The higher you climb, the heavier success can weigh you down.

In this episode of The Game Changing Attorney Podcast, Michael and Jessica Mogill expose the hidden cost of achievement: success debt. It’s the trap that catches high performers when wins pile up faster than the systems, habits, and discipline needed to sustain them. If you’ve ever felt restless, pressured, or like your own achievements are starting to box you in, this conversation will hit close to home.

Here’s what you’ll learn:

• Why success debt builds silently at the top and how to recognize it before it crushes you


• How to avoid coasting on past wins and instead create challenges that keep you sharp


• What it takes to stay competitive without letting complacency or comparison set the pace

If you want to avoid being owned by your own success, this is the episode you cannot afford to miss.

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07:29 – Why momentum can make or break your firm

08:55 – Reframing losses as the turning point for growth

09:59 – How to regain control by mastering fundamentals

10:23 – The compounding cost of skipping steps

11:42 – Why chasing one big win is a gambler’s fallacy

12:43 – The restless nature of high performers at the top

14:25 – Finding the next challenge that keeps you sharp

18:27 – Why obsessing over competitors keeps you from innovating

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Links & Resources:

• The Game Changing Attorney episode with James Amaro – Amaro Law Firm

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Do you love this podcast and want to see more game changing content? Subscribe to our YouTube channel.

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Past guests on The Game Changing Attorney Podcast include David Goggins, John Morgan, Alex Hormozi, Randi McGinn, Kim Scott, Chris Voss, Kevin O’Leary, Laura Wasser, John Maxwell, Mark Lanier, Robert Greene, and many more.

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• 221. AMMA — How to Lead A-Players and Maximize Team Potential


• 246. AMMA — From Burnout to Breakthrough: The Key Differences Between Winners and Losers


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  369. Your Ego Is Making You Miserable with Cy Wakeman