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I'm writing you today from the south of France, where I've been taking a little breather before a busy fall. This episode is a reflection on some of the most popular questions that came up around the launch of Never Play It Safe. In the particular lies the universal — and the questions from our community reflect challenges so many of us face.
Burnout, Side Hustles & Tiny ExperimentsMatt asked about starting a coaching/consulting side hustle. My answer? Don't try to solve everything from the couch. Start small. Run tiny experiments. Serve people by solving the problems you've already solved for yourself. From there, Dylan jumped in with a question about making a film project with a comedian friend. We dug into what it means to treat creative collaborations like real businesses — agreements, responsibilities, financing, and the all-important element of play.
Here's what we get into in the episode:The big idea? The best way forward isn't overthinking — it's showing up, experimenting, and rediscovering play in the process.
Until next time—stay playful, stay curious, and keep creating.
By Chase Jarvis4.8
570570 ratings
I'm writing you today from the south of France, where I've been taking a little breather before a busy fall. This episode is a reflection on some of the most popular questions that came up around the launch of Never Play It Safe. In the particular lies the universal — and the questions from our community reflect challenges so many of us face.
Burnout, Side Hustles & Tiny ExperimentsMatt asked about starting a coaching/consulting side hustle. My answer? Don't try to solve everything from the couch. Start small. Run tiny experiments. Serve people by solving the problems you've already solved for yourself. From there, Dylan jumped in with a question about making a film project with a comedian friend. We dug into what it means to treat creative collaborations like real businesses — agreements, responsibilities, financing, and the all-important element of play.
Here's what we get into in the episode:The big idea? The best way forward isn't overthinking — it's showing up, experimenting, and rediscovering play in the process.
Until next time—stay playful, stay curious, and keep creating.
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