diff --git a/include/wx/private/webrequest_curl.h b/include/wx/private/webrequest_curl.h
index ae184061e3..e05dc48828 100644
--- a/include/wx/private/webrequest_curl.h
+++ b/include/wx/private/webrequest_curl.h
@@ -89,8 +89,9 @@ public:
 
     wxString GetError() const;
 
-    // Method called from libcurl callback
+    // These functions implement libcurl callbacks.
     size_t CURLOnRead(char* buffer, size_t size);
+    int CURLOnSeek(curl_off_t offset, int origin);
 
 private:
     // Common initialization for sync and async requests performed when the
diff --git a/src/common/webrequest_curl.cpp b/src/common/webrequest_curl.cpp
index 6ad4d18828..a913474158 100644
--- a/src/common/webrequest_curl.cpp
+++ b/src/common/webrequest_curl.cpp
@@ -50,6 +50,10 @@
     #define CURLOPT_ACCEPT_ENCODING CURLOPT_ENCODING
 #endif
 
+#if wxUSE_LOG_TRACE
+constexpr const char* TRACE_CURL = "curl";
+#endif
+
 // Define libcurl timeout constants
 static constexpr int LIBCURL_DEFAULT_CONNECT_TIMEOUT = 300000; // 5m in ms.
 
@@ -335,6 +339,13 @@ static size_t wxCURLRead(char *buffer, size_t size, size_t nitems, void *userdat
     return static_cast<wxWebRequestCURL*>(userdata)->CURLOnRead(buffer, size * nitems);
 }
 
+static int wxCURLSeek(void* userdata, curl_off_t offset, int origin)
+{
+    wxCHECK_MSG( userdata, CURL_SEEKFUNC_CANTSEEK, "invalid curl seek callback data" );
+
+    return static_cast<wxWebRequestCURL*>(userdata)->CURLOnSeek(offset, origin);
+}
+
 wxWebRequestCURL::wxWebRequestCURL(wxWebSession & session,
                                    wxWebSessionCURL& sessionImpl,
                                    wxEvtHandler* handler,
@@ -377,6 +388,8 @@ void wxWebRequestCURL::DoStartPrepare(const wxString& url)
     wxCURLSetOpt(m_handle, CURLOPT_HEADERFUNCTION, wxCURLHeader);
     wxCURLSetOpt(m_handle, CURLOPT_READFUNCTION, wxCURLRead);
     wxCURLSetOpt(m_handle, CURLOPT_READDATA, this);
+    wxCURLSetOpt(m_handle, CURLOPT_SEEKFUNCTION, wxCURLSeek);
+    wxCURLSetOpt(m_handle, CURLOPT_SEEKDATA, this);
     // Enable gzip, etc decompression
     wxCURLSetOpt(m_handle, CURLOPT_ACCEPT_ENCODING, "");
     // Enable redirection handling
@@ -618,6 +631,34 @@ size_t wxWebRequestCURL::CURLOnRead(char* buffer, size_t size)
         return 0;
 }
 
+int wxWebRequestCURL::CURLOnSeek(curl_off_t offset, int origin)
+{
+    wxSeekMode mode = wxFromStart;
+    switch ( origin )
+    {
+        case SEEK_SET:
+            mode = wxFromStart;
+            break;
+
+        case SEEK_CUR:
+            mode = wxFromCurrent;
+            break;
+
+        case SEEK_END:
+            mode = wxFromEnd;
+            break;
+
+        default:
+            wxLogTrace(TRACE_CURL, "Seek function: unknown origin %d", origin);
+            return CURL_SEEKFUNC_CANTSEEK;
+    }
+
+    if ( m_dataStream->SeekI(offset, mode) == wxInvalidOffset )
+        return CURL_SEEKFUNC_CANTSEEK;
+
+    return CURL_SEEKFUNC_OK;
+}
+
 wxFileOffset wxWebRequestCURL::GetBytesSent() const
 {
     return m_bytesSent;
@@ -875,10 +916,6 @@ using SocketPollerBase = WinSock1SocketPoller;
 
 #else
 
-#if wxUSE_LOG_TRACE
-constexpr const char* TRACE_CURL = "curl";
-#endif
-
 // SocketPollerSourceHandler - a source handler used by the SocketPoller class.
 
 class SourceSocketPoller;
diff --git a/tests/net/webrequest.cpp b/tests/net/webrequest.cpp
index 65a6cf446d..a2f90a0368 100644
--- a/tests/net/webrequest.cpp
+++ b/tests/net/webrequest.cpp
@@ -1064,6 +1064,30 @@ TEST_CASE_METHOD(SyncRequestFixture,
     CHECK( response.GetStatus() == 200 );
 }
 
+TEST_CASE_METHOD(SyncRequestFixture,
+                 "WebRequest::Sync::PostAfterRedirect", "[net][webrequest][sync]")
+{
+    if ( !InitBaseURL() )
+        return;
+
+    // We can't test this when using WinHTTP because we need to use either 307
+    // or 308 redirect status code to preserve the POST method across the
+    // redirect (all backends switch to GET for 301 and 302, although it would
+    // be possible to configure this to preserve POST when using libcurl) and
+    // WinHTTP doesn't handle them automatically.
+    const auto& versionInfo = wxWebSession::GetDefault().GetLibraryVersionInfo();
+    if ( versionInfo.GetName() == "WinHTTP" )
+    {
+        WARN("Skipping POST with redirect test with WinHTTP backend");
+        return;
+    }
+
+    Create("redirect-to?url=post&status_code=307");
+    request.SetData("app=WebRequestRedirect&version=1", "application/x-www-form-urlencoded");
+    REQUIRE( Execute() );
+    CHECK( response.GetStatus() == 200 );
+}
+
 TEST_CASE_METHOD(SyncRequestFixture,
                  "WebRequest::Sync::Put", "[net][webrequest][sync]")
 {