To run sudo command the we need to provide username and password as the command would be waiting for an password as an input during the actual execution, it would waiting. Looks like you are using identifyFile so either switch it to use username password or add support for password less sudo access on these commands.

I am also facing this issue. If the user does not have password-less sudo access, the pipeline is not prompting for the password.

Here is my code

def remote = [:]
remote.name = 'test'
remote.host = '10.0.0.1'
remote.user = 'user'
remote.password = 'password'
remote.allowAnyHosts = true

pipeline {
agent any
stages {
stage('Run command') {
steps

}

}
}

Add sudo: true param to let that step know that it is sudo command:
https://github.com/jenkinsci/ssh-steps-plugin#sshcommand

sshCommand remote: remote, command: 'sudo uptime', sudo: true

It does not prompt the password with the above options. Please find the attached screenshot.

The prompt won't show up in Jenkins or even during the execution, while running the command when it prompts for the password, it provides during the runtime. Please make sure this user has permission to run the sudo commands. Try to run this command outside jenkins by logging into the box and make sure it works.

I can login and run sudo commands on the server directly. But when i execute the pipeline from Jenkins, it fails after few mins with below error.

Is there any other dependency?
Executing command on test[xxxxxxxxxxxxxxxx]: sudo uptime sudo: trued6663c80-6296-4886-82f3-f04a84657db3
Failed command test#0 with status 1: sudo -S -p 'd6663c80-6296-4886-82f3-f04a84657db3' sudo uptime[Pipeline] }[Pipeline] // stage[Pipeline] }[Pipeline] // node[Pipeline] End of Pipelineorg.hidetake.groovy.ssh.session.BadExitStatusException: Command returned exit status 1: sudo -S -p 'd6663c80-6296-4886-82f3-f04a84657db3' sudo uptime
at sun.reflect.NativeConstructorAccessorImpl.newInstance0(Native Method)
at sun.reflect.NativeConstructorAccessorImpl.newInstance(NativeConstructorAccessorImpl.java:62)
at sun.reflect.DelegatingConstructorAccessorImpl.newInstance(DelegatingConstructorAccessorImpl.java:45)
at java.lang.reflect.Constructor.newInstance(Constructor.java:423)
at org.codehaus.groovy.reflection.CachedConstructor.invoke(CachedConstructor.java:83)
at org.codehaus.groovy.reflection.CachedConstructor.doConstructorInvoke(CachedConstructor.java:77)
at org.codehaus.groovy.runtime.callsite.ConstructorSite$ConstructorSiteNoUnwrap.callConstructor(ConstructorSite.java:84)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCallConstructor(CallSiteArray.java:60)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.callConstructor(AbstractCallSite.java:235)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.callConstructor(AbstractCallSite.java:255)
at org.hidetake.groovy.ssh.session.execution.SudoHelper.execute(SudoHelper.groovy:76)
at org.hidetake.groovy.ssh.session.execution.SudoHelper$execute.call(Unknown Source)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCall(CallSiteArray.java:48)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:113)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:125)
at org.hidetake.groovy.ssh.session.execution.Sudo$Trait$Helper.executeSudo(Sudo.groovy:18)
at org.hidetake.groovy.ssh.session.execution.Sudo$Trait$Helper$executeSudo$0.call(Unknown Source)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCall(CallSiteArray.java:48)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:113)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:141)
at org.hidetake.groovy.ssh.session.SessionHandler.executeSudo(SessionHandler.groovy)
at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
at java.lang.reflect.Method.invoke(Method.java:498)
at org.codehaus.groovy.runtime.callsite.PogoMetaMethodSite$PogoCachedMethodSite.invoke(PogoMetaMethodSite.java:169)
at org.codehaus.groovy.runtime.callsite.PogoMetaMethodSite.call(PogoMetaMethodSite.java:71)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCall(CallSiteArray.java:48)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:113)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:133)
at org.hidetake.groovy.ssh.session.execution.Sudo$Trait$Helper.executeSudo(Sudo.groovy)
at org.hidetake.groovy.ssh.session.execution.Sudo$Trait$Helper$executeSudo.call(Unknown Source)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCall(CallSiteArray.java:48)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:113)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:133)
at org.hidetake.groovy.ssh.session.SessionHandler.executeSudo(SessionHandler.groovy)
at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
at java.lang.reflect.Method.invoke(Method.java:498)
at org.codehaus.groovy.reflection.CachedMethod.invoke(CachedMethod.java:93)
at groovy.lang.MetaMethod.doMethodInvoke(MetaMethod.java:325)
at org.codehaus.groovy.runtime.metaclass.ClosureMetaClass.invokeMethod(ClosureMetaClass.java:384)
at groovy.lang.MetaClassImpl.invokeMethod(MetaClassImpl.java:1022)
at org.codehaus.groovy.runtime.callsite.PogoMetaClassSite.callCurrent(PogoMetaClassSite.java:69)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCallCurrent(CallSiteArray.java:52)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.callCurrent(AbstractCallSite.java:154)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.callCurrent(AbstractCallSite.java:166)
at org.jenkinsci.plugins.sshsteps.SSHService$_executeCommand_closure3$_closure13.doCall(SSHService.groovy:180)
at org.jenkinsci.plugins.sshsteps.SSHService$_executeCommand_closure3$_closure13.doCall(SSHService.groovy)
at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
at java.lang.reflect.Method.invoke(Method.java:498)
at org.codehaus.groovy.reflection.CachedMethod.invoke(CachedMethod.java:93)
at groovy.lang.MetaMethod.doMethodInvoke(MetaMethod.java:325)
at org.codehaus.groovy.runtime.metaclass.ClosureMetaClass.invokeMethod(ClosureMetaClass.java:294)
at groovy.lang.MetaClassImpl.invokeMethod(MetaClassImpl.java:1022)
at org.codehaus.groovy.runtime.callsite.PogoMetaClassSite.call(PogoMetaClassSite.java:42)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCall(CallSiteArray.java:48)
at org.codehaus.groovy.runtime.callsite.PogoMetaClassSite.call(PogoMetaClassSite.java:57)
at org.hidetake.groovy.ssh.util.Utility.callWithDelegate(Utility.groovy:17)
at sun.reflect.NativeMethodAccessorImpl.invoke0(Native Method)
at sun.reflect.NativeMethodAccessorImpl.invoke(NativeMethodAccessorImpl.java:62)
at sun.reflect.DelegatingMethodAccessorImpl.invoke(DelegatingMethodAccessorImpl.java:43)
at java.lang.reflect.Method.invoke(Method.java:498)
at org.codehaus.groovy.reflection.CachedMethod.invoke(CachedMethod.java:93)
at groovy.lang.MetaMethod.doMethodInvoke(MetaMethod.java:325)
at org.codehaus.groovy.runtime.callsite.StaticMetaMethodSite.invoke(StaticMetaMethodSite.java:46)
at org.codehaus.groovy.runtime.callsite.StaticMetaMethodSite.callStatic(StaticMetaMethodSite.java:102)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCallStatic(CallSiteArray.java:56)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.callStatic(AbstractCallSite.java:194)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.callStatic(AbstractCallSite.java:214)
at org.hidetake.groovy.ssh.session.SessionTask.wetRun(SessionTask.groovy:64)
at org.hidetake.groovy.ssh.session.SessionTask.call(SessionTask.groovy:48)
at java_util_concurrent_Callable$call.call(Unknown Source)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCall(CallSiteArray.java:48)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:113)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:117)
at org.hidetake.groovy.ssh.core.Service.run(Service.groovy:81)
at org.hidetake.groovy.ssh.core.Service$run$0.call(Unknown Source)
at org.codehaus.groovy.runtime.callsite.CallSiteArray.defaultCall(CallSiteArray.java:48)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:113)
at org.codehaus.groovy.runtime.callsite.AbstractCallSite.call(AbstractCallSite.java:125)
at org.jenkinsci.plugins.sshsteps.SSHService.executeCommand(SSHService.groovy:177)
at org.jenkinsci.plugins.sshsteps.steps.CommandStep$Execution$CommandCallable.execute(CommandStep.java:84)
at org.jenkinsci.plugins.sshsteps.util.SSHMasterToSlaveCallable.call(SSHMasterToSlaveCallable.java:32)
at hudson.remoting.LocalChannel.call(LocalChannel.java:45)
at org.jenkinsci.plugins.sshsteps.steps.CommandStep$Execution.run(CommandStep.java:72)
at org.jenkinsci.plugins.sshsteps.util.SSHStepExecution.lambda$start$0(SSHStepExecution.java:84)
at java.util.concurrent.Executors$RunnableAdapter.call(Executors.java:511)
at java.util.concurrent.FutureTask.run(FutureTask.java:266)
at java.util.concurrent.ThreadPoolExecutor.runWorker(ThreadPoolExecutor.java:1149)
at java.util.concurrent.ThreadPoolExecutor$Worker.run(ThreadPoolExecutor.java:624)
at java.lang.Thread.run(Thread.java:748)
Finished: FAILURE
 

I am experiencing the same Issue, the user has rights to execute any command via sudo, the password was provided correctly. Login to the remote machine is successful, but when I try to use any command with "sudo: true" the execution hangs forever.

Here is the code I used:

def remote = [:]
 remote.name = 'app.example.org'
 remote.host = 'app.example.org'
 remote.user = 'user'
 remote.password = 'pass'
 remote.allowAnyHosts = true
 
def applicationName = "app"
def baseDirectory = "/opt/example/" + applicationName
Map deploymentDirectories = [backupFolder: baseDirectory + "/backup", tempFolder: baseDirectory + "/temp", migrationFolder: baseDirectory + "/migration", configFolder: baseDirectory + "/config"]

pipeline {
    agent { label 'master' }
    stages {
        stage('Example Stage') {
            steps {
                timestamps {
                    script {
                        sshCommand remote: remote, command: "mkdir -p ${baseDirectory}" // <- Working
                        deploymentDirectories.each {
                            sshCommand remote: remote, command: "sudo mkdir -p ${it.value}", sudo: true // <- stuck forever
                        }                    
                    }
                }
            }
        }
    }
}

Hello, I have the same issue on Ubuntu 16.04.6 LTS.

I had an older Jenkis and jobs working for many years, and after update to version 2.249.2 it appears the same problem.

Here is what worked for me. I found this note in the CHANGELOG on GitHub for version 2.0.0:

When I set pty , it worked. I wasn't prompted interactively to enter a password, it just used the one I provided.

The solution found by David (https://issues.jenkins.io/browse/JENKINS-60698?focusedCommentId=405061&page=com.atlassian.jira.plugin.system.issuetabpanels:comment-tabpanel#comment-405061) to set remote.pty  =true worked for me as well.

Thank you very much arlatoroida .