Forsyth, Richardson and Company (1827–1847)

Anderson's marriage to Ann Richardson, the daughter of John Richardson (the senior partner at Forsyth, Richardson and Company) undoubtedly helped in any nepotistic opportunities for him with the firm; and Anderson ended up becoming the company's last president.

In 1847, Forsyth, Richardson and Company faced a calamity from which it would not recover: the firm suffered a massive capital pull-out from its shareholders. As president, Anderson led the company through the eventual dissolution of its co-partnership with Forsyth, Walker and Company.^[2]

Anderson, Auldjo and Company (1847–1852)

With the old Company dissolved, the Montreal business was reorganized and renamed as Anderson, Auldjo and Company. Anderson was the senior partner and the others—Louis Auldjo, William Evans, and Thomas Forsyth—were clerks from the old firm.^[2]

Anderson, Evans and Company (1852–1858)

When Louis Auldjo departed the company to start his own in 1852, the result was another reorganization and renaming of the firm as Anderson, Evans and Company, hardware merchants and importers.^[2]

Anderson, Evans and Evans (1858–1861)

The addition of new partners, Samuel Evans and Thomas Evans, entailed another reorganization and renaming of the company in 1858 as Anderson, Evans and Evans. This partnership was finally dissolved in 1861 when Anderson decided to focus on banking.^[1][2]

Director (1830–1869)

Anderson served as a director of the Bank of Montreal (1830–34)—a position procured by being the son-in-law of one of the bank's more important founders and shareholders. He re-engaged himself as a director of the bank in 1835 and served until his retirement in 1869. During an exchange crisis in Canada in 1837, Anderson was an active member of the director's committee in deciding the bank's policies.^[2]

In 1840, Anderson supported the expansion of the bank's operations into Upper Canada, a move that was captained by the bank's then president, Peter McGill. In 1841, Anderson represented the bank before Canada's Legislative Assembly's Committee on Money and Banking. Anderson presented arguments for new legislation that would allow and support for more branch banking to be accessible in Canada.^[2]

Vice President (1847–1860)

On Joseph Masson's retirement as vice president of the bank, on June 8, 1847, Anderson was elected as his successor. On June 5, 1860, Anderson was unanimously elected to succeed Peter McGill as the sixth president of the Bank of Montreal.^[2]

President (1860–1869)

Despite being viewed as "one of the old race of Canadian Merchants", Anderson—during his presidency—ensured, through his reorganization, that the bank adapted to the evolving economic and political environments: economically, Canada was moving from a mercantile to a more sophisticated and corporate system.^[2]

Anderson was a member of the board of directors representing Canada for the Liverpool, London Fire and Life Insurance Company (1855–73) and served as chairman (1855–72) and this experience led him to open opportunities up for the Bank of Montreal: he allowed branch the bank's managers to offer insurance products and other corporate interests.^[2]

In 1862, Anderson created the position of "general manager" and chose the Scottish banker, David Davidson (1862–63), who was succeeded by the Irish banker Edwin Henry King (1863). King proved a shrewd, competent, and skillful general manager and would later succeed Anderson as the bank's 7th president.^[2]

During the American Civil War, the bank was able to profit greatly from the situation: King's knowledge of the American money market combined with the union's constant need for more financial credit and the bank's ready access to English gold, meant that the bank was able to exploit the war to its advantage.^[2]

In November 1863, the bank acquired the account for the Government of Canada from its failing rival, The Bank of Upper Canada, which was in severe decline, and the bank began to use the influence that came with managing the government's financial account.^[2]

In 1866, the bank used their influence to promote legislation which enabled banks to take government debentures and species and convert them into provincial notes (a law that was especially advantageous to banks who dealt with government accounts) and the legislation was enacted.^[2]

In 1867, King persuaded the first prime minister of Canada, John Alexander MacDonald, not to assist the Bank of Montreal's failing rival Commercial Bank of the Midland District (contrary to the advice from his own minister of finance, Alexander Tilloch Galt). This led to the failure of the bank which was one of Canada's most powerful institutions.^[2]

Though Anderson's annual reports were cautious, the bank thrived during the 1860s: deposits tripled in 9 years, which was mainly due to the flight of assets and capital to Canada during the American Civil War. Gold, silver, and coin holdings had also increased with the addition of government debentures making the institution more stable than ever before. Anderson retired as president in 1869 due to his deteriorating health, and the bank's board of directors awarded him a stipend of $2000 for his service.^[1][2]

Montreal Board of Trade (1829–1850)

In 1829, Anderson joined the executive committee of the newly organized Montreal Committee of Trade (later the Montreal Board of Trade) and was later elected vice-president (1849) also serving on the board's executive council and Board of Arbitration (1842–50).^[2]

McGill University (1845–1873)

Anderson was also a member of the board of governors for McGill University from May 2, 1845, until his death. During this time, he donated generously to facilities and served on multiple committees concerning the university's affairs. He served as vice-chairman of the board of governors (1851–52) and then as the first member of the university's finance committee.^[1][2]

Montreal General Hospital

Anderson was treasurer of the Montreal General Hospital, an institution to which his father-in-law, John Richardson, had contributed greatly. Anderson also supported the Longueuil Mission. His wife, Ann Anderson, was an active supporter of multiple organizations including the Lying-in Hospital Society and the Ladies Benevolent Society (which her mother had reorganized in 1832).^[1][2]

Religious interests

Although Anderson was of strict Anglican faith, he had a reserved pew at St Gabriel Street Presbyterian Church, Montreal. This reserved pew was more of a social inclination rather than a spiritual one: most Scottish merchants in Montreal attended this church, so it is easy to discern that Anderson's regular attendance was a status issue. Anderson also attended his proper Anglican obligations, he attended Christ Church, Montreal, and was later a member of the congregation of St James the Apostle, Montreal.^[2] In 1856, Anderson joined a committee to formulate plans to construct the new Christ Church Cathedral and served as fiduciary secretary for the Parochial Endowment Fund (invested some of its money in the Bank of Montreal shares).^[2]

Anderson died on May 28, 1873, and was buried in the Anglican parish of St James the Apostle, Montreal on May 31, 1873.^[1]