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I'm currently running Windows 8.1 and have Windows 10 reserved. My subscription isn't up for 198 more days but I'm wondering if it'll carry over to the new OS or if Webroot will think it's a different laptop and be a version without a subscription. I do have a disk but all 3 uses are already up.
Yes it will carry over. Make sure you update to the latest Webroot version before you do your upgrade, however. You want to be on 9.0, which is compatible with Windows 10.

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