The migration from javax.servlet to jakartaee.servlet has major implications on Jenkins. Even setting aside plugin compatibility, the migration implies the following upgrades to core and core components:

• Upgrade Apache Commons FileUpload from 1.4 to 2.0 (first version that supports new Servlet API imports)
• Upgrade Jakarta Server Pages (JSP) API from 2.3.3 to 3.0.0 (required for Jetty upgrade)
• Upgrade Jakarta Servlet API from 3.1.0 to 5.0.0 (the main change)
• Upgrade Jakarta Standard Tag Library (JSTL) API from 1.2.7 to 2.0.0 (required for Jetty upgrade)
• Upgrade Jetty from 10.x to 11.x (first version that supports new Servlet API imports)
• Upgrade Maven Shade Plugin from 3.3.0 to 3.3.1 (required for Java 17 upgrade)
• Upgrade Spring Framework from 5.3.x to 6.0.x (first version that supports new Jakarta imports, requires Java 17)
• Upgrade Spring Security from 5.7.x to 6.0.x (first version that supports new Jakarta imports, requires Java 17)
• Upgrade WebSocket API from 1.1 to 2.0.0 (first version that supports new Jakarta imports)

In addition to the above, a plugin compatibility layer needs to be written to support plugins that consume the old javax.servlet API.