My issue with the iMacs (have a 2007 and a 2015) is that the OS is no longer supported, the last OS in the '15 won't be accepted online by my bank nor even Wikipedia (!) so now I have two perfectly good monitors (one excellent) that can't be used.
So I went the Studio/ASD route last year; once my CC cooled off, was perfectly happy with the setup. I can foresee replacing the Studio once or even twice more in this lifetime, but I should be good with the ASD for the remainder. Yeah, there will be better monitors in the future, but the incremental improvements anymore pale to my own eyesight degradation (I just replaced my 13-year old LCD TV with a new Sony OLED, and while I love the deeper blacks and thin bezels, I otherwise can't see much picture improvement; growing old ain't for sissies).
So I went the Studio/ASD route last year; once my CC cooled off, was perfectly happy with the setup. I can foresee replacing the Studio once or even twice more in this lifetime, but I should be good with the ASD for the remainder. Yeah, there will be better monitors in the future, but the incremental improvements anymore pale to my own eyesight degradation (I just replaced my 13-year old LCD TV with a new Sony OLED, and while I love the deeper blacks and thin bezels, I otherwise can't see much picture improvement; growing old ain't for sissies).