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Fall is widely considered the best time of year to replace a roof. The moderate temperatures are ideal for roofing crews to work and for new shingles to seal properly. Additionally, autumn weather is often drier, reducing the risk of weather-related delays compared to the rainier spring season.

While spring is also a viable option, the higher chance of rainfall can slow down the project. The main drawback to a fall installation is that it's the peak season for roofers, which can lead to higher prices and scheduling challenges.

To potentially save money, you could consider scheduling your roof replacement during the summer or winter off-seasons. However, both seasons have significant disadvantages. Extreme summer heat can make shingles too soft to handle, while winter's cold, snow, and ice can create dangerous working conditions and prevent shingles from sealing correctly, as they typically require temperatures above 40-45°F.

Architectural shingles typically last between 20 and 30 years. While some manufacturers provide warranties for 30 to 50 years, particularly for extreme weather, achieving such a long lifespan is uncommon. The actual life of your shingles can be shorter if you live in an area prone to strong winds, hailstorms, or other severe weather. To avoid the risk of roof failure and costly water damage from leaks, it is recommended to replace your roof before it reaches the end of its expected life. Scheduling regular roof inspections every few years is a good way to assess your roof's condition and determine the best timeline for replacement.

Roof vents are an essential part of a roof, as they promote energy efficiency by keeping warm, humid air at bay. The roofing material, especially asphalt shingles, will not last as long as it should (about half of its manufacture life) if the attic is not ventilated. Also, going without ventilation means having a warm attic that demands more from your air conditioning system (and your wallet, once the bills come). Ridge vents and roof vents also prevent a host of other icky moisture-related problems like rot, mold, and mildew.

While you can technically install TPO roofing over an existing roof, it isn't always wise to do so. The more layers of material you add to your roof, the more weight it must support. You may also develop moisture issues by covering your existing roof with TPO. Your local building codes and regulations may actually require you to remove the existing roof before adding TPO, so check with your local municipality.