thing.

Website: https://esuiteleader.com

© 2026 Executiveland
Careers Economics Management Management & Leadership Personal Success
Episodes
  • 'Here’s Why That Won’t Work’: The Language That Undermines Executive Trust
    Feb 19 2026

    In this episode of Executiveland, Elizabeth Freedman explores two subtle leadership styles that quietly undermine trust at the senior executive level. She unpacks patterns that often come from a place of integrity and commitment, yet can stall followership and enterprise impact: the Debate Gladiator and the Deflector.

    Drawing on real executive coaching insights, Elizabeth explains why some senior leaders win arguments but lose influence, and why others unintentionally weaken credibility by avoiding ownership of tough decisions. This episode challenges aspiring C-suite leaders to rethink how they show up when stakes are high and trade-offs are real.

    You’ll learn:

    • The “Debate Gladiator” trap, why fighting every battle signals limited enterprise thinking
    • The critical shift from “no, here’s why it won’t work” to “if it could work, what would that look like?”
    • The Deflector pattern, how sidestepping ownership erodes trust and accountability

    At the highest levels, leaders are paid to build the whole puzzle, not just defend their piece of it. This offers a clear lens into the internal mindset shift required to move from strong functional leader to trusted enterprise executive.

    For more tools, insights, and strategies to lead with clarity and credibility, visit Elizabeth’s website, take the C-Suite Readiness Assessment, and subscribe to Executiveland on so you never miss a new chapter of the unwritten playbook!

    Past Episode Mentioned: Ep 10 - The Executive Impact Formula: Master Effortless Executive Influence

    Grow Your Executive Impact: Registration for Spring 2026 E-Suite Impact is now open – register before March 31 for preferred early rates. For details and to sign up, please visit https://esuiteleader.com/impact-program

    • Free C-Suite Readiness Assessment
    • Website: https://esuiteleader.com/
    • Forbes Column: https://www.forbes.com/sites/elizabethfreedman/
    • LinkedIn: https://www.linkedin.com/in/elizabethfreedman
    • Twitter X: @‌esuiteleader

    Show More Show Less
    15 mins
  • Mark Berthiaume: The Business-First Mindset of Successful CIOs
    Feb 12 2026

    In this episode of Welcome to Executiveland, Elizabeth Freedman is joined by Mark Berthiaume, former CIO and Chief Admin Officer at Hanover Insurance. With a career spanning over four decades, Mark has a unique perspective on the evolution of leadership. He shares his journey from early days as a computer programmer to navigating executive roles, and his ultimate transition from an IT-focused leader to a business executive with IT within his purview. Today, he leverages this hard-won perspective in his roles across multiple private and nonprofit boards.

    You’ll explore:

    • The critical evolution from IT leadership to broader business leadership
    • Why aligning business strategy with IT is essential for organizational success
    • The indispensable role of mentorship, leadership development, and succession planning
    • How Mark’s personal leadership evolution and mentoring shaped his path
    • The value of learning from mistakes on the way to the C-suite

    This episode offers a grounded roadmap for elevating your leadership, whether you’re leading a team or navigating your own path to the C-suite.

    For more tools, insights, and strategies to lead with clarity and credibility, visit Elizabeth’s website, take the C-Suite Readiness Assessment, and subscribe to Executiveland on Apple Podcasts and Spotify and so you never miss a new chapter of the unwritten playbook!

    Grow Your Executive Impact: Registration for Spring 2026 E-Suite Impact is now open – register before March 31 for preferred early rates. For details and to sign up, please visit https://esuiteleader.com/impact-program

    • Free C-Suite Readiness Assessment
    • Website: https://esuiteleader.com/
    • Forbes Column: https://www.forbes.com/sites/elizabethfreedman/
    • LinkedIn: https://www.linkedin.com/in/elizabethfreedman
    • Twitter X: @‌esuiteleader

    Show More Show Less
    51 mins
  • Build Your Career Before You Need It: How the Best Executives Stay in Control of Their Futures
    Feb 5 2026

    Too many smart, capable executives find themselves blindsided when change hits, whether it's a reorg, a new CEO, or a shift in market strategy. Suddenly, their roles are vulnerable. In this episode, Elizabeth Freedman explains why even top-performing leaders need to invest in their careers before they need to, and what high-impact executives do differently to stay ready, relevant, and in control.

    This is a candid episode for any senior leader navigating change, considering their next move, or looking to stay one step ahead of the unexpected.

    You will learn:

    • Why waiting for the "right time" to focus on your career is a risk, not a strategy
    • What strong career infrastructure looks like at the executive level
    • How to pressure-test your story, your value, and your visibility outside your company
    • The critical difference between performance feedback and reputation feedback
    • How to manage the "inner game" of executive transition and decision-making

    Whether you are actively in transition or simply thinking ahead, this episode offers a grounded approach to protecting your most valuable asset: your career.

    For more tools, insights, and strategies to lead with clarity and credibility, visit Elizabeth’s website, take the C-Suite Readiness Assessment, and subscribe to Executiveland on Apple Podcasts and Spotify and so you never miss a new chapter of the unwritten playbook!

    Grow Your Executive Impact: Registration for Spring 2026 E-Suite Impact is now open – register before March 31 for preferred early rates. For details and to sign up, please visit https://esuiteleader.com/impact-program

    • Free C-Suite Readiness Assessment
    • Website: https://esuiteleader.com/
    • Forbes Column: https://www.forbes.com/sites/elizabethfreedman/
    • LinkedIn: https://www.linkedin.com/in/elizabethfreedman
    • Twitter X: @‌esuiteleader

    Show More Show Less
    21 mins
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