I think it's important, especially when confronting an artist with a discography of seven or more albums. Three albums? Meh, not so much. But an artist with a substantial discography needs to make the right impression on anyone for them to persevere through it.
Speaking personally, if I have a poor experience with one of an artist's 15 albums, while I might be open minded to trying the rest, it's definitely not a high priority for me, and may take years for me to get around to giving another shot.
Additionally, I've many artists in my own collection who I'd have loved 5-6 years ago if only I'd started in the right place! 5 years ago I rejected Of Montreal based on a handful of tracks from Skeletal Lamping and Cherry Peel, for instance.
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