diff --git a/app/MindWork AI Studio/Chat/FileAttachment.cs b/app/MindWork AI Studio/Chat/FileAttachment.cs
index 1208303f..f364ed8f 100644
--- a/app/MindWork AI Studio/Chat/FileAttachment.cs	
+++ b/app/MindWork AI Studio/Chat/FileAttachment.cs	
@@ -84,6 +84,9 @@ public record FileAttachment(FileAttachmentType Type, string FileName, string Fi
     {
         var extension = Path.GetExtension(filePath).TrimStart('.').ToLowerInvariant();
 
+        if (FileTypeFilter.Executables.FilterExtensions.Contains(extension))
+            return FileAttachmentType.FORBIDDEN;
+
         // Check if it's an image file:
         if (FileTypeFilter.AllImages.FilterExtensions.Contains(extension))
             return FileAttachmentType.IMAGE;
@@ -96,7 +99,8 @@ public record FileAttachment(FileAttachmentType Type, string FileName, string Fi
         if (FileTypeFilter.PDF.FilterExtensions.Contains(extension) ||
             FileTypeFilter.Text.FilterExtensions.Contains(extension) ||
             FileTypeFilter.AllOffice.FilterExtensions.Contains(extension) ||
-            FileTypeFilter.AllSourceCode.FilterExtensions.Contains(extension))
+            FileTypeFilter.AllSourceCode.FilterExtensions.Contains(extension) ||
+            FileTypeFilter.IsAllowedSourceLikeFileName(filePath))
             return FileAttachmentType.DOCUMENT;
 
         // All other file types are forbidden:
diff --git a/app/MindWork AI Studio/Tools/Rust/FileTypeFilter.cs b/app/MindWork AI Studio/Tools/Rust/FileTypeFilter.cs
index 03232070..d93f44e0 100644
--- a/app/MindWork AI Studio/Tools/Rust/FileTypeFilter.cs	
+++ b/app/MindWork AI Studio/Tools/Rust/FileTypeFilter.cs	
@@ -12,6 +12,51 @@ namespace AIStudio.Tools.Rust;
 public readonly record struct FileTypeFilter(string FilterName, string[] FilterExtensions)
 {
     private static string TB(string fallbackEN) => I18N.I.T(fallbackEN, typeof(FileTypeFilter).Namespace, nameof(FileTypeFilter));
+
+    private static string[] AllowedSourceLikeFileNames =>
+    [
+        "Dockerfile",
+        "Containerfile",
+        "Jenkinsfile",
+        "Makefile",
+        "GNUmakefile",
+        "Procfile",
+        "Vagrantfile",
+        "Tiltfile",
+        "Justfile",
+        "Brewfile",
+        "Caddyfile",
+        "Gemfile",
+        "Podfile",
+        "Fastfile",
+        "Appfile",
+        "Rakefile",
+        "Dangerfile",
+        "BUILD",
+        "WORKSPACE",
+        "BUCK",
+    ];
+
+    private static string[] AllowedSourceLikeFileNamePrefixes =>
+    [
+        "Dockerfile",
+        "Containerfile",
+        "Jenkinsfile",
+        "Procfile",
+        "Caddyfile",
+    ];
+
+    public static bool IsAllowedSourceLikeFileName(string filePath)
+    {
+        var fileName = Path.GetFileName(filePath);
+        if (string.IsNullOrWhiteSpace(fileName))
+            return false;
+
+        if (AllowedSourceLikeFileNames.Any(name => string.Equals(name, fileName, StringComparison.OrdinalIgnoreCase)))
+            return true;
+
+        return AllowedSourceLikeFileNamePrefixes.Any(prefix => fileName.StartsWith(prefix, StringComparison.OrdinalIgnoreCase));
+    }
     
     public static FileTypeFilter PDF => new(TB("PDF Files"), ["pdf"]);
     
diff --git a/app/MindWork AI Studio/wwwroot/changelog/v26.3.1.md b/app/MindWork AI Studio/wwwroot/changelog/v26.3.1.md
index 25befa8a..1fc66926 100644
--- a/app/MindWork AI Studio/wwwroot/changelog/v26.3.1.md	
+++ b/app/MindWork AI Studio/wwwroot/changelog/v26.3.1.md	
@@ -7,5 +7,6 @@
 - Improved the user-language logging by limiting language detection logs to a single entry per app start.
 - Improved the logbook readability by removing non-readable special characters from log entries.
 - Improved the logbook reliability by significantly reducing duplicate log entries.
+- Improved file attachments in chats: configuration and project files such as `Dockerfile`, `Caddyfile`, `Makefile`, or `Jenkinsfile` are now included more reliably when you send them to the AI.
 - Improved the validation of additional API parameters in the advanced provider settings to help catch formatting mistakes earlier.
 - Fixed an issue where the app could turn white or appear invisible in certain chats after HTML-like content was shown. Thanks Inga for reporting this issue and providing some context on how to reproduce it.
\ No newline at end of file