The Whiterun Hunting Guild Outpost is located in the basement area beneath The Drunken Huntsman tavern, close to the city gate. It was the first location constructed by the Hunters of Skyrim, and still remains one of it's most important outposts.
Elberond, a Bosmer woodsman, manages the outpost as Guild Porter, and overseas construction, work delegation, outpost recruiting, and ensuring that the Hunters of Skyrim remain in favour with the Jarl of Whiterun.
As the Guild itself grows the outpost expands. Construction ensures all of the required amenities are present, and if guild members have the coin, they may even purchase upgrades to improve the outpost themselves.
Guild members are given work such as pelt collecting contracts, hunt contracts, and main work to further expand the Guild itself; meaning it can be a busy place. At full capacity the Whiterun Guild Outpost can support several guild members.
Guild members are encouraged to construct trophies to show off their prowess, and when they feel like a change they can be replaced with different ones.
In order to purchase upgrades, speak with Elberond about improving the guild hall once you have completed the Gain Jarl Approval questline.
*When you first purchase the shop upgrade you will undertake a radiant Recruiting Quest to recruit a hunter to be the guild merchant.
**The merchant upgrade is only available after the first guild merchant has died. This will repeat the Recruit A Merchant quest.