> What's your installer story? For installable software, do you know how to produce the installer for it? Too often the installer work is left until just before launch
Putting on my sysadmin hat: Please do this. Please.
Think about the people who have to install and maintain your software.
Talk with real sysadmins about how they deploy software if you don't have experience doing it. Think about how you'd deploy, remove, and update it on large numbers of machines-- particularly where the users don't have administrative rights or where the machines are automatically-provisioned "cattle".
Also, use off-the-shelf installer systems, if you can, versus rolling your own. The maintainability will be a lot better.