In game PsykotikConcept. I have been jungling for most of season 5 and playing since season 2. Lately I've been playing Yorick in the jungle with some pretty good success.

Pros:

-Incredible Sustain
-Ghouls will take camp aggros
-Can get very tanky, while still hitting very hard
-Can take Dragon at Lv 6, or earlier with help
-Can't really be countered

Cons:
-Very mana hungry
-Can get CCd fairly easily
-Ult timing is pretty tough

-Again, the starting jungling items should never change, Machete and 2 Pots.
-I generally take my first back at around 1500 gold, unless I've had to gank and took a good bit of damage. This 1500 will get you Boots, Tear, and Skirmisher's. Farming the tear up can feel like it takes forever but with Yorick's Ghouls it is fairly easy due to the ghouls taking the aggro at the camps. All you need to do is hit 2 when you start a camp and every time the tear is ready use an ability that is off of cooldown, the time straight between camps will get you at least one cooldown on your tear. There are a few reasons for Spirit Visage, Health, Cooldown Reduction, and the Passive makes your Omen of Famine keep you alive for a decieving amount of time.
-Aside from Manamune, Cinderhulk, and Spirit Visage, the rest of your items are really up to the flow of the game, but i try to buy a Warmog's to stack with Cinderhulk.

Your Omen of Famine paired with Blue Buff will help Yorick stay in the jungle as long as or longer than Warwick and will also help you a good deal in fights, weather its to outlast and kill or keep yourself alive long enough for help to get there.

Your Omen of Pestilence is a great slow and will be your initiate for your ganks. The AOE damage will also help to clear jungle camps quicker.

Your Omen of War is a nice little damage boost but best maxed last because it doesn't have life steal and slow like your W or your E. It does help to have a point in early due to the passive buff.

And Your Omen of Death has two uses. The better of the two is to gain an advantage in team fights, if you have an AA dependent ADC you can ult him early in the fight to give you almost a whole sixth teammate. The other is when your just behind in trades and really wanna get that kill or cant get away, it gives you a chance to get that kill back. Like I said though, the first option here is better 100% of the time.

Theres a couple routes you could take, however i prefer:
Blue--->Wolves--->Raptors--->Red--->Krugs
You can Smite wherever you please but i typically smite at Raptors for ganks and at Krugs for HH Buff.

Yorick should basically be a Support/Tank out of the jungle, give as many kills as possible to the lanes and sponge up the damage headed at the rest of your team. Make very sure to coordinate your ganks with your team before heading in, to let them get the kills and because early you probably wont be able to get the kill alone if they retreat back under their turret. Make sure you ward up Dragon early and you can take it at level 6, you will however have to Recall after taking Dragon if you take it alone. Also best to have 2 stacks of Smite if you solo Dragon at 6. GLHF!!