He joined Sir William Van Horne and former CPR contractors James Ross and Sir William Mackenzie as an investor in street railways in Montreal, Toronto and Winnipeg. Prior to his death, he would be the principal shareholder in Mackenzie's Toronto Power Company. He invested with Van Horne in the Laurentide Paper Company, was among the founding financiers of the British Columbia Sugar Refinery, and was a principal backer of the Federal Telephone Company. The British Columbia Sugar Refinery was started by Benjamin Tingley Rogers, the 'brash' husband of his niece, Mary Isabella Angus.