After this debacle Bent spent 18 years on the backbench, concentrating on his property dealings. His fortunes suffered a reversal in 1888 when a bad investment in Ringwood caused the collapse of the Thomas Bent Land Co., but he soon recovered and became a leading player in the great Land Boom that reached its climax in 1890. For instance, in 1884 Bent purchased property in Exhibition Street for 1488 pounds and on the same day resold it for 2000 pounds. In 1892 he surprised his critics by being elected Speaker as part of a complex political deal. A newspaper asked: "Why is Speaker Bent the first commoner in the land? Because no-one commoner than Bent can be found." There was an element of snobbery in this. Bent was the first Victorian Premier with a strong Australian accent, and was held in contempt by the Anglo-Scottish Melbourne establishment.