Megan Sapnar Ankerson's article in The Atlantic from July 2014 is insightful. Back when I had a home page and plans to expand it, a curated collection of cool sites is something I wanted to have.
Summer is the ideal season to contemplate that perennial, overused, and ever-elusive concept of cool. This summer is particularly ripe, for August marks the 20th anniversary of an early web phenomenon known as “Cool Site of the Day”—or CSotD for those in the know.
If you weren’t online in the mid-1990s, you might have missed the tremendous effort devoted to curating, sharing, and circulating the coolness of the World Wide Web. The early web was simply teeming with declarations of cool: Cool Sites of the Day, the Night, the Week, the Year; Cool Surf Spots; Cool Picks; Way Cool Websites; Project Cool Sightings. Coolness awards once besieged the web’s virtual landscape like an overgrown trophy collection.
These recognitions were regarded as welcomed honors, visually stamped on the distinguished site with a graphical status icon that bestowed a mark of “quality.” Accumulate enough of these accolades and new awards.html pages would be erected to showcase the entire collection.
Maybe today’s users find the early web’s preoccupation with cool to seem little more than the juvenile boasting of Internet novices. But a closer look at sites like Cool Site of the Day, and the countless other cool directories like Netscape’s "What's Cool?" and Yahoo!'s Cool Sites listing, might actually tell us something about how and why networked technology and digital culture forged such an enduring link to the concept of cool.