I'll try to hit as many of the items as I can from the last few posts -
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Kubricks - these are not considered "regular retail" as they are imported from Japan and use a completely different release structure. All bets are off when you are talking about buying a product intended for a non-USA market (like Kubricks or those Mexico/European/German Convention exclusives, etc).
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C2 Jorg Sacul - Convention exclusive items fall into a "gray area". Not really a "regular retail" item due to the limited nature. On one hand, we encourage people to help others at cost where they can when it comes to show exclusives, but at the same time we understand that some folks are trying to recoup some of the cost of their trip.
Generally, for convention exclusives, if it was something that was available on-line after the show (like the SDCC DeathStar/Indy sets) we are less likely to let you sell at a mark-up than if it was something that sells out instantly at the show (like the LEGO exclusives tend to do) and was never available to anyone but con attendees.
With Sacul, being 9 years old, it's really outside the window of the JD rules and $25 (which, if you're thinking of the same one I am, is $10 less than the person originally paid for it back in 2002

) is OK.
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FF Weequay - would be well outside of the currently shipping/1 year rule. You could post one for sale here for whatever you want at this point (it's practically a vintage figure with it being 13 year old now).
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General Buying and Selling at JD -
The regulations are meant for the POSTED classifieds ads. No one is setting restrictions on what a seller and a buyer might do on their own by PM or e-mail... but yes, we are setting restrictions on what a seller can advertise using OUR resource.
And if a seller wants to post an ad to sell at a higher price but rationalize it by saying "it's ok because it's still less than ebay", there are plenty of other sites out there they can use to post those offers. I'm not saying that it's
wrong for someone to do that (yay for capitalism!

), I'm just saying that we want JD to be a place where folks help each other out, not profit off each other.
But, again, we can't police everything that happens via PM though. If someone says "I need Wedge" and a seller PMs them an offer for Wedge for $20 and the buyer thinks that is acceptible, that's fine. Make your deal and "everyone wins". We just don't want JD to become a place where the classified ads are basically people trying to get ebay prices without paying eBay fees. What we are trying to do is reach a happy medium between discouraging scalping of new, currently shipping stuff and letting people sell stuff that does eventually have a "market value" (aka selling at a reasonable price).
If you don't like those rules, you are free to post your classifieds ads at one of the many, many other Star Wars stes out there.
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Sponsors - Obviously, sponsors are a different animal. Places like Brian's Toys or Big Bad Toy Store are terrible scalpers on some items, but without their sponsorship dollars, places like JD wouldn't exist. A necessary evil to keep a place like this running unfortunately.

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And at what point would it have been okay to sell the Weequay for a higher amound? 366 days after you bought it? Two years? A decade?
I think you are getting too hung up on the "1 year" part. According to the rule as laid out, it would have been OK to sell the FF Weequay at a reasonable price once it was not "currently shipping". The tricky part comes in when you are trying to determine whether something has hit that point or not. Once a line is cleared out at retail, it's definitely not "currently shipping".
Take Wedge for example... while he's a bitch to find, he is still technically still shipping and Hasbro has said he'll ship again in 2012. So, no higher prices allowed. But, something like the 2010 Foil RotS cards? Those haven't been shipping for a while, there are no plans to reship them, and they have been out for over a year. If someone tried to charge $15 for them (I doubt they'd get it but), it wouldn't be breaking the rules since they are not shipping and there are no plans for them to ship again.
The "one year" part comes up to sort of cover the eventual reshipping of older figures that Hasbro likes to pull. One year guideline gives Hasbro a chance to catch up, like with Wedge. One year give things a chance to settle out and separate hype from an actual market value. But again, it's just a guideline and like Jesse said in his post, if you're in doubt on something you should contact a moderator/staffer (or be prepared to hear from one if we don't agree with your pricing).