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Yes, basement insulation needs a vapor barrier due to its susceptibility to moisture seeping in from the outside of the house. You should install a moisture barrier before you install insulation or purchase insulation that comes prebuilt with a moisture barrier to avoid water damage in your insulation and costly mold and water remediation expenses. 

Yes, insulating ductwork in a crawl space is a worthwhile investment, especially if you live in a colder climate or run your air conditioning for most of the year. Uninsulated ducts can lose up to 30% of their heating and cooling efficiency, which can significantly impact your electricity bill. The project is a relatively small investment and typically only takes a few hours. It's a particularly simple add-on if you are already hiring someone to insulate the entire crawl space. An added benefit is that insulated ducts put off less hot or cold air, making them less attractive to pests.

You do not always need to remove old insulation before adding new. If the existing insulation is in good condition—not wet, physically damaged, moldy, or infested with pests—you can add new insulation directly on top of it for a compounding effect. You can also mix different types, such as adding blown-in insulation around existing fiberglass batts.

However, removal is recommended if the old insulation is compromised by water damage or pests. You should also remove it if you plan to install a different type of insulation, like switching from roll or batt insulation to spray foam. If the existing insulation is very old or damaged, you will likely get more benefit from removing it and starting fresh.

Vapor barriers in attics are a bit outdated and most areas no longer recommend them for attic spaces. For vented attics, the best method is usually to install drywall and cover it with latex paint before attaching insulation fiberglass, cellulose, or foam insulation. When renovating an attic to use as a living space, a contractor can guide you on the best way to cover insulation.