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Cory Checketts's avatar

Great musings on the topic. I wrestled with a lot of these ideas before accepting my new position. I went with the steady job that offers me time off and clear path to investing a large portion of my income. We’ll see how it goes.

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dylan's avatar

Definitely resonated with this post, thanks for writing. In the spirit of continuing to riff, one thing this made me think of is how, in my own life, I feel like what I’m chasing is the “freedom to pursue various categories of freedom”, so meta-freedom in a way (or maybe freedom to flexible, idk).

I also think this type of mindset is informed by my current life status — I’m unmarried and have no kids and my only real constraints are that I own property; and that’s kinda by choice, I feel like one thing I’m always optimizing for is the ability to pivot towards something different that seems interesting to me. There’s freedom there, in a way, but I’m not sure how exactly to categorize it. But I think it’s worth discussing freedom categorization in the context of things that you can choose to do (because you’re not constrained in certain ways, e.g. kids/family obligations) vs things you can choose to give up.

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