Ok the amount of people voting you need to learn how to do a Will then cuz special types of Executors are appointed for after death to make such decisions. This is pretty common with people with even a moderate amount of success particularly if they have any type of asset or property (intellectual included) to have looked after that becomes part of an estate.
Strictly speaking, few if any of them retain their own rights to the music. Most are owned by the label. Look on any CD, official video, etc. You'll see Copyright Sony Music, or Universal, etc.
It also means they probably can't take legal action against Trump's use of it.
I had the same thought initially. I haven't read the article, but assuming this picture isn't fake they might be including artists from his last two campaigns. Rogers did in 2020, Bowie and Prince died in 2016