The company then took major gamble winning the fierce bidding war for the final undeveloped property at the corner of King and Bay. The Reichmans won the contract to build Canada's tallest building, First Canadian Place in 1971. The project almost collapsed, however, when reformist mayor David Crombie put a halt to major development projects. After three years of lobbying the project finally went ahead to great success.
Both Reichmann brothers were strongly religious Haredi Jews and were considered eccentrics for shutting down their construction sites for the Jewish Sabbath and for all Jewish holidays. Even while the success of O&Y made them one of the world's richest families they continued to live relatively austere lives.
In the mid-1980s the company diversified. In 1985 it bought Gulf Canada Resources Limited, a deal that attracted much controversy because it earned the company multi-million dollar tax breaks. They also acquired a 50.1% control of Brinco Ltd. in 1980 then the following year an 82% controlling interest in Abitibi-Price Inc.. As well, they held a significant shareholding in the Royal Trust Company. In 1980, they had also acquired English Property Corp, one of the largest British developers, which would eventually lead to the Canary Wharf property development. Following a highly-publicized legal battle with Britain's Allied Lyons PLC for control of Canadian-based distillers Hiram Walker-Gooderham & Worts Ltd., the makers of the popular Canadian Club brand of rye whiskey, in 1987 Olympia and York became Allied Lyons' largest shareholder.
In the late 1980s the company undertook to develop the Canary Wharf site in the east of London. The 83 acre (336,000 m²) site would become the largest development project in the world, which would incorporate One Canada Square, Britain's tallest skyscraper. The project ran into problems however. Britain entered a recession, British firms were unwilling to relocate from the traditional financial centre within the City, and despite a personal promise by Margaret Thatcher the London Underground was not extended to the site (although it eventually did by 2000 upon the opening of the Jubilee Line Extension). The office space at Canary Wharf remained largely empty and Olympia and York began to run out of money.
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