diff --git a/.github/workflows/ci.yml b/.github/workflows/ci.yml
index 82e53c6f2..a3e0acf96 100644
--- a/.github/workflows/ci.yml
+++ b/.github/workflows/ci.yml
@@ -44,7 +44,7 @@ jobs:
             java: 17
             distribution: temurin
             jobtype: 8
-          - os: windows-2019
+          - os: windows-latest
             java: 8
             distribution: zulu
             jobtype: 9
diff --git a/build.sbt b/build.sbt
index ce5054ba4..4115ff0c8 100644
--- a/build.sbt
+++ b/build.sbt
@@ -1043,8 +1043,15 @@ lazy val sbtClientProj = (project in file("client"))
     nativeImageReady := { () =>
       ()
     },
-    nativeImageVersion := "22.2.0",
-    nativeImageOutput := target.value / "bin" / "sbtn",
+    nativeImageVersion := "23.0",
+    nativeImageJvm := "graalvm-java23",
+    nativeImageOutput := {
+      val outputDir = (target.value / "bin").toPath
+      if (!Files.exists(outputDir)) {
+        Files.createDirectories(outputDir)
+      }
+      outputDir.resolve("sbtn").toFile
+    },
     nativeImageOptions ++= Seq(
       "--no-fallback",
       s"--initialize-at-run-time=sbt.client",
diff --git a/project/Dependencies.scala b/project/Dependencies.scala
index 054794d69..f4932e547 100644
--- a/project/Dependencies.scala
+++ b/project/Dependencies.scala
@@ -82,7 +82,7 @@ object Dependencies {
   // and the JLine 2 fork version, which uses the same JAnsi
   val jline =
     "org.scala-sbt.jline" % "jline" % "2.14.7-sbt-9c3b6aca11c57e339441442bbf58e550cdfecb79"
-  val jline3Version = "3.24.1"
+  val jline3Version = "3.27.0"
   val jline3Terminal = "org.jline" % "jline-terminal" % jline3Version
   val jline3Jansi = "org.jline" % "jline-terminal-jansi" % jline3Version
   val jline3JNA = "org.jline" % "jline-terminal-jna" % jline3Version