The week around Black Friday is the best point. Koss has a history of dumping them for 30$ or so. http://www.superbestaudiofriends.org/index.php?threads/the-deals-thread.87/page-38#post-98881
Get the SportaPro - same drivers, much cheaper. $20 bucks. This only works if you want to mod, the housing is apparently significantly worse. Edit: KSC35 (~$15) + partsexpress headband works out roughly the same cost.
I asked once on the Koss line and here's what @zerodeefex had to say: http://www.superbestaudiofriends.org/index.php?threads/the-all-purpose-advice-thread.19/page-141#post-96713 "Honestly, having owned a lot of KOSS cans, modded KSC75s, sportapros, portapros and ESP-950 are really the only headphones I can recommend."
https://www.superbestaudiofriends.org/index.php?threads/koss-ksc-35-measurements-and-impressions.1763/ "KSC-35 sounds like a refined version of the KSC-75" There's psalm's take as well.
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