Books

I'm halfway through Nate Silver's On the Edge. The book's a bit tribal and self-aggrandizing for tech, but Nate is a measured guy and the tone is ok. Without being too antagonistic or bashing, he does a cool comparison between risk-takers & the professional managerial class and the implications at large. Worth the read

Enjoyed the non-linear style, classic rules and POVs plus deep dives on SBF etc. 

Any key takeaways for you yet?

For sure, tactically, in poker, bluff more. And in general, take more risks, specially business/career wise. If you have expertise/passion in a particular domain, it's viable to find positive EV opportunities that are worth taking sistematically

Wise ones indeed. 

And experts arent always experts. 

Performance, even from rare knowledge places matters more than pure experience.