Episode 31: When It’s Time to Break Up With Your Biggest Client

Written By Joseph Burger
Minimalist illustration of teal scissors cutting a broken red-orange heart, symbolizing ending a major client relationship, with bold flat colors and curved geometric shapes.

Episode Synopsis:

In this episode of Time Well Spent, we explore how walking away from your biggest client can actually free your business to grow. You’ll hear about:

  • Why a client who pays 40-50% of your bills may be the one holding you back. 

  • The real cost of difficult clients: lost opportunities, burnout, revenue stuck in one source. 

  • How to calculate your financial runway and what replacing that income really looks like. 

  • The emotional burden and guilt that keeps business owners stuck with toxic clients. 

  • Crafting and executing a professional exit conversation without burning bridges. 

  • Real outcomes: better sleep, better clients, higher rates after making the cut. 

  • How to set future boundaries using clearer scopes, contracts and communication. 

  • Why breaking up with the “safe” revenue can be the strategic move your business needs. 

  • The long-term view: building a business you actually want to run instead of being trapped by one giant client.

Related Article: Breaking Up With Your Biggest Client

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Joseph Burger
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Episode 32: Creating Stability When Revenue is Unsteady
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Episode 30: Let Your Customer Demand Guide Your Business Pivot