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There's a strong correlation between management thinking and personal growth thinking. Most young people make an analogy between their personal lives/careers and startups. But for older people, an analogy to large companies if WAY more fertile.
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I'd say about half my consulting work in the last 8 years (wow, it's really been that long) has been with large companies and I find myself unconsciously analyzing my own life challenges with the same buckets I use for larger companies.
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This btw gets REALLY confusing if you're an older person running a one-person business. The business is a young, startup-like thing, but it is so co-extensive with your life that it is also like your (middle-aged, complicated) life. So you have to switch between the two modes.
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Being a free agent Gen Xer is in some ways like being a millennial. Similar adulting challenges of broken down working and lifing. We just hit millennialism before the millennials themselves did, but were slightly better prepared for it.
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The millennial thing of adulting is actually two things in one: making a living and making a life. It's not just "work" that has broken down so you have to jury-rig a living. It is life that has broken down. So you could say the 2 subcategories of adulting are working and lifing.
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I'd love to hear more elaboration on this. After a dozen years at big insurance companies, I recently went to work a startup, at the relatively old age of 36. I'm still trying to wrap my mind around it all.
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A lot of the same principles apply. Fixed and switching costs higher, existing scale makes experiments less palatable, etc. When I’m old and established it will likely be rational to not disrupt myself and I’ll leave it to the kids.