Darcie,
I'm afraid I may not be much of a connoisseur, I'm not even all that crazy about dark chocolate.

Well, I like it in food, but for just eating I like milk chocolate. Right now my favorite is Trader Joe's Fair Trade Organic Belgian Milk Chocolate mainly because of the value. It's very good for the price. They also do a dark chocolate bar. When I'm feeling flush, I get a Green & Blacks or Dagoba bar.
I loved Tropical Source chocolate chips; they just had an amazing texture when baked, but I since Sunspire changed the brand name to Dream, I haven't been able to find them. I mostly used Whole Foods 365 Brand Chocolate Chunks. I especially like the white chocolate ones since they are actually made from cocoa butter unlike most white chocolate chips. Since they don't have the extras that make chocolate chips hold their shape, they are also great for melting and using in foods. Otherwise, I usually use Dagoba chocolate for baking. It is Scharffen Berger's organic brand and it is all fair-trade. Though it should be noted that most organic cocoa products are unlikely to involve exploitive practices as many of the entities that certify their "organicness" won't give certs to sources that are abusing their workers. (Citation needed, sorry can't remember where exactly I read that.)
For cocoa I've been using Equal Exchange Baking Cocoa, mostly because I can get it in a couple of brick and mortar stores in the area. It is a Dutched cocoa with a decent flavor but nothing to write home about. I'd like to find some Green & Blacks. I love their chocolates. I tried Trader Joe's Baking Cocoa, which is a natural cocoa powder, but it just seemed weird, almost tangy. It is not a fair-trade cocoa, but it is single-sourced from South America where slavery on cacao plantation does not seem to be a problem. At any rate, the search for a natural cocoa goes on. I may have to break down and go mail-order. I have no doubt that I will have to do that to find an extra-dark Dutched cocoa for next year's coal cookies.
For chocolate cookies (y'know like for Oreo pie-crust), I buy Newman's Own, again because it is organic and there does not appear to be a this problem with organics. I make my own hot chocolate mix. TJ's does carry a really good hot cocoa with chilies right now that is fair-trade, but I don't want spicy every time.
I would also like to add that I really really miss Peanut Butter M&Ms.