diff --git a/proxy/proxy.go b/proxy/proxy.go
index d3c2afd8..c16555ea 100644
--- a/proxy/proxy.go
+++ b/proxy/proxy.go
@@ -213,16 +213,6 @@ func (p *Proxy) proxyHTTPRequest(
 		roundTripReq.Header.Set("Connection", "keep-alive")
 	}
 
-    // Handle GOAWAY frame to correctly retry a request
-    if roundTripReq.Body != nil {
-        roundTripReq.GetBody = func() (io.ReadCloser, err error) {
-            if err.Error() == "http2: Transport received Server's graceful shutdown GOAWAY" {
-                return roundTripReq.Body, nil
-            }
-            return nil, err
-        }
-    }
-
 	// Set the User-Agent as an empty string if not provided to avoid inserting golang default UA
 	if roundTripReq.Header.Get("User-Agent") == "" {
 		roundTripReq.Header.Set("User-Agent", "")
@@ -231,11 +221,23 @@ func (p *Proxy) proxyHTTPRequest(
 	_, ttfbSpan := tr.Tracer().Start(tr.Context(), "ttfb_origin")
 	resp, err := httpService.RoundTrip(roundTripReq)
 	if err != nil {
-		tracing.EndWithErrorStatus(ttfbSpan, err)
-		if err := roundTripReq.Context().Err(); err != nil {
-			return errors.Wrap(err, "Incoming request ended abruptly")
+		// Check for GOAWAY error and retry once if applicable
+		const goawayMsg = "http2: Transport received Server's graceful shutdown GOAWAY"
+		if err.Error() == goawayMsg && roundTripReq.GetBody != nil {
+			// Reset the body for retry
+			newBody, getBodyErr := roundTripReq.GetBody()
+			if getBodyErr == nil {
+				roundTripReq.Body = newBody
+				resp, err = httpService.RoundTrip(roundTripReq)
+			}
+		}
+		if err != nil {
+			tracing.EndWithErrorStatus(ttfbSpan, err)
+			if err := roundTripReq.Context().Err(); err != nil {
+				return errors.Wrap(err, "Incoming request ended abruptly")
+			}
+			return errors.Wrap(err, "Unable to reach the origin service. The service may be down or it may not be responding to traffic from cloudflared")
 		}
-		return errors.Wrap(err, "Unable to reach the origin service. The service may be down or it may not be responding to traffic from cloudflared")
 	}
 
 	tracing.EndWithStatusCode(ttfbSpan, resp.StatusCode)
diff --git a/proxy/proxy_test.go b/proxy/proxy_test.go
index 56c9cab9..27a7283e 100644
--- a/proxy/proxy_test.go
+++ b/proxy/proxy_test.go
@@ -4,6 +4,7 @@ import (
 	"bufio"
 	"bytes"
 	"context"
+	"errors"
 	"flag"
 	"fmt"
 	"io"
@@ -1018,3 +1019,61 @@ func runEchoWSService(t *testing.T, l net.Listener) {
 		}
 	}()
 }
+
+func TestHandleGOAWAYRetry(t *testing.T) {
+	// Simulate a request body
+	bodyContent := "test body content"
+	body := io.NopCloser(strings.NewReader(bodyContent))
+
+	// Create a mock request with a body
+	roundTripReq := &http.Request{
+		Body: body,
+	}
+
+	// Simulate the GOAWAY error
+	goawayError := errors.New("http2: Transport received Server's graceful shutdown GOAWAY")
+
+	// Assign the GetBody function
+	roundTripReq.GetBody = func() (io.ReadCloser, error) {
+		if goawayError.Error() == "http2: Transport received Server's graceful shutdown GOAWAY" {
+			return roundTripReq.Body, nil
+		}
+		return nil, goawayError
+	}
+
+	// Test the GetBody function
+	retriedBody, err := roundTripReq.GetBody()
+	if err != nil {
+		t.Fatalf("Expected no error, got: %v", err)
+	}
+
+	// Verify the retried body content
+	retriedContent, _ := io.ReadAll(retriedBody)
+	if string(retriedContent) != bodyContent {
+		t.Fatalf("Expected body content '%s', got '%s'", bodyContent, string(retriedContent))
+	}
+}
+func TestHandleGOAWAYRetryError(t *testing.T) {
+	// Simulate a request body
+	bodyContent := "test body content"
+	body := io.NopCloser(strings.NewReader(bodyContent))
+
+	// Create a mock request with a body
+	roundTripReq := &http.Request{
+		Body: body,
+	}
+
+	// Simulate the GOAWAY error
+	goawayError := errors.New("http2: Transport received Server's graceful shutdown GOAWAY")
+
+	// Assign the GetBody function to return an error
+	roundTripReq.GetBody = func() (io.ReadCloser, error) {
+		return nil, goawayError
+	}
+
+	// Test the GetBody function
+	retriedBody, err := roundTripReq.GetBody()
+	if retriedBody != nil || err == nil {
+		t.Fatalf("Expected error, got body: %v, error: %v", retriedBody, err)
+	}
+}