I beg to differ and strongly disagree with you on this one. In my opinion, "Dated" isn't problematic at all since trends in popular music [pop music] change very fast, e.g. the tropical sounds or dubstep influences which highly dominated in the 2010's would totally sound dated nowadays.
Okay, so maybe I haven't considered the term "dated" as something narrowly connected to a certain music genre, if that's what you're saying. I think it's (too) difficult to distinguish between the genres here, especially in a Eurovision context where very few songs have no pop in them.
Having said that, I can definitely follow that "datedness" can mean a lot to how we assess songs. It does to me. But the quality of a song is very often too complex to be judged mainly by that parameter. And it seems the term "dated" is mostly used after the person who asserts it has made his or her mind up about the song.
To mention a couple of examples:
Gothminister's song - to me - was not only "dated" because of Lord Of The Lost last year. I even found 'Blood and Glitter' "dated" - that combination of growling plus a melodic chorus is very old-fashioned in my opinion. And yet - if I really thought those songs were great (if the melodies were slightly more interesting and so on), I would probably have loved them.
That was the case with Portion Boys last year. I was crazy about that entry - not primarily because of the glam rock nostalgia, but because the song was so catchy and well-crafted. If it hadn't been that, I might have called it "dated" ...
And then we have 'My AI'. I don't think it makes sense to talk about this song being "dated" or not. It's taken directly out of the 90's bubble gum genre. I can't find anything "new" in it (except for some fine details in the production possibly). Could they have written a 90's Daze-like song that I actually liked? I think they could, but it would probably have to be more complex to convince me.
I could also mention 'Take Me To Your Heaven' which I regard as one of the most "dated" Eurovision winners. I did then, and I do now. It really gave me a very strong feeling of "datedness". (And there hasn't been a similar winner ever since.) In fact, the schlager genre might be so traditional and "worn-out" that I would never have such a song among my favourites for Eurovision. But I've been surprised before, so I guess it's a case of never-say-never ...
Maybe the term "dated" is only adequate when you have the feeling that the composer isn't
aware that his or her song sounds old. That could be the case for established artists who think their way of writing music is the only way that works. But it's hard to know for sure. Maybe they just stick to what they consider "their thing", and if Paul McCartney writes a song tomorrow, it might be a song you could call "dated", but it wouldn't seem right to describe it like that.
The concept of "timelessness" shouldn't be disregarded. If a song is strong, it could work in the 2030's or 2040’s even if it was written in the 2020's. In fact, "timeless" hits are among the songs I appreciate the most. Many past Eurovision winners are "timeless".
I think she would be struggling in May.
As opposed to who ...?