diff --git a/dd-java-agent/agent-crashtracking/src/main/java/datadog/crashtracking/CrashUploaderScriptInitializer.java b/dd-java-agent/agent-crashtracking/src/main/java/datadog/crashtracking/CrashUploaderScriptInitializer.java
index fdfad88bb7f..4b7825215d5 100644
--- a/dd-java-agent/agent-crashtracking/src/main/java/datadog/crashtracking/CrashUploaderScriptInitializer.java
+++ b/dd-java-agent/agent-crashtracking/src/main/java/datadog/crashtracking/CrashUploaderScriptInitializer.java
@@ -11,6 +11,7 @@
 import static java.nio.file.attribute.PosixFilePermissions.fromString;
 import static java.util.Locale.ROOT;
 
+import datadog.environment.OperatingSystem;
 import datadog.environment.SystemProperties;
 import datadog.trace.util.PidHelper;
 import datadog.trace.util.Strings;
@@ -63,7 +64,11 @@ private static boolean copyCrashUploaderScript(
       Path scriptPath, String onErrorFile, String agentJar) {
     Path scriptDirectory = scriptPath.getParent();
     try {
-      Files.createDirectories(scriptDirectory, asFileAttribute(fromString(RWXRWXRWX)));
+      if (OperatingSystem.isWindows()) {
+        Files.createDirectories(scriptDirectory);
+      } else {
+        Files.createDirectories(scriptDirectory, asFileAttribute(fromString(RWXRWXRWX)));
+      }
     } catch (UnsupportedOperationException e) {
       LOG.warn(
           SEND_TELEMETRY,
@@ -109,7 +114,9 @@ private static void writeCrashUploaderScript(
           bw.newLine();
         }
       }
-      Files.setPosixFilePermissions(scriptPath, fromString(R_XR_XR_X));
+      if (!OperatingSystem.isWindows()) {
+        Files.setPosixFilePermissions(scriptPath, fromString(R_XR_XR_X));
+      }
     }
   }
 
diff --git a/dd-java-agent/agent-crashtracking/src/main/java/datadog/crashtracking/OOMENotifierScriptInitializer.java b/dd-java-agent/agent-crashtracking/src/main/java/datadog/crashtracking/OOMENotifierScriptInitializer.java
index 668dfecd612..6d770f41e44 100644
--- a/dd-java-agent/agent-crashtracking/src/main/java/datadog/crashtracking/OOMENotifierScriptInitializer.java
+++ b/dd-java-agent/agent-crashtracking/src/main/java/datadog/crashtracking/OOMENotifierScriptInitializer.java
@@ -13,6 +13,7 @@
 import static java.nio.file.attribute.PosixFilePermissions.asFileAttribute;
 import static java.nio.file.attribute.PosixFilePermissions.fromString;
 
+import datadog.environment.OperatingSystem;
 import datadog.trace.util.PidHelper;
 import java.io.IOException;
 import java.nio.file.FileAlreadyExistsException;
@@ -81,12 +82,16 @@ private static boolean copyOOMEscript(Path scriptPath) {
           return false;
         }
       } else {
-        Files.createDirectories(scriptDirectory, asFileAttribute(fromString(RWXRWXRWX)));
+        if (OperatingSystem.isWindows()) {
+          Files.createDirectories(scriptDirectory);
+        } else {
+          Files.createDirectories(scriptDirectory, asFileAttribute(fromString(RWXRWXRWX)));
+        }
       }
     } catch (UnsupportedOperationException e) {
       LOG.warn(
           SEND_TELEMETRY,
-          "Unsupported permissions '{"
+          "Unsupported permissions '"
               + RWXRWXRWX
               + "' for {}. OOME notification will not work properly.",
           scriptDirectory);
@@ -107,7 +112,9 @@ private static boolean copyOOMEscript(Path scriptPath) {
       if (!Files.exists(scriptPath)) {
         Files.copy(getOomeNotifierTemplate(), scriptPath);
       }
-      Files.setPosixFilePermissions(scriptPath, fromString(R_XR_XR_X));
+      if (!OperatingSystem.isWindows()) {
+        Files.setPosixFilePermissions(scriptPath, fromString(R_XR_XR_X));
+      }
     } catch (IOException e) {
       LOG.warn(
           SEND_TELEMETRY,