A video titled "Day 142: Why my CTR dropped 3%" will get search traffic from people Googling "CTR dropped" months after it was uploaded. Because you have "365 days of updated" in your playlist title, the algorithm learns that your channel is a library of current information, not a museum.
Based on similar existing content, your write-up likely falls into one of these two categories: video title accounter adventures 365 days of updated
