It depends on who you ask – according to a survey, 23 percent of the roofing company owners said they made under $50,000 per year! A larger percentage of 40% of owners were earning $50,001 to $100,000 annually, & 24 percent of roofing company owners were earning $100,001 to $200,000 annually. I was very surprised by these numbers because the clients we often work for, are generally doing better than these numbers might suggest.