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You don't want to spend all your time photographing, selling, and keeping track of gobs of $3 ponies here and there. It's a lot of work with little pay-off. It sounds like you need money fast, so selling higher-end ponies makes more sense. Then, once you're in a better financial place, you can buy them back. Ponies like Mimic and even Rapunzel come up fairly often, so even if you sell yours now, you should be able to find them again.
If selling ponies (still mainly speaking from how I would think myself, but people are different of course), I would pick out a few ponies I felt was nearly impossible to find if I want to buy them back later, ponies of big sentimental value (like childhood ponies), and really cheap ponies. Those remaining, and especially those of higher value, would go. I figure if I would sell of lots of ponies, it would cost me more to buy them back with shipping cost considered, since it is unlikely you will find the exact same ponies in another persons sales lot. (And if you would, it is likely to be an even bigger lot and cost more). So by selling a few, that are not way too hard to find, but still gathers some funds, I would have minimized the cost to buy them back, unless prices inflated by then of course.