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My friend joined my guild on my server and started up a Death Knight. Usually, by the time you complete the quest chain for creating a Death Knight, you'll end up having around 20% into level 59. You can theoretically start in Outlands, but it can get tough, especially without a flying mount. So using my Tauren Paladin, who is level 85, I was able to get my friend up to level 60 by doing approximately 4 runs of Hellfire Ramparts and 2 runs of the Blood Furnace. I didn't pull that big in either case, usually a room or 6-8 mobs (I don't like getting bounced, especially in ramparts), but I estimate that it probably took between 2-2 1/2 hours to complete this. No rest experience was included, just raw killing. On top of that, we probably made around 600 gold after repairs.

The tricky part initially was having my friend get to Ramparts. I was still in a different zone so he had to foot it all the way there. Otherwise, we could've simply killed mobs along the way. By the end, my friend already managed to secure enough money for the expert level flying, the flying license in Azeroth and a flying steed (probably costing around 400 gold total). So along with the experience, the gold we made came in handy, practically preparing him for leveling up his professions and getting him ready to start off as if he came from vanilla WoW on a 60th level toon.

I think the only two things we were missing were a tailor for all the netherweave we picked up and an enchanter, for disenchanting all the greens. I generally vendor all my greens and blues after runs and either keep the cloth or vendor it (depending on my bank space). So I make a ton of gold from these runs. Usually, my repair bill comes out to be anywhere between 3-10 gold total. That's just from using primarily quest rewards from Twilight Highlands that range from 318-333 (although I do have a kick ass 359 epic shield and a 346 boots).

Something I might try tomorrow is hitting the Mana Tombs to test and see if he can accompany me. Generally, I can make over 100 gold in Mana Tombs on my own. However, if I'm power leveling a friend, I'll have more bag space. Since there's a vendor nearby at the Shadow Labyrinth instance, we can just go over there to sell stuff and rinse and repeat for a while. By doing this, I can earn money while my friend gets some good blue items and experience. Of course, I prefer leveling up my hunter too, but I'll spare a few instance runs to help my friend get a few drops.

Either way, I now have a measuring stick for quickly getting someone leveled up without having them grind through quests in spots like the Blasted Lands nor Hellfire Peninsula.