Garebear,
While I was reading your post, shuffle brought "Steady Rain" by Warren Zevon on and I knew I should respond. My father passed away today several years ago. We had been repairing unintentional harm from the past but were not finished. I just miss my father a lot.
Missing an artist, I understand completely. I still get hit with sadness knowing David Bowie, Warren Zevon, and Neil Peart are gone. I don't exactly understand why. I do know Rush in some ways was behind me growing up when I felt my parents weren't. In some ways helped me keep a moral compass. David Bowie is stranger for me. I feel real loneliness and get emotional. I just love his music and appreciated his journey. Maybe part of it is knowing that he is not out there making music anymore it is what brings up sadness? Warren Zevon, I just enjoy so much. It doesn't matter how many times I hear certain songs of his - I just smile. And then again, I can't listen to "Keep Me in Your Heart" without breaking down.
Music has always had a strong hold over me and I love my favorite musicians dearly. They have helped me understand life, and emotions, and kept me company through the years. Just the weight of knowing they are gone sometimes presses down a little too hard.