Is it worth adding the GDB pretty printers like CodeLite does and include them in the C:B installer?
IMO: Nope, these files shouldn't be part of the installation because they would get outdated. We cannot ship every given library or helper file in the world, for every version.
Okay, so how do you make it easier for the end user to configure and setup the GDB pretty printers?
This is hypothetical in that I have no idea if the GDB pretty printer files included in CodeLite are available on the internet from an official site/page/url, but if they are I could add another page in the installer to download the files and open a page on the internet that has instructions on it for the end user to follow. Another option is to add another option on the installer's compiler download page to open the page that has the instructions on it.