Hi there, first I'd like to thank you all for being such an amazing resource. I've been lurking here for at least 3 months getting tips and reading all I can. Now that I'm about spend some serious money, I thought I'd ask for some personalized advice before jumping into things.
So my current setup goes FLAC/320MP3 -> Foobar -> WASAPI -> FiiO E17 -> FiiO E9K -> AKG K701.
I enjoy it thoroughly as I get a very detailed sound and it's absurdly comfortable. That being said I've got around $1000 to upgrade components in my system.
I've been thinking about going all in and getting a flagship headphone like the LCD-2 or maybe the Grado GS1000i. I've owned SR80i's and demoed some PS500s, which I have enjoyed a lot, but there's much less information about the GS1000i here on than any other Grado. The LCD-2 does seem to have better reviews and seems to be a safer bet. I've read that my current Amp and DAC will be fine to drive it, certainly not ideal, but it's not as amp dependent as the HD650s.
My other consideration is going for a Lyr and then maybe a DAC (USB Bifrost probably) or the HiFiMan HE-400.
From my readings I've seen that the common theme sung by members here, is get the best headphones you can and then work on the amp. As such I'm leaning towards the LCD-2s and then looking to get a Lyr in ~3 months. That being said, I'd like to hear some opinions of people who know far more than I on the matter. Thanks in advance for any guidance you can offer and continuing to tolerate and assist those new in the world of audiophilia.