Trust isn’t automatic. You have to earn it in business, in leadership, and at home.

In this episode of The Game Changing Attorney Podcast, Michael and Jessica Mogill tackle three listener questions about trust, boundaries, and values. From finding the right executive assistant to protecting your peace as your success grows, and even raising kids who understand the value of hard work, they share the practical systems and mindset shifts that help leaders thrive both at work and at home.

Here’s what you’ll learn:

• How to vet, hire, and build trust with an executive assistant who protects your time instead of draining it


• Why success can make genuine relationships harder to spot, and how to keep your circle strong and authentic


• The simple lessons and habits that prevent your kids from becoming entitled — even when they grow up with abundance

Real growth tests more than your business. It reveals your values and your character.

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08:33 – Michael explains the trust equation and why trust must be earned before you hand over critical access.

11:06 – Michael lays out checks and balances for delegating finance, calendar, and email access to an assistant.

13:22 – Michael answers the “winner’s circle” question and explains why success makes authentic relationships harder to spot.

15:58 – Michael explains how to protect your time and prioritize what matters when every request feels urgent.

17:45 – Jessica reflects on the inner circle and why relationship quality matters more than quantity.

19:33 – Michael discusses the fear of raising entitled kids and why values, not lifestyle, shape gratitude.

22:16 – Jessica gives the bracelet example and other practical ways to teach kids the value of effort and money.

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Links & Resources:

• The Hard Thing About Hard Things by Ben Horowitz


• Atomic Habits by James Clear

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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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If you enjoyed this episode, you may also like:

• 401. From Girl Dad to CEO: The Michael Mogill Playbook


• 331. Failure to Reflect is Failure to Grow: The Brutal Truth About Staying Stuck


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  258. The Power of No: Setting Boundaries for Focused Growth