This is the part that turns a list of findings into a decision, and it hinges on a number most homeowners have never encountered: repairs to a roof are governed by a physical temperature floor, not by a contractor's preference.
Henry's Canadian product page for its Plastic Roof Cement 810-20, a standard Canadian roofing mastic, instructs users to apply it between 5 °C and 30 °C, states plainly that it should not be applied below 5 °C, and requires a dry surface. That second requirement quietly rules out a great many autumn mornings regardless of what the thermometer says, because a frosted or damp roof is not a dry one.
Now set that floor against the calendar. Using indicative monthly averages published by Statistics Canada — drawn from an older normals period, so treat them as a rough guide rather than a forecast — October average daily temperatures sit above the 5 °C floor almost everywhere: Toronto near 8.9 °C, Halifax 8.3 °C, Ottawa 7.8 °C, Vancouver 10.1 °C, and even Calgary and Winnipeg just above at 5.4 °C and 5.3 °C. By November the picture inverts across much of the country. Winnipeg averages around −5.3 °C, Regina −5.5 °C, Edmonton −5.7 °C, Calgary −3.1 °C, Quebec City −0.7 °C, while Vancouver, Victoria, Toronto, Windsor and Halifax stay nearer the line.
The practical consequence is a working window that differs by roughly a month depending on where you live. A reader in Vancouver and a reader in Saskatoon doing the same walk on the same October weekend are on genuinely different clocks, and that is the strongest argument for doing this in early October rather than late November.
None of which means cold-weather roofing is impossible — only that it is different. IKO's own cold-weather instructions call for shingles to be installed between roughly 4 °C and 26 °C, stored warm so they are not brittle, and hand-sealed when conditions are cold: six nails instead of four, and three quarter-sized dabs of roofing cement under each tab, because the self-sealing strip is heat-activated and will not bond on its own in the cold.