
First off, make sure you know what ponies you have and what their approximate worth should be. Just do a quick lookover on DV to find out what you've got. Make sure you don't overprice your ponies. To find an approximate value, check out eBay and look through finished auctions for the same pony and average the ending prices. You can also look at The MLP Arena Price Check Archives or start a post to ask about prices.
Just as you expect the people you buy and trade from to provide accurate and thorough descriptions, you should supply them as well. List any and all flaws you can find on any pony. Even if you don't think they're big or too noticeable, undoubtedly, someone else will think it's the most obvious thing ever. (I've learned this one the hard way) Scratches to symbols and eyes, marks on the ponies, frizzy hair etc. If someone asks specifically about something, you better be very careful that you've checked over the entire pony.
Be aware that Euro ponies were released with different names than their US counterparts, and many US ponies were released with the same names. For example there is a Euro flower pony Daffodil and a mail order birthflower Daffodil, three newborn twins named Sniffles, two named Snookums and two sets of Rattles and Tattles. I mention this because when negotiating a trade, buy or sale over the net where no picture has changed hands, always, ALWAYS, try to include a desciption of the pony with symbol color and year and set of the pony in question. It saves a lot of confusion and time. Make sure when writing up your want and trade lists to also include this info, ex: 'yr 5 Newborn Sniffles, pink/mittens'.
Presentation of your item is very important as well. Try to get pictures of your items if at all possible. Quite honestly, items just do not seem to sell without pictures. Most people don't read through long descriptions and rely solely on images to judge a pony's condition. So people, make sure that picture is the nicest thing they've ever seen. Take the time to thoroughly clean your ponies (See How do I Clean my Ponies?) That can increase your overall dollar amount considerably. Make the hair lie neatly on the neck and give the tail a little curl or wave at the end. It makes the pony look much more desirable and is more likely to pull in impulsive buyers. I suggest using a digital camera, although with those things you HAVE to make sure the lighting is good, or for more ease and better lighting, a flatbed scanner.