Antlike People
But what about those content categories?

Wouldn’t people find them dull and constraining—or get impatient clicking through a structure?  Why not just allow visitors to freeform-type in the kind of content they’d like to see?

Unfortunately, this wouldn’t be feasible on a practical level.  It couldn’t generate the kinds of well-structured performance metrics needed to ensure that the best content is presented first, and the curator who brings the most value to the public makes the most money.

But would this be the end of the world? 

Where is it written that categories have to be dull?  Standard ones we see everywhere (like Sports, Health & Fitness, Business, Politics, and Relationships) might not prick up many ears, but here are some samples of categories and their subcategories that have already been used in a proof-of-concept website:

Content with an Attitude
Quirky and Proud of It
Challenges to Existing Beliefs

Tests of Whether You Snort When You Laugh
Comics for (Mostly) Thinking People
Things That Seemed Like a Good Idea at the Time
Things Nice People Don’t Laugh At

Content by Often-Nonstandard Subject
Under-Remarked Trends, Developments & Issues
Technology & Science for Normal Humanoids
God, Philosophy & the Ineffable
Glimpses into the World’s Workings
   samples of actual online content:
  “Secret Fears of the Super-Rich”
  “Sex and the Married Man”
  “Boeing’s Plastic Planes”

What’s the likelihood that a user would think to enter any of these terms into a conventional search box? 

Even if they did, what are the odds anything interesting would appear in the results?

The main lesson here:  structured search categories are only boring when boring people put boring characteristics into them.