Comedians as Authors panel at the 2014 Brooklyn Book Festival
Hi, Trivialist. As is explained at COM:OVERCAT, "The general rule is always place an image in the most specific categories, and not in the levels above those." When I take one or two photos of a person, I put them in that person's category, but when I take large amounts of photos of them, (i.e.: at a specific event), I create an category for that event, and place that category as a subcategory in the person's category, which is the entire reason why categories are subdivided.
Because I and others often take large amounts of photos of people, sometimes at multiple events, all the photos would not fit on the person's main cat page. A good example is Patrick Stewart's page. Had I not placed the 63 photos I took of him at Wizard World 2013, and the 34 pics I took of him and his colleagues at the press junket at Sardis in their own subcats, they'd all be on the main page, and combined with the 49 already on that page, they'd be cluttered. Subcategorizing helps organize files.
Another benefit to this is that I only have to place the new event category as a subcat in other categories once, instead of doing it for each and every photo, which makes it easier for me to upload large amounts of photos. Nightscream (talk) 03:03, 10 September 2015 (UTC)