I bought a 2011 lib tech Dark Series never used for $300, its in mint, mint condition.
When i was 12 i went to bootlegger to buy a sweater. I get to the till and the lady scans it, comes up as 1 penny. She explained it had something to do with being in stock for so long and having multiple sales on it. No one at school believed me I payed .01 of a dollar for it until i brought the receipt.
Won my first board in a raffle at the local co-op, decent K2 entry level board that was my size although it was a wide. Got 3 good years out of it.
My GF got an unused 2 year old Arbor Element 161 for me off of Craigslist, I guess the guy had been given a bunch of boards and this one had been sitting in his closet for over a year. It was either $200 or $250, sweet deal!
Found a Bonfire jacket at a local store last year 50% off.