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Since Michael Jackson and Madonna came up about the same time.
The only musicians I can think of in between that were huge in their own rights is Rihanna, Beyonce and perhaps Britney Spears.
However those there are nothing like Taylor Swift popularity today. She's a massive star, I don't think we've seen something like her since Michael Jackson/Madonna.
Though I do think Michael Jackson was bigger in his prime.
Other notable musicians in terms of touring are U2 which would be up there and The Rolling Stones.
Edited:
en.wikipedia.org

The only musicians I can think of in between that were huge in their own rights is Rihanna, Beyonce and perhaps Britney Spears.
However those there are nothing like Taylor Swift popularity today. She's a massive star, I don't think we've seen something like her since Michael Jackson/Madonna.
Though I do think Michael Jackson was bigger in his prime.
Other notable musicians in terms of touring are U2 which would be up there and The Rolling Stones.

Edited:

List of highest-grossing concert tours - Wikipedia

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