Ive always been more of a punk rock and metal guy so cant really comment on the electronic side of things except that NIN Pretty Hate Machine was way way way ahead of its time. I think it came out in the late 80s or early 90s.
In regards to punk rock the band Catharsis consistently put out the most ground breaking stuff of my youth that still is uncommon to hear.
The album Passion really hits it for me.
Neurosis album Times of Grace was also way ahead of its time in a way metal has not yet achieved again. Splitting the soundscape and musical portions of the album into separate parts w/ its accompanying Tribes of Neurot realese. They received acclaim for this production but it was ahead of its time despite its commercial success.
Everything Bathory ever made was decades ahead of its time.
Dinosaur Jr, ever the gen x favorite, made their most groundbreaking work in their 2nd album "Youre living all over me" which combined pop, country, noise, and punk rock. Probably my favorite release of all time.
Finally, japanes noise artist Masonna continues to break ground. Heres his wild release from 1990.