diff --git a/presentation-compiler/src/main/dotty/tools/pc/AutoImports.scala b/presentation-compiler/src/main/dotty/tools/pc/AutoImports.scala
index 896954c4e1a4..1b44dce8c642 100644
--- a/presentation-compiler/src/main/dotty/tools/pc/AutoImports.scala
+++ b/presentation-compiler/src/main/dotty/tools/pc/AutoImports.scala
@@ -320,13 +320,14 @@ object AutoImports:
         case _ => None
 
 
-    def skipUsingDirectivesOffset(
-      firstObjectPos: Int = firstMemberDefinitionStart(tree).getOrElse(0)
-    ): Int =
+    def skipUsingDirectivesOffset(firstObjectPos: Int = firstMemberDefinitionStart(tree).getOrElse(0)): Int =
       val firstObjectLine = pos.source.offsetToLine(firstObjectPos)
+
       comments
         .takeWhile(comment =>
-          !comment.isDocComment && pos.source.offsetToLine(comment.span.end) + 1 < firstObjectLine
+          val commentLine = pos.source.offsetToLine(comment.span.end)
+          val isFirstObjectComment = commentLine + 1 == firstObjectLine && !comment.raw.startsWith("//>")
+          commentLine < firstObjectLine && !isFirstObjectComment
         )
         .lastOption
         .fold(0)(_.span.end + 1)
diff --git a/presentation-compiler/test/dotty/tools/pc/tests/edit/AutoImportsSuite.scala b/presentation-compiler/test/dotty/tools/pc/tests/edit/AutoImportsSuite.scala
index e4ef8c0f747d..3bb5bfea7bc0 100644
--- a/presentation-compiler/test/dotty/tools/pc/tests/edit/AutoImportsSuite.scala
+++ b/presentation-compiler/test/dotty/tools/pc/tests/edit/AutoImportsSuite.scala
@@ -500,3 +500,57 @@ class AutoImportsSuite extends BaseAutoImportsSuite:
           |object Main{ val obj = ABC }
           |""".stripMargin
     )
+
+  @Test def scalaCliNoEmptyLineAfterDirective =
+    checkEdit(
+      """|//> using scala 3.5.0
+         |object Main:
+         |  <<Files>>
+         |""".stripMargin,
+      """|//> using scala 3.5.0
+         |import java.nio.file.Files
+         |object Main:
+         |  Files
+         |""".stripMargin
+    )
+
+  @Test def scalaCliNoEmptyLineAfterLicense =
+    checkEdit(
+      """|/**
+         | * Some license text
+         | */
+         |
+         |object Main:
+         |  <<Files>>
+         |""".stripMargin,
+      """|/**
+         | * Some license text
+         | */
+         |import java.nio.file.Files
+         |
+         |object Main:
+         |  Files
+         |""".stripMargin
+    )
+
+  @Test def scalaCliNoEmptyLineAfterLicenseWithPackage =
+    checkEdit(
+      """|/**
+         | * Some license text
+         | */
+         |package test
+         |
+         |object Main:
+         |  <<Files>>
+         |""".stripMargin,
+      """|/**
+         | * Some license text
+         | */
+         |package test
+         |
+         |import java.nio.file.Files
+         |
+         |object Main:
+         |  Files
+         |""".stripMargin
+    )