John Work (c. 1792 – 22 December 1861) was a chief factor of the Hudson's Bay Company and head of one of the original founding families in Victoria, British Columbia.
 Work joined the Hudson’s Bay Company in 1814 and served in many capacities until his death in 1861, ultimately becoming a member of the company’s Board of Management for its Western Department.
 He also served on Vancouver Island’s Legislative Council.
 At the time of his death, Work was the largest private land owner of Vancouver Island.
 Work left an important legacy in the form of sixteen journals which chronicle his trading expeditions from 1823 to 1851.
 His journals provide a detailed record of Pacific Northwest land features, native peoples, and the Hudson’s Bay Company’s fur trading business in the early 19th century.
James Sinclair (1811–1856) was a trader and explorer with the Hudson's Bay Company (HBC).
 He twice led large parties of settlers from the Red River colony to the Columbia River valley.
 These were both authorized by the HBC as a part of grandiose plans to strengthen British claims in the Oregon boundary dispute.
Fort Garry, also known as Upper Fort Garry, was a Hudson's Bay Company trading post at the confluence of the Red and Assiniboine rivers in what is now downtown Winnipeg.
 It was established in 1822 on or near the site of the North West Company's Fort Gibraltar.
 Fort Garry was named after Nicholas Garry, deputy governor of the Hudson's Bay Company.
 It served as the centre of fur trade within the Red River Colony.
 In 1826, a severe flood destroyed the fort.
 It was rebuilt in 1835 by the HBC and named Upper Fort Garry to differentiate it from "the Lower Fort," or Lower Fort Garry, 32 km downriver, which was established in 1831.
 Throughout the mid-to-late 19th century, Upper Fort Garry played a minor role in the actual trading of furs, but was central to the administration of the HBC and the surrounding settlement.
 The Council of Assiniboia, the administrative and judicial body of the Red River Colony mainly run by Hudson's Bay Company officials, met at Upper Fort Garry.
Rupert's Land, or Prince Rupert's Land, was a territory in British North America consisting of the Hudson Bay drainage basin, a territory in which a commercial monopoly was operated by the Hudson's Bay Company for 200 years from 1670 to 1870, although numerous aboriginal groups lived in the same territory and disputed the sovereignty of the area.
 The area once known as Rupert's Land is now mainly a part of Canada, but a small portion is now in the United States of America.
 It was named after Prince Rupert of the Rhine, a nephew of Charles I and the first Governor of the Hudson's Bay Company.
 In December 1821 the HBC monopoly was extended from Rupert's Land to the Pacific coast.
The Oregon boundary dispute or the Oregon Question was a controversy over the political division of the Pacific Northwest of North America between several nations that had competing territorial and commercial aspirations over the region.
The Fort Walla Walla–Fort Colville Military Road was built in June 1859 to connect the Walla Walla area with its fairly easy access to the Columbia River to the mountainous area of the Huckleberry and Selkirk Mountains of current Northeast Washington and the Inland Northwest.
 Brigadier General William S. Harney, commander of the Department of Oregon, opened up the district north of the Snake River to settlers in 1858 and ordered Brevet Major Pinkney Lugenbeel, 9th Infantry Regiment (United States) to establish a U.S. Army post to restrain the Indians lately hostile to the U.S. Army's Northwest Division and to protect miners who flooded into the area after first reports of gold in the area appeared in Western Washington newspapers in July 1855.
 It was common practice to use existing Indian trails to develop military roads, and only make necessary improvements for the movement of artillery or supply trains.
 Brevet Major Lugenbeel followed the long established Indian trail, then Hudson Bay Company brigade trail from the U.S. Fort Walla Walla area to Hudson Bay Company Fort Colvile, but had to leave the trail at current Orin-Rice Road, two miles south of Colville, where the southernmost land claims of the Hudson Bay Company fort began.
 Washington Territorial Governor Isaac Stevens and the U.S. Army were ordered by the United States Department of State to honor land ownership claims by the Hudson Bay Company.
 Lugenbeel's command arrived from Fort Walla Walla on June 20, 1859; Pinkney Lugenbeel was later credited with improving and building up the Military Road.
William Kennedy (April 1814 - January 25, 1890) was born at Cumberland House, Saskatchewan, a son of the Hudson's Bay Company Chief Factor, Alexander Kennedy and his English/Cree wife, Aggathas Margaret (Mary) Bear, daughter of Philip Turnor a cartographer for the HBC.
 He traveled extensively through the western region, with his family, residing at many Hudson's Bay Company Posts and Forts including Fort Spokane, and Fort Astoria while his father was the Chief Factor of the Columbia District.
 At thirteen, he was sent to his father’s birthplace of St. Mary's Hope in the Orkney Islands for his education.
 In 1836 he returned to Canada after his father's death.
 Wanting to return to England to become a surgeon like his older brothers, he could not get the sponsorship.
 Instead, he was employed as a fur-trader with the Hudson's Bay Company.
William Sinclair (b. c. 1794 – 12 October 1868) was a chief factor of the Hudson's Bay Company.
 He was a brother of James Sinclair and his father, also William Sinclair, founded the first fort at Oxford House.
The Rupert's Land Act 1868 (31 & 32 Vict.
 c.105) was an Act of the Parliament of the United Kingdom of Great Britain and Ireland (as it then was), authorizing the transfer of Rupert's Land from the control of the Hudson's Bay Company to the Dominion of Canada.
 This is the largest land purchase in Canada's history.
 The transfer occurred in 1869 and was consummated in 1870 by the payment of a consideration of £300,000 (£27 million in 2010) to the Hudson's Bay Company, as mandated by the Rupert's Land and North-Western Territory Order of 1870.
 Under this agreement, the Bay Company also retained rights to 20% of the arable land in the territory.
 In short, this was an act giving Rupert's Land to Canada.
Fort Nisqually was an important fur trading and farming post of the Hudson's Bay Company in the Puget Sound area, part of the Hudson's Bay Company's Columbia Department.
 It was located in what is now DuPont, Washington.
 Today it is a living history museum located in Tacoma, Washington, USA, within the boundaries of Point Defiance Park.
 The Fort Nisqually Granary, moved along with the Factor's House from the original site of the second fort to this park, is a U.S. National Historic Landmark.
 Built in 1843, the granary is the oldest building in Washington state and one of the only surviving examples of a Hudson's Bay Company "post on sill" structure.
 The Factor's House and the granary are the only surviving Hudson's Bay Company buildings in the United States.

Question: What is the name of the land controversy James Sinclair was attempting to win after being authorized by the Hudson's Bay Company?
Answer: Oregon boundary dispute