Money issues at work rarely stay just about money, and the way you respond sets the standard for everything that follows.

In this episode of The Game Changing Attorney Podcast, Michael and Jessica Mogill tackle three money-related questions that even experienced leaders can struggle with. They unpack how to support an employee who is struggling financially without becoming a long-term solution to a personal problem. Michael also shares how to think about investing in your team and operations when your instinct is to stay frugal, plus how to respond when a strong performer keeps pushing for raises.

Here's what you'll learn:

Why solving an employee’s money problems for them can backfire, and what support to offer instead
How to invest in your team without compromising long-term stability, payroll confidence, or future growth
How to handle “market rate” raises pressure by creating milestone-based compensation paths and explaining the economics clearly

If money is creating tension in your firm, this episode gives you a clearer way to lead.

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02:15 - Michael and Jessica kick things off with a quick reminder that leadership is often about doing the work you do not feel like doing.

04:19 - The episode gets into a leadership dilemma that sounds compassionate on paper, but can turn into a long-term expectation.

09:09 - The conversation shifts to the psychology of spending, and how your upbringing can shape what you perceive as “responsible” investing.

11:40 - They draw a clear line between foundational investments that change quality of life and “nice-to-haves” that only look impressive.

14:19 - The episode closes with a framework for compensation conversations that replaces arguing about “market rate” with transparency, milestones, and economics.

18:09 - Michael explains why a clear “no” lands differently when it comes with real business economics, not just authority.

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Links & Resources:

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Learn what sustainable growth can look like for your firm at crispcoach.com.

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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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