Executiveland
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
Executiveland
Robert Clarkson, Former CRO Americas at Stripe: Why Empathy and Co-Creation Win
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Robert Clarkson, former Chief Revenue Officer (Americas) at Stripe, joins Elizabeth Freedman to unpack what it really means to lead revenue at scale. With a career that spans public, private, and high-growth tech companies, Robert shares the mindset and habits that separate effective CROs from the rest and why great sales leadership has little to do with charisma and everything to do with consistency, clarity, and customer insight.
Together, they explore how the best revenue leaders align sales with enterprise strategy, earn credibility across functions, and drive focus in fast-moving, high-pressure environments. Robert also talks about what he's learned in the C-suite, how he’s coached teams through major transitions, and the critical shift from being a top performer to becoming a top leader.
You’ll explore:
- The modern CRO mandate and why it’s not just about hitting targets
- What strong sales leadership looks like in the C-suite
- How to keep teams aligned without micromanaging
- The biggest mistakes leaders make under pressure
- What to do when execution is strong, but outcomes still fall short
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!
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