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Me: this task is big, I’m not at all sure whether it’ll take a week or two, let’s better subdivide it into subtasks and estimate each one in turn

This guy: I am pretty sure I can get done in ~5 years

Seriously, though, fingers crossed! I no longer use CL professionally, but it will always have a dedicated spot in my heart. I’ll be keeping a close eye on this.

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Planing long and talking big is simple, because you don't need to face the harsh reality of the actual challenge. You just define some goal, assume it's working and call it done. But when you plan short, you are already in front of the problems, and see the cracks, and must build your plan around them. This is a bit similar to how everyone can build and promise some elaborated framework, but still fails on the small important parts.

So not planing big, might be actual a hint that you are just more based in reality, than in wishful thinking. Which can be seen as good.

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