Expected behavior: Should be able to upgrade eclipse or launch newer version of eclipse and point it at workspace and if JBoss Tools have just been installed on that newer version of eclipse entries on Servers tab should just work without starting to go through the motions of adding a new WildFly server first: If you start the process of adding another WildFly server, it will download the missing components and prompt you to restart eclipse. After restart, all WildFly servers listed on Servers tab work.