A lot to cover here but I'll try:
- The original orpheus is still up there with the very best
- Same goes for the Stax Omega - still one of the best electrostats around
- The Grados didn't keep their spot that well, there are much better dynamic headphones around nowadays if you ask me. Of course there are always those who just like the Grado house sound.
- Planars have come a long way but except the Hifiman Susvara and Abyss headphones still cant keep up with electrostats when it comes to detail and speed. Audeze and Meze Planars are not even close but have other merits like great bass.
- In the end its all about preferences, music style, system synergy so take all of the above with a grain of salt
- Last but maybe most important: dont buy megabuck headphones without having heard them first .... plus if you enjoy what you have I'd just stick with that