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Does apt-get upgrade checksum deb files?

If yes then where exactly it checks? After downloading a deb file or while installing it? Does it download the checksum from the repository or is the checksum embedded in deb file itself? Does software-updated gui behave like apt-get?

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Yes: it downloads signed checksums from the same repository as the package, verifies that the signature matches an accepted key, and finally verifies the checksum of the .deb file.

The GUI calls apt in the background and in effect does the same.

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