I currently have 525 jewelcrafting and 525 leather working. I'm wondering if there is a solid add-on that would be able to perhaps scan the auction house to understand the economy better on my particular server, and then give me a list of the most profitable things to cut/craft? Any tips are welcome for automating the profit route.
As Lyrion said, Auctioneer is probably the most popular auction house tool for gathering information. But I have found that no one add-on always gives you everything you need. You may want to check out some other auction/crafting mods, such as Auctionator and TradeSkillMaster, which can help you to optimize your crafting. Regardless of the convenience of the tools you use, a big part of crafting and playing the market will be the manual tasks of paying attention and recognizing demand.