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PhoneBoy
Admin
Admin

Let's go back to the beginning: what exactly is being upgraded here?
Hardware? Is it a gateway, management, or both?
If management, you should probably use an advanced migration per: https://sc1.checkpoint.com/documents/R80.40/WebAdminGuides/EN/CP_R80.40_Installation_and_Upgrade_Gui...
This means installing R80.40 from scratch on different hardware (or a VM).

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