Lately I've realized that a lot of the intelligent people I try to surround myself with read a lot more than I currently do, and typically do so with longform content about a lot of different subjects.
What are some good starting points? (Not necessarily restricted to tech).
If you're looking for long-form reading about interesting legal topics specifically, then the site I founded, Casetext (YC S13, https://casetext.com) is a great resource. You can visit individual communities of lawyers and find some pretty fantastic stuff. The communities that have really taken off include criminal law (https://casetext.com/communities/criminal-law), employment and labor law (https://casetext.com/communities/employment-law), and torts/product liability (https://casetext.com/communities/tort-law). There are also articles on the most recent important Supreme Court cases, like the same-sex marriage case (https://casetext.com/obergefell-v-hodges). You can also browse and read some other interesting form of long-form content, like court cases (e.g., https://casetext.com/case/lotus-development-corp-v-borland-i..., an interesting classic on software and copyrights).
Enjoy reading!