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Whether or not an annual snow removal contract is worth it depends mainly on location. If you live in an area with frequent heavy snowfall, a yearly contract could be better than paying per clearing. If you live in an area where it only snows a few times a year, paying per snowstorm may be a better option.

In most cases, it is best to leave icicles on your roof and allow them to melt naturally. You should only remove them if they are heavy enough to cause damage to your home or pose a safety risk to people below. Attempting to remove icicles yourself can be dangerous, so if you are concerned about immediate damage, it is recommended to hire a professional. To prevent icicles from recurring, you should address the underlying cause, which is often poor insulation. Long-term solutions include improving your home's insulation or installing roof heating coils.

In most cases, it’s worth it to pay for professional snow removal. You can shovel the snow yourself, but it’s very labor-intensive and puts you at risk of injury or illness by performing exhausting manual labor in slippery conditions. Paying a professional removes that risk and saves you time and energy. Depending on your agreement, you could wake up to a cleared driveway and a car that’s ready to drive rather than have to get up early to do the work yourself.

The process to winterize your landscaping depends on the plants you have, but generally speaking, you should rake your lawn to avoid leaves from smothering your grass and leading to mold and fungi growth, wrap young trees to protect from fluctuating temperatures, and fertilize your lawn to provide some nutrients for the grass through the colder temperatures. You can also consider marking off small trees and shrubs to avoid accidentally damaging them with snow removal tools.