The installation of python2.4 on Ubuntu 10.04 had me pulling the hair from my head. I needed to deploy a Plone project using Fabric and buildout-source-release and python2.4, but the latter has been dropped for Ubuntu 10.04. Through dirty hacks it was possible to release, but now I've got the propper solution.
For a customer I needed to have an old school custom Plone template not to be cashed. The site was put behind varnish and just adding "no-cache" headers did not work.
Dealing with plone upgrade issues from 3.1.7. to 3.2.1.