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I think it is about adopting the right framework. A mix of Clayton Christiansen and 5 whys works for me (similar issues).

I start by writing down the big things: In this year I worked at/for/with ....

WHY was I there: I think about the major projects I did.

WHY was I there: I think (and try to verify) the impact #s/%s those projects had.

WHY was I there: I think about the technical and soft skills needed to make that happen.

WHY do I care: I consider if there is any configuration of things that would make me consider doing the project again.

Having to track past performance as a business made this much clearer -- I adopted the above approach to expand out CV, then developed a similar approach for business development templates to explain recent past work.

I sometimes will drop these templates into an LLM and have it work with me to define or identify ways to better communicate.




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