Rather than breaking things down in "inventory" categories, I think it would be more useful to list the chains of equipment that I listen to.
FLAC on Laptop with foobar2000 into Schiit Modi Multibit into Bottlehead Crack with Speedball into Sennheiser HD650 (both stock and mod) and HD600 (stock).
FLAC on Laptop with foobar2000 into Audio Quest Dragonfly (first generation) * into Fostex TH-X00 (Mahogany)
FLAC on PonoMusic Player into Sennheiser HD650 (both stock and mod) and HD600 (stock) with balanced cables.
*This will have to do me until I decide on a proper amp for TH-X00.