Fidler joined the Hudson's Bay Company as a labourer at London and took up his post at York Factory in 1788. He was promoted to clerk and posted to Manchester House and South Branch House in what later became Saskatchewan within his first year. In 1790, he was transferred to Cumberland House and given training in surveying and astronomy by Philip Turnor who also trained David Thompson. On 23 December 1788, Thompson had seriously fractured his leg, forcing him to spend the next two winters at Cumberland House convalescing which gave Fidler the opportunity to accompany Turnor on an exploration expedition to the west from 1790 to 1792 attempting to find a route to Lake Athabaska and Great Slave Lake and therefore a route to the Pacific Ocean. Although the river route to the west his employer sought was found not to exist, on this and following expeditions Fidler gathered data for the first of several maps that he produced. Information he gathered was incorporated into the maps of North America produced by Aaron Arrowsmith. In 1795, the London Committee of the HBC sent Fidler inland again, this time to map the area west of Lake Winnipegosis where Charles Thomas Isham had built three posts - Swan River House, Marlborough House, and Somerset House. Fidler helped Isham establish another fort at Carlton House, not to be confused with Fort Carlton which is a National Historic Site. The following May, Fidler moved on to Buckingham House as surveyor. He established Bolsover House in 1797;Greenwich House at Lac la Biche in 1799; Chesterfield House in 1800; and Nottingham House in 1802. While at Chesterfield House, Fidler collected valuable information and maps about Blackfoot Confederacy territory throughout the Upper Missouri region, including two maps drawn by Ackomokki. In 1806, after two years of harassment by Samuel Black of the rival North West Company, Fidler surrendered Nottingham House on Lake Athabasca and fled the post with his men. Fidler was surveyor and district manager at Brandon House between 1814–1819, including when the post was plundered by a group of men who days later would be involved in the Battle of Seven Oaks. In his will he requested that anything remaining from his other bequests be placed in a fund and the interest be allowed to accumulate until August 16, 1969, at which time the whole would be paid to the next male heir in descent from his son Peter. As of 1946 this fund could not be located.
Recognition
Fidler Point on Lake Athabasca is named for Fidler. There is a large carved monument to Fidler at Elk Point, Alberta and a monument to his legacy at Fort Dauphin created by the Manitoba Land Surveyors. In his home town of Bolsover, there is a local nature reserve containing a monumental cairn named after him.