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Yes, removing a chimney is a difficult and major undertaking. Chimneys often provide structural support to a home, so if it's a load-bearing structure, you'll need to take extra precautions to maintain your home's integrity. A project of this complexity typically requires a structural engineer, a masonry contractor, and a demolition crew. The removal process may involve taking the chimney out brick by brick from inside the walls. The cost for chimney removal can range from $2,000 to $10,000, depending on the job's complexity. Due to the difficulty and cost, some homeowners opt to remove the fireplace and seal the chimney at the top and bottom, sometimes also removing the visible exterior portion at the roofline.

Roll roofs don’t last as long as traditional roofs, like those made of asphalt shingles. A roll roof typically lasts between five and 15 years, whereas a shingled roof will last between 20 and 50  years. Modified bitumen roofs are similar in look to rolled roofing but have a 12 to 15 year warranty.

If you need to replace the roof over your attached garage, a roofing contractor can perform what is called a partial roof replacement that only affects garage roofing. However, it's important to keep in mind that only replacing a portion of your roof creates a situation where your roofing has two different lifespans. You will also miss out on the opportunity for a full roof warranty. In some cases, having two different roofs on your home could increase risks for leaks. When replacing the roof on a detached garage, homeowners have the option to make the project bigger by upgrading their home roof alongside their garage roof. However, this isn't necessary if your home has a newer, properly functioning roof. It is better to try to match the new garage roof to your home's existing roof instead.

Most manufacturers’ warranties do not cover wind damage to roof shingles, but some companies include a wind warranty rider in their warranty offer. You can purchase this rider to protect yourself, your wallet, and your roof from any damage that might occur from wind. Be sure to read all the fine print and understand any limitations of the warranty.