diff --git a/src/http/httpClient/Middleware/Options/RetryHandlerOption.cs b/src/http/httpClient/Middleware/Options/RetryHandlerOption.cs
index 7f0a7cab..b4afff2b 100644
--- a/src/http/httpClient/Middleware/Options/RetryHandlerOption.cs
+++ b/src/http/httpClient/Middleware/Options/RetryHandlerOption.cs
@@ -3,6 +3,7 @@
 // ------------------------------------------------------------------------------
 
 using System;
+using System.Net;
 using System.Net.Http;
 using Microsoft.Kiota.Abstractions;
 
@@ -66,8 +67,16 @@ public int MaxRetry
 
         /// <summary>
         /// A delegate that's called to determine whether a request should be retried or not.
-        /// The delegate method should accept a delay time in seconds of, number of retry attempts and <see cref="HttpResponseMessage"/> as it's parameters and return a <see cref="bool"/>. This defaults to false
+        /// The delegate method should accept a delay time in seconds of, number of retry attempts and <see cref="HttpResponseMessage"/> as its parameters and return a <see cref="bool"/>.
+        /// This defaults to a function that returns true for 503, 504, and 429 status codes and false otherwise.
         /// </summary>
-        public Func<int, int, HttpResponseMessage, bool> ShouldRetry { get; set; } = (_, _, _) => false;
+        public Func<int, int, HttpResponseMessage, bool> ShouldRetry { get; set; } = (_, _, response) => response.StatusCode switch
+        {
+            // By default, retry on 503, 504, and 429 status codes
+            HttpStatusCode.ServiceUnavailable => true,
+            HttpStatusCode.GatewayTimeout => true,
+            (HttpStatusCode)429 => true,
+            _ => false
+        };
     }
 }
diff --git a/src/http/httpClient/Middleware/RetryHandler.cs b/src/http/httpClient/Middleware/RetryHandler.cs
index 97fb4140..0ec04e69 100644
--- a/src/http/httpClient/Middleware/RetryHandler.cs
+++ b/src/http/httpClient/Middleware/RetryHandler.cs
@@ -73,7 +73,7 @@ protected override async Task<HttpResponseMessage> SendAsync(HttpRequestMessage
                 var response = await base.SendAsync(request, cancellationToken).ConfigureAwait(false);
 
                 // Check whether retries are permitted and that the MaxRetry value is a non - negative, non - zero value
-                if(request.IsBuffered() && retryOption.MaxRetry > 0 && (ShouldRetry(response.StatusCode) || retryOption.ShouldRetry(retryOption.Delay, 0, response)))
+                if(request.IsBuffered() && retryOption.MaxRetry > 0 && retryOption.ShouldRetry(retryOption.Delay, 0, response))
                 {
                     response = await SendRetryAsync(response, retryOption, cancellationToken, activitySource).ConfigureAwait(false);
                 }
@@ -143,7 +143,7 @@ private async Task<HttpResponseMessage> SendRetryAsync(HttpResponseMessage respo
                 // Call base.SendAsync to send the request
                 response = await base.SendAsync(request, cancellationToken).ConfigureAwait(false);
 
-                if(!(request.IsBuffered() && (ShouldRetry(response.StatusCode) || retryOption.ShouldRetry(retryOption.Delay, retryCount, response))))
+                if(!(request.IsBuffered() && retryOption.ShouldRetry(retryOption.Delay, retryCount, response)))
                 {
                     return response;
                 }
@@ -217,22 +217,6 @@ private static double CalculateExponentialDelay(int retryCount, int delay)
             return Math.Pow(2, retryCount) * delay;
         }
 
-        /// <summary>
-        /// Check the HTTP status to determine whether it should be retried or not.
-        /// </summary>
-        /// <param name="statusCode">The <see cref="HttpStatusCode"/>returned.</param>
-        /// <returns></returns>
-        private static bool ShouldRetry(HttpStatusCode statusCode)
-        {
-            return statusCode switch
-            {
-                HttpStatusCode.ServiceUnavailable => true,
-                HttpStatusCode.GatewayTimeout => true,
-                (HttpStatusCode)429 => true,
-                _ => false
-            };
-        }
-
         private static async Task<Exception> GetInnerExceptionAsync(HttpResponseMessage response)
         {
             string? errorMessage = null;
diff --git a/tests/http/httpClient/Middleware/RetryHandlerTests.cs b/tests/http/httpClient/Middleware/RetryHandlerTests.cs
index fd233520..6f61f996 100644
--- a/tests/http/httpClient/Middleware/RetryHandlerTests.cs
+++ b/tests/http/httpClient/Middleware/RetryHandlerTests.cs
@@ -424,6 +424,35 @@ public async Task ShouldRetryBasedOnCustomShouldRetryDelegate(int expectedMaxRet
 
             // Assert
             mockHttpMessageHandler.Protected().Verify<Task<HttpResponseMessage>>("SendAsync", Times.Exactly(1 + expectedMaxRetry), ItExpr.IsAny<HttpRequestMessage>(), It.IsAny<CancellationToken>());
+        }
+
+        [Theory]
+        [InlineData(HttpStatusCode.GatewayTimeout)]  // 504
+        [InlineData(HttpStatusCode.ServiceUnavailable)]  // 503
+        [InlineData((HttpStatusCode)429)] // 429
+        public async Task ShouldNotRetryWithCustomShouldRetryDelegate(HttpStatusCode statusCode)
+        {
+            // Arrange
+            var httpRequestMessage = new HttpRequestMessage(HttpMethod.Post, "http://example.org/foo")
+            {
+                Content = new StringContent("Test Content")
+            };
+            httpRequestMessage.Content.Headers.ContentLength = -1;
+
+            var retryResponse = new HttpResponseMessage(statusCode);
+            var response2 = new HttpResponseMessage(HttpStatusCode.OK);
+            this._testHttpMessageHandler.SetHttpResponse(retryResponse, response2);
+            _retryHandler.RetryOption.ShouldRetry = (_, _, _) => false;
+            // Act
+            var response = await _invoker.SendAsync(httpRequestMessage, new CancellationToken());
+            // Assert
+            Assert.NotEqual(response, response2);
+            Assert.Same(response, retryResponse);
+            Assert.Same(response.RequestMessage, httpRequestMessage);
+            Assert.NotNull(response.RequestMessage);
+            Assert.NotNull(response.RequestMessage.Content);
+            Assert.NotNull(response.RequestMessage.Content.Headers.ContentLength);
+            Assert.Equal(response.RequestMessage.Content.Headers.ContentLength, -1);
         }
 
         private async Task DelayTestWithMessage(HttpResponseMessage response, int count, string message, int delay = RetryHandlerOption.MaxDelay)