diff --git a/src/main/kotlin/ca/gosyer/data/server/ServerService.kt b/src/main/kotlin/ca/gosyer/data/server/ServerService.kt
index fa2b9731..4694a5f9 100644
--- a/src/main/kotlin/ca/gosyer/data/server/ServerService.kt
+++ b/src/main/kotlin/ca/gosyer/data/server/ServerService.kt
@@ -43,12 +43,12 @@ class ServerService @Inject constructor(
         initialized.value = ServerResult.UNUSED
     }
 
-    private fun copyJar(jarFile: File) {
-        javaClass.getResourceAsStream("/Tachidesk.jar")?.buffered()?.use { input ->
+    private fun copyJar(jarFile: File): Boolean {
+        return javaClass.getResourceAsStream("/Tachidesk.jar")?.buffered()?.use { input ->
             jarFile.outputStream().use { output ->
                 input.copyTo(output)
             }
-        }
+        }?.let { true } ?: false
     }
 
     init {
@@ -71,7 +71,9 @@ class ServerService @Inject constructor(
                 val jarFile = File(userDataDir, "Tachidesk.jar")
                 if (!jarFile.exists()) {
                     info { "Copying server to resources" }
-                    copyJar(jarFile)
+                    if (!copyJar(jarFile)) {
+                        initialized.value = ServerResult.NO_TACHIDESK_JAR
+                    }
                 } else {
                     try {
                         val jarVersion = withIOContext {
@@ -131,6 +133,7 @@ class ServerService @Inject constructor(
 
     enum class ServerResult {
         UNUSED,
+        NO_TACHIDESK_JAR,
         STARTING,
         STARTED,
         FAILED;
diff --git a/src/main/kotlin/ca/gosyer/ui/main/main.kt b/src/main/kotlin/ca/gosyer/ui/main/main.kt
index 2eb3a4d3..4294f5c2 100644
--- a/src/main/kotlin/ca/gosyer/ui/main/main.kt
+++ b/src/main/kotlin/ca/gosyer/ui/main/main.kt
@@ -126,10 +126,14 @@ fun main() {
                         ServerResult.STARTED, ServerResult.UNUSED -> {
                             MainMenu(rootBundle)
                         }
-                        ServerResult.STARTING, ServerResult.FAILED -> {
+                        ServerResult.STARTING, ServerResult.FAILED, ServerResult.NO_TACHIDESK_JAR -> {
                             LoadingScreen(
                                 initialized == ServerResult.STARTING,
-                                errorMessage = "Unable to start server",
+                                errorMessage = if (initialized == ServerResult.NO_TACHIDESK_JAR) {
+                                    "Tachidesk jar does not exist, run Tachidesk yourself"
+                                } else {
+                                    "Unable to start server"
+                                },
                                 retryMessage = "Start anyway",
                                 retry = serverService::startAnyway
                             )