diff --git a/packages/cli/bin/run b/packages/cli/bin/run
index 9085ee02c2..96cabf59e5 100755
--- a/packages/cli/bin/run
+++ b/packages/cli/bin/run
@@ -56,7 +56,7 @@ const main = async () => {
       return herokuRepl(config)
     }
 
-    if (flags.prompt) {
+    if (typeof flags.prompt === 'boolean') {
       delete flags.prompt
       await promptUser(config, commandName, args, flags)
       await oclif.run([commandName, ...args], config)
diff --git a/packages/cli/package.json b/packages/cli/package.json
index 5f2dad97fc..14b29699db 100644
--- a/packages/cli/package.json
+++ b/packages/cli/package.json
@@ -171,8 +171,7 @@
   "oclif": {
     "repositoryPrefix": "<%- repo %>/blob/v<%- version %>/packages/cli/<%- commandPath %>",
     "additionalHelpFlags": [
-      "-h",
-      "--prompt"
+      "-h"
     ],
     "additionalVersionFlags": [
       "-v",