diff --git a/src/libs/ResembleAI/Generated/ResembleAI.AutoSDKHttpResponse.g.cs b/src/libs/ResembleAI/Generated/ResembleAI.AutoSDKHttpResponse.g.cs
index 4f72a14..5c66153 100644
--- a/src/libs/ResembleAI/Generated/ResembleAI.AutoSDKHttpResponse.g.cs
+++ b/src/libs/ResembleAI/Generated/ResembleAI.AutoSDKHttpResponse.g.cs
@@ -118,4 +118,111 @@ public AutoSDKHttpResponse(
         /// </summary>
         public T Body { get; }
     }
+
+    /// <summary>
+    /// Represents the result of a conditional HTTP request. A not-modified response has no body
+    /// and preserves the response entity tag so callers can keep their cached representation.
+    /// </summary>
+    public sealed class AutoSDKConditionalResponse<T>
+    {
+        internal AutoSDKConditionalResponse(
+            bool notModified,
+            string? entityTag,
+            global::ResembleAI.AutoSDKHttpResponse<T>? response)
+        {
+            NotModified = notModified;
+            EntityTag = entityTag;
+            Response = response;
+        }
+
+        /// <summary>Gets whether the server returned HTTP 304 Not Modified.</summary>
+        public bool NotModified { get; }
+
+        /// <summary>Gets the response ETag, when one was supplied.</summary>
+        public string? EntityTag { get; }
+
+        /// <summary>Gets the successful response, or null when <see cref="NotModified"/> is true.</summary>
+        public global::ResembleAI.AutoSDKHttpResponse<T>? Response { get; }
+    }
+
+    /// <summary>
+    /// Helpers for standards-based ETag conditional requests. Generated clients already expose
+    /// request headers through <see cref="AutoSDKRequestOptions"/> and successful response
+    /// headers through <see cref="AutoSDKHttpResponse"/>; this helper also turns an OpenAPI
+    /// <c>304</c> error response into a typed not-modified result.
+    /// </summary>
+    public static class AutoSDKConditionalRequests
+    {
+        /// <summary>
+        /// Executes a generated <c>AsResponseAsync</c> method with an optional If-None-Match header.
+        /// </summary>
+        public static async global::System.Threading.Tasks.Task<global::ResembleAI.AutoSDKConditionalResponse<T>> SendAsync<T>(
+            global::System.Func<global::ResembleAI.AutoSDKRequestOptions, global::System.Threading.CancellationToken, global::System.Threading.Tasks.Task<global::ResembleAI.AutoSDKHttpResponse<T>>> send,
+            string? entityTag = null,
+            global::ResembleAI.AutoSDKRequestOptions? requestOptions = null,
+            global::System.Threading.CancellationToken cancellationToken = default)
+        {
+            send = send ?? throw new global::System.ArgumentNullException(nameof(send));
+            requestOptions = CloneRequestOptions(requestOptions);
+            if (!string.IsNullOrWhiteSpace(entityTag))
+            {
+                requestOptions.Headers["If-None-Match"] = entityTag!;
+            }
+
+            try
+            {
+                var response = await send(requestOptions, cancellationToken).ConfigureAwait(false);
+                return new global::ResembleAI.AutoSDKConditionalResponse<T>(
+                    notModified: false,
+                    entityTag: GetEntityTag(response.Headers),
+                    response: response);
+            }
+            catch (global::ResembleAI.ApiException exception)
+                when (exception.StatusCode == global::System.Net.HttpStatusCode.NotModified)
+            {
+                return new global::ResembleAI.AutoSDKConditionalResponse<T>(
+                    notModified: true,
+                    entityTag: GetEntityTag(exception.ResponseHeaders) ?? entityTag,
+                    response: null);
+            }
+        }
+
+        private static global::ResembleAI.AutoSDKRequestOptions CloneRequestOptions(
+            global::ResembleAI.AutoSDKRequestOptions? source)
+        {
+            var clone = new global::ResembleAI.AutoSDKRequestOptions();
+            if (source == null)
+            {
+                return clone;
+            }
+
+            foreach (var header in source.Headers)
+            {
+                clone.Headers[header.Key] = header.Value;
+            }
+
+            foreach (var parameter in source.QueryParameters)
+            {
+                clone.QueryParameters[parameter.Key] = parameter.Value;
+            }
+
+            clone.Timeout = source.Timeout;
+            clone.Retry = source.Retry;
+            clone.ReadResponseAsString = source.ReadResponseAsString;
+            clone.Authorizations = source.Authorizations;
+            return clone;
+        }
+
+        /// <summary>Gets the first ETag header value from a generated response header map.</summary>
+        public static string? GetEntityTag(
+            global::System.Collections.Generic.Dictionary<string, global::System.Collections.Generic.IEnumerable<string>>? headers)
+        {
+            if (headers == null || !headers.TryGetValue("ETag", out var values))
+            {
+                return null;
+            }
+
+            return global::System.Linq.Enumerable.FirstOrDefault(values);
+        }
+    }
 }
\ No newline at end of file
diff --git a/src/libs/ResembleAI/Generated/ResembleAI.OptionsSupport.g.cs b/src/libs/ResembleAI/Generated/ResembleAI.OptionsSupport.g.cs
index 394e3e2..66579ce 100644
--- a/src/libs/ResembleAI/Generated/ResembleAI.OptionsSupport.g.cs
+++ b/src/libs/ResembleAI/Generated/ResembleAI.OptionsSupport.g.cs
@@ -903,11 +903,14 @@ private static void ApplyHeadersCore(
             foreach (var header in headers)
             {
                 request.Headers.Remove(header.Key);
-                request.Content?.Headers.Remove(header.Key);
+                if (request.Headers.TryAddWithoutValidation(header.Key, header.Value ?? string.Empty))
+                {
+                    continue;
+                }
 
-                if (!request.Headers.TryAddWithoutValidation(header.Key, header.Value ?? string.Empty) &&
-                    request.Content != null)
+                if (request.Content != null)
                 {
+                    request.Content.Headers.Remove(header.Key);
                     request.Content.Headers.TryAddWithoutValidation(header.Key, header.Value ?? string.Empty);
                 }
             }