Auctioneer Advanced
Auctioneer Advanced  by The Auctioneer AddOn Team
Have you ever bought or sold an item on the in game Auction House?  If so, you don't know SQUAT about what those items are worth unless you have this addon.  I would personally even argue that there is no WoW economy without Auctioneer Advanced or Auctioneer Classic.  Auctioneer tracks every item listed on the AH, every item you buy, every item you sell.  It gives you recommendations based on what it has seen and what settings you give it.  Not for the faint of heart, Auctioneer is one of the most important addons you can download and learn to use.  Literally you can go from rags to riches with a good Auctioneer setup.

I would recommend getting Auctioneer Advanced.  Even though it is still in alpha/beta at the time of this writing, it is truely stable and offers a lot of nice additions.  Advanced is the future of the addons development.
 
Lightheaded
Lightheaded by Cladhaire
How great would it be if every quest had additional information and detailed comments from other users on how to complete the quests, strategies for them, tips, tricks you name it!!??  Well here it is, picture all the best information on Wowhead ingame.  This is a perfect compliment to something like QuestHelper or another simliar questing solution.  Simple and effective.  Hats off to Cladhaire for the work on this.
 
QuestHelper
QuestHelper by smariot
Going beyond anything I've seen before, QuestHelper helps you by showing exactly where to go to find your quest objectives.  In addition to that it helps you prioritize the path you take to those objectives so that you can complete and turnin the maximum amount of quests possible for the quickest experience and leveling possible.  Hands down one of the BEST addons you can install.  You save time, you are not looking up coords constantly, and your leveling rate increases.  This addon is especially great for the experienced gamer that has been through all the content before and just needs some pointing in the right direction to get things done.

Unfortunately, as of 1/28/2008 version 0.26 of QuestHelper, smariot has indicated the project is now on hold and development will stop.  I hope that the users can change his mind on this.  But QuestHelper will still continue to be a staple mod well past this date even with zero development on it.
 
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