According to the biography about him, Roy Thomson was determined to learn how to start a radio station. He tracked down the company that owned the license to broadcast in his area and struck a deal to acquire the license for $1. He struck another deal to set up his station in a building owned by a theatre company, paying in advertising time, not dollars. Station CFCH went live in March 1931.

Roy had solved his problem. Radio orders began rolling in. But he needed cash to pay for radios he’d gotten from the manufacturer on consignment. He landed a big contract with a large store in a rural community and leveraged that purchase order to borrow enough money to pay the manufacturer. Roy narrowly avoided bankruptcy.

Things remained tight for a few years, to the point that Roy’s employees knew they couldn’t immediately deposit their paychecks. Despite the shaky ground his business was on, Roy was elected North Bay alderman in 1931 and lost a bid to become mayor of North Bay in 1932. He then refocused his energies on expanding his business and eyed Timmins and Kirkland Lake, both in Ontario, as promising cities. Roy borrowed money from a bank and launched station CKGB in Timmins.

With CKGB flourishing, Roy partnered with a politically connected friend to get a radio license in Kirkland Lake. He raised money from wealthy Kirkland Lake residents and launched CJKL, which was well received. Roy was on a roll but still on thin ice financially.

When the local newspaper in Timmins, the Citizen, attacked Roy’s station CKGB for running ads for a competing newspaper, Roy offered to buy the unprofitable Citizen for $6,000. The owner, a gentleman named Bartleman, accepted, and Roy financed the deal by providing $200 at closing and giving Bartleman twenty-eight promissory notes for $200 each, payable over twenty-eight months. Roy sold his supply store to an employee. He changed the Citizen to the Timmins Press, and in 1934 Roy was a publisher.

To learn best practices for newspapers, Roy looked up the names of a hundred American cities the size of Timmins and ordered a copy of each one’s paper. He measured the layout of each paper and estimated the earning power of a small rural paper. Using his analysis, he optimized the size of each section of the Press to maximize its earning power.

Roy also realized that he had to publish more frequently to beat the competing town paper. He went from weekly to twice a week and, finally, daily in September 1935. Going daily was painful for his staff to execute. Readers got their papers late for a few months until his team got the hang of things. Roy ended up having to borrow $4,000 to upgrade his equipment to make daily publication feasible, but the investment paid off. Readers enjoyed having a daily paper, and the Press became the popular town newspaper.

Roy wasn’t able to pay the promissory notes, so he made Bartleman and his associate directors on his board and gave them ownership stakes in his company. With an eye on growth, Roy bought another station, CJCS, in Stratford, Ontario. The fact that he never had enough money in his accounts to cover payroll didn’t stop Roy from acquiring to grow.

By this time, Roy was managing four radio stations, a paper, and team members in various cities. He didn’t have a partner, so he worked sixteen or seventeen hours a day, negatively impacting his time with his family. He lost some of his connection with them. But Roy was 42, and in his mind he was twelve years behind on becoming a millionaire, so the sacrifice was worth it. Little did he know he was about to meet someone who would help him take his company to the next level and improve his personal life.