While it's not a perfect match to your question, YC has been putting out so many amazing videos during Startup School the past few weeks which you might want to check out if you haven't already. For example: https://www.youtube.com/watch?v=tSW-GePDwn4

The channel sorted by new: https://www.youtube.com/channel/UCcefcZRL2oaA_uBNeo5UOWg/vid...

Just like self-help books and CEO advice, taking career advice from engineers, even great ones, is a waste of time. It is useful to read for entertainment value, and to be well-read in general (like understanding history very well in order to understand modern politics), but taking direct advice would be foolish.

Perhaps that isn't the intent of your question but just wanted to state that, at least as a warning to others, as it is the implication.

Coders at Work by Paul Buchheit would probably fit the bill.