diff --git a/modules/build/src/test/scala/scala/build/tests/ActionableDiagnosticTests.scala b/modules/build/src/test/scala/scala/build/tests/ActionableDiagnosticTests.scala
index d235dd6c4e..4cbca3b2fa 100644
--- a/modules/build/src/test/scala/scala/build/tests/ActionableDiagnosticTests.scala
+++ b/modules/build/src/test/scala/scala/build/tests/ActionableDiagnosticTests.scala
@@ -208,7 +208,30 @@ class ActionableDiagnosticTests extends munit.FunSuite {
         val testLibDiagnosticOpt = updateDiagnostics.collectFirst {
           case diagnostic: ActionableDependencyUpdateDiagnostic => diagnostic
         }
-        println(testLibDiagnosticOpt)
+        expect(testLibDiagnosticOpt.isEmpty)
+    }
+  }
+
+  test("actionable actions should not suggest update if uses version: latest") {
+    val testInputs = TestInputs(
+      os.rel / "Foo.scala" ->
+        s"""//> using toolkit "latest"
+           |
+           |object Hello extends App {
+           |  os.list(os.pwd).foreach(println)
+           |}
+           |""".stripMargin
+    )
+    testInputs.withBuild(baseOptions, buildThreads, None, actionableDiagnostics = true) {
+      (_, _, maybeBuild) =>
+        val build = maybeBuild.orThrow
+
+        val updateDiagnostics =
+          ActionablePreprocessor.generateActionableDiagnostics(build.options).orThrow
+
+        val testLibDiagnosticOpt = updateDiagnostics.collectFirst {
+          case diagnostic: ActionableDependencyUpdateDiagnostic => diagnostic
+        }
         expect(testLibDiagnosticOpt.isEmpty)
     }
   }
diff --git a/modules/options/src/main/scala/scala/build/actionable/ActionableDependencyHandler.scala b/modules/options/src/main/scala/scala/build/actionable/ActionableDependencyHandler.scala
index bbe42cb3d4..a5d83f1f3b 100644
--- a/modules/options/src/main/scala/scala/build/actionable/ActionableDependencyHandler.scala
+++ b/modules/options/src/main/scala/scala/build/actionable/ActionableDependencyHandler.scala
@@ -1,7 +1,7 @@
 package scala.build.actionable
 
 import coursier.Versions
-import coursier.core.Version
+import coursier.core.{Latest, Version}
 import coursier.parse.RepositoryParser
 import dependency._
 
@@ -29,8 +29,7 @@ case object ActionableDependencyHandler
     val dependency     = setting.value
     val currentVersion = dependency.version
     val latestVersion  = value(findLatestVersion(buildOptions, dependency))
-
-    if (Version(latestVersion) > Version(currentVersion))
+    if (Version(latestVersion) > Version(currentVersion) && !isLatestSyntaxVersion(currentVersion))
       if (dependency.userParams.contains("toolkit"))
         Some(ActionableDependencyUpdateDiagnostic(
           setting.positions,
@@ -51,6 +50,9 @@ case object ActionableDependencyHandler
       None
   }
 
+  /** Versions like 'latest.*': 'latest.release', 'latest.integration', 'latest.stable'
+    */
+  private def isLatestSyntaxVersion(version: String): Boolean = Latest(version).nonEmpty
   private def findLatestVersion(
     buildOptions: BuildOptions,
     dependency: AnyDependency