Helpful Hackers - Chris van 't Hof
A short but essential volume. A pleasing ramble through Dutch infosec and how they built up a culture of responsible disclosure. Lots of great examples of where things have gone well - and some shocking examples of where disclosure has failed.
It's a well written look at what happens when a responsible security researcher finds a vulnerability. There are court cases, intrigue, international diplomacy, and some spectacularly inept decisions on display.
It is, by its nature, a little parochial - but provides an excellent template for how industry can work with "freelance infosec professionals".