Cribbed from my monthly newsletter The Smoke Signal, your guide to consuming pop culture smarter.
NPR Music's Best of The Year coverage is both thorough, varied and beautifully organized, by genre, curator, by song or album. Their website also has an app which will play their favorite songs of the year in random order. Let it run for a half hour while returning emails and see what new music you discover. Rule of thumb (ear?): Look to discover 2-4 new artists, half in your favorite genres, half in genres you know less well. If you're music skews toward one genre, focus there. I usually take 30 seconds and crosscheck the artists I discover with the Village Voice's legendary Pazz & Jop poll, just to see if I'm being an over-40 white guy cliche' and swallowing whatever NPR hands me.
Once you've found 2-4 new artists you like, stop looking. Explore the other work of those artists on the streaming music service of your choice. Make new friends not new music you say hello to in the hallway.
Drilling into genres, the NPR Book Concierge does a great job overall. Paste Magazine usually picks a few categories to dig into each year with great flair. The AV Club's best of coverage of comics and graphic novels is as dependable as an old friend. The folks at Book Riot do both great 30,000- foot Best-of-Every- Book-You-Can-Imagine reporting and strong by-genre lists as well. I also dig these Best Books by Women lists over at LitHub.