diff --git a/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs b/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
index 810b54a8391..47895a88c09 100644
--- a/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
+++ b/src/Microsoft.PowerShell.Commands.Utility/commands/utility/WebCmdlet/Common/WebRequestPSCmdlet.Common.cs
@@ -567,29 +567,10 @@ protected override void ProcessRecord()
                         FillRequestStream(request);
                         try
                         {
-                            long requestContentLength = request.Content is null ? 0 : request.Content.Headers.ContentLength.Value;
-
-                            string reqVerboseMsg = string.Format(
-                                CultureInfo.CurrentCulture,
-                                WebCmdletStrings.WebMethodInvocationVerboseMsg,
-                                request.Version,
-                                request.Method,
-                                requestContentLength);
-
-                            WriteVerbose(reqVerboseMsg);
-
                             _maximumRedirection = WebSession.MaximumRedirection;
 
                             using HttpResponseMessage response = GetResponse(client, request, handleRedirect);
 
-                            string contentType = ContentHelper.GetContentType(response);
-                            long? contentLength = response.Content.Headers.ContentLength;
-                            string respVerboseMsg = contentLength is null
-                                ? string.Format(CultureInfo.CurrentCulture, WebCmdletStrings.WebResponseNoSizeVerboseMsg, response.Version, contentType)
-                                : string.Format(CultureInfo.CurrentCulture, WebCmdletStrings.WebResponseVerboseMsg, response.Version, contentLength, contentType);
-
-                            WriteVerbose(respVerboseMsg);
-
                             bool _isSuccess = response.IsSuccessStatusCode;
 
                             // Check if the Resume range was not satisfiable because the file already completed downloading.
@@ -638,6 +619,9 @@ protected override void ProcessRecord()
                                 string detailMsg = string.Empty;
                                 try
                                 {
+                                    string contentType = ContentHelper.GetContentType(response);
+                                    long? contentLength = response.Content.Headers.ContentLength;
+
                                     // We can't use ReadAsStringAsync because it doesn't have per read timeouts
                                     TimeSpan perReadTimeout = ConvertTimeoutSecondsToTimeSpan(OperationTimeoutSeconds);
                                     string characterSet = WebResponseHelper.GetCharacterSet(response);
@@ -1296,7 +1280,40 @@ internal virtual HttpResponseMessage GetResponse(HttpClient client, HttpRequestM
                 _cancelToken = new CancellationTokenSource();
                 try
                 {
+                    long requestContentLength = request.Content is null ? 0 : request.Content.Headers.ContentLength.Value;
+
+                    string reqVerboseMsg = string.Format(
+                        CultureInfo.CurrentCulture,
+                        WebCmdletStrings.WebMethodInvocationVerboseMsg,
+                        request.Version,
+                        request.Method,
+                        requestContentLength);
+
+                    WriteVerbose(reqVerboseMsg);
+
+                    string reqDebugMsg = string.Format(
+                        CultureInfo.CurrentCulture,
+                        WebCmdletStrings.WebRequestDebugMsg,
+                        request.ToString());
+
+                    WriteDebug(reqDebugMsg);
+
                     response = client.SendAsync(currentRequest, HttpCompletionOption.ResponseHeadersRead, _cancelToken.Token).GetAwaiter().GetResult();
+
+                    string contentType = ContentHelper.GetContentType(response);
+                    long? contentLength = response.Content.Headers.ContentLength;
+                    string respVerboseMsg = contentLength is null
+                        ? string.Format(CultureInfo.CurrentCulture, WebCmdletStrings.WebResponseNoSizeVerboseMsg, response.Version, contentType)
+                        : string.Format(CultureInfo.CurrentCulture, WebCmdletStrings.WebResponseVerboseMsg, response.Version, contentLength, contentType);
+
+                    WriteVerbose(respVerboseMsg);
+
+                    string resDebugMsg = string.Format(
+                        CultureInfo.CurrentCulture,
+                        WebCmdletStrings.WebResponseDebugMsg,
+                        response.ToString());
+
+                    WriteDebug(resDebugMsg);
                 }
                 catch (TaskCanceledException ex)
                 {
@@ -1361,17 +1378,6 @@ internal virtual HttpResponseMessage GetResponse(HttpClient client, HttpRequestM
                     {
                         FillRequestStream(requestWithoutRange);
 
-                        long requestContentLength = requestWithoutRange.Content is null ? 0 : requestWithoutRange.Content.Headers.ContentLength.Value;
-
-                        string reqVerboseMsg = string.Format(
-                            CultureInfo.CurrentCulture,
-                            WebCmdletStrings.WebMethodInvocationVerboseMsg,
-                            requestWithoutRange.Version,
-                            requestWithoutRange.Method,
-                            requestContentLength);
-
-                        WriteVerbose(reqVerboseMsg);
-
                         response.Dispose();
                         response = GetResponse(client, requestWithoutRange, handleRedirect);
                     }
diff --git a/src/Microsoft.PowerShell.Commands.Utility/resources/WebCmdletStrings.resx b/src/Microsoft.PowerShell.Commands.Utility/resources/WebCmdletStrings.resx
index 6e73043747e..fb704891b89 100644
--- a/src/Microsoft.PowerShell.Commands.Utility/resources/WebCmdletStrings.resx
+++ b/src/Microsoft.PowerShell.Commands.Utility/resources/WebCmdletStrings.resx
@@ -164,7 +164,7 @@
   </data>
   <data name="InsecureRedirection" xml:space="preserve">
     <value>Cannot follow an insecure redirection by default. Reissue the command specifying the -AllowInsecureRedirect switch. </value>
-  </data> 
+  </data>
   <data name="KeysWithDifferentCasingInJsonString" xml:space="preserve">
     <value>Cannot convert the JSON string because it contains keys with different casing. Please use the -AsHashTable switch instead. The key that was attempted to be added to the existing key '{0}' was '{1}'.</value>
   </data>
@@ -243,6 +243,12 @@
   <data name="WebResponseVerboseMsg" xml:space="preserve">
     <value>Received HTTP/{0} {1}-byte response of content type {2}</value>
   </data>
+  <data name="WebRequestDebugMsg" xml:space="preserve">
+    <value>Request {0}</value>
+  </data>
+  <data name="WebResponseDebugMsg" xml:space="preserve">
+    <value>Response {0}</value>
+  </data>
   <data name="WebResponseNoSizeVerboseMsg" xml:space="preserve">
     <value>Received HTTP/{0} response of content type {1} of unknown size</value>
   </data>