$180 for a 4 year old board with POS bindings?! Aw, hell no!!!
Hell no on that Destroyer too. I can't even tell what those bindings are but they don't look top of shit.
Where are you located? Seems to be that it's a hell of a seller's market on used snowboard gear wherever you are.
I'd be looking at both of those setups as board only purchases as the Tech Nines are definitely shit and those on the Destroyer don't look any better.
Keeping that in mind, to keep things in perspective, here's a last year's Never Summer Heritage ($550 board) that looked to be in pretty much new condition and it went for $250.
Here are some setups that are CL in CO right now for further reference:
'09 GNU Rider's Choice with Burton Freestyles and Burton boots for $250. The Freestyles aren't great by any means, but usable. I'd tell him to keep his boots and offer him $200.
GNU Riders Choice complete Snowboard Setup
'09 Ride Yukon $175
2009 Ride Yukon 159 Snowboard
new Burton Blunt with stickers still on it $175
Burton Blunt 158 Snowboard - Men's