This trophy requires you to watch every channel and listen to every station on the radio with one sim. Unfortunately, several stations are not available initially and you must have a Sim with a high Handiness skill, as well as several electronics upgrade parts (which can be purchased on a computer if needed).
Once you have a high enough skill, you'll be able to upgrade signal reception on both the TV and the Radio. This will allow you to receive additional stations to watch/listen to. For reference, copy the list I've made below and check off each station that's watched or listened to by your sim and the trophy will pop once you do so for all of them.