I got a little snagged when running Tomcat 5.5 application server on an XP box. War files were not deploying correctly.
This can happen when one of the files or folders is read only. On redeployment the Tomcat deployer will get hung up on the read only file/folder and will not deploy the context. Not only that..you won’t even get an error message.
The really frustrating thing about the whole mess…is that it will deploy CORRECTLY on the first deployment…so you think everything is hunky-dory.
So the answer (obviously) is make sure the files and folders properties are NOT set to read-only.