As it happens for many side hustlers, it is taking Dennis some time to get used to being the boss. The juggling act of maintaining boundaries with clients while still satisfying them makes him feel a bit awkward sometimes, but it’s important for him – and for you – to be reminded that that feeling doesn’t necessarily mean you are doing something wrong or that what you are doing isn’t working.

In this episode, Kristine encourages Dennis to step up and “do business” – to make clearly defined transactions, to set a sustainable schedule, and to tell himself more empowering stories.

CONTENT NOTE: This episode was recorded prior to the 2020 pandemic.


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