Ep # 248: The True Cost of Conflict and How to Achieve Better Outcomes Without Litigation with special guest, Dennis Benjamin episode artwork

EPISODE · Mar 19, 2026 · 33 MIN

Ep # 248: The True Cost of Conflict and How to Achieve Better Outcomes Without Litigation with special guest, Dennis Benjamin

from The Charles Kovess Show · host Charles Kovess

In this week’s episode I speak with legally qualified Dennis Benjamin, a highly experienced businessman and art investor, and someone I’ve known since the 1980s. Our conversation explores the hidden costs and emotional toll of litigation, and why most people are far better off avoiding it wherever possible. Dennis shares how his business, Conflict Manager, helps individuals and families resolve disputes before they escalate, focusing on outcomes that allow people to move forward with peace and clarity.Dennis and I delve into the importance of setting clear goals in any conflict and of understanding what a true resolution looks like. Dennis explains that behavioural change and a deep understanding of “why” are critical to resolving disputes, particularly in family situations where relationships matter most. I was especially struck by his commitment to helping people regain peace of mind and sleep better.We also explore hiring practices, discipline in business, and the principle I call “hard on, easy off.” Dennis shares insights from his time at Macquarie Bank and how clear boundaries and accountability are essential for effectively handling team members and building successful teams.Beyond business, we discuss health, ageing and lifestyle choices, including the benefits of intermittent fasting, exercise and simplifying life. Dennis also shares his passion for art and the importance of buying what you love.This is a rich conversation about conflict, clarity, discipline and living a more peaceful and purposeful life.Visit Charles Kovess' website: charleskovess.comReach out to Charles via email: [email protected] more about Charles and this show: charleskovess.com/show-notes/Visit and subscribe to the YouTube channel: youtube.com/@CharlesBKovessCharles also supports the Forever Freedom Movement — visit foreverfreedommovement.com to learn how children trapped in trafficking can be aided. Intro/Outro music credit: Music by bensound.comLicense code: SVLGLBBT9BLK1ZT4

In this week’s episode I speak with legally qualified Dennis Benjamin, a highly experienced businessman and art investor, and someone I’ve known since the 1980s. Our conversation explores the hidden costs and emotional toll of litigation, and why most people are far better off avoiding it wherever possible. Dennis shares how his business, Conflict Manager, helps individuals and families resolve disputes before they escalate, focusing on outcomes that allow people to move forward with pe...

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Ep # 248: The True Cost of Conflict and How to Achieve Better Outcomes Without Litigation with special guest, Dennis Benjamin

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This episode was published on March 19, 2026.

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In this week’s episode I speak with legally qualified Dennis Benjamin, a highly experienced businessman and art investor, and someone I’ve known since the 1980s. Our conversation explores the hidden costs and emotional toll of litigation, and why...

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