When the player is not following the main quest line they are able to undertake a variety of Guild Jobs. These jobs form the backbone of the side quests in Hunting in Skyrim. The jobs available depend upon the player's various skills and actions, and the majority of them are random and radiant, allowing for almost unlimited replay value.
Below you'll find info on the various types of jobs.
Contracts are fairly simple "Fetch X amount of Y for Z person" quests. Each one is radiant, so the item to get, the amount of item to get, and the NPC to get the item for will always be random. As your Skinning Skill increases you will be offered contracts for higher quality pelts, but only if you're known for quality through your Quality Skinning ability.
Like normal contracts, Hunts are radiant, and built from the ground up to be dynamic to allow a rich and fresh experience with each one you accept. These quests are for the player to track and kill an animal or creature causing people trouble. As your Hunting Skill increases you will come across higher level creatures, more challenging targets, and earn bigger rewards. You may earn rewards such as weapons, armour, guild advancement, and you may even earn property.
Although most of the hunts you'll be given will be about tracking, you may simply get basic "Go kill some creature in Some Cave" contracts. There will be variety. Here is a video showing how you will obtain hunt contracts:
Hunting in Skyrim adds to the game a number of unique animals and creatures as Legendary Creatures. The majority of the time the legendary creature will simply be out in the world, and a handful are part of the main questline. However some of them are hunted through Legendary Hunts.
Mostly focussed quests on recruiting specific NPCs, however there are times when you are able to recruit roaming Hunters into the guild radiantly.
Shipments are similar to contracts, but require a larger number of animal skins, and are to be delivered to a designated shipment drop-off point for export to other provinces. Like normal contracts each one is radiant. As your Skinning Skill increases you will be offered contracts for higher quality pelts, but only if you're known for quality through your Quality Skinning ability. Quality Skinning plays a bigger roll on exporting. Here is a video showing how they are setup and replenished.