Episode 69: When should a bootstrapped entrepreneur upgrade their lifestyle?

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You’ve probably had to adopt some frugal habits while bootstrapping your business and getting it off the ground – but hopefully you’ll be able to upgrade your lifestyle as your venture gets more profitable. When should you level up your lifestyle, and by how much? What should you splurge on, and how can you avoid going overboard in your spending? In today’s episode I’ll give you three “commandments” to help you make these decisions.


  • The one thing you MUST do in order to make healthy decisions (4:12)
  • Why “six figures” might not go as far as you think (7:35)
  • How to be selective about your spending priorities (12:32)