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One of the recommended practices to install a software from source is using checkinstall because it's easier to remove the software later.

But what's the best practice for updating such a software?

Should I remove the installed .deb package first and install the updated software again via checkinstall? Or can I directly install the software again and the system will automatically recognize that there is an old version of this software installed and overwrite it?

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The crucial installation option with checkinstall is the --pkgversion option. If this is set correctly:

  1. A lesser version of your checkinstall-installed software will not overwrite a more recent version of your software application
  2. A more recent version will replace your checkinstall-installed software application

In this way checkinstall integrates very nicely with the Ubuntu package management system, and this system will automatically make room for a checkinstall produced package.

You do not necessarily have to specify this option on the commandline as checkinstall will normally do a great job of finding the correct version number...

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