Any opinion on Friedrich Hayek, particularly The Road to Serfdom? I had difficulty absorbing it and lent it to a book snatcher before finishing. I do remember admiring the bits I thought I understood.
Of the other Hayek I've read, none of it's any easier to read. I do think he's worth the time to get his point of view to sink in. (I don't think the same of Austrians in general.)
Perhaps most relevantly he wrote a book on the idea of competing private currencies (Denationalisation of Money -- it seemed meant for people with more knowledge of economics or finance than me).
The book of Spitznagel, even if it's about investing, is a great introduction. If you're aiming for something more broad, the Incerto series by Taleb has much more than you need but it sets the right context about risks and philosophiccal thought (remember Hayek above all was a philosopher). Then I would jump to his books. This may not be the perfect approach but it worked for me.