diff --git a/cmd/request/request.go b/cmd/request/request.go
index dc317639..385b640f 100644
--- a/cmd/request/request.go
+++ b/cmd/request/request.go
@@ -42,6 +42,7 @@ The command offers a cURL-like experience to interact with the Ping platform ser
 	cmd.Flags().AddFlag(options.RequestHTTPMethodOption.Flag)
 	cmd.Flags().AddFlag(options.RequestServiceOption.Flag)
 	cmd.Flags().AddFlag(options.RequestDataOption.Flag)
+	cmd.Flags().AddFlag(options.RequestFailOption.Flag)
 
 	return cmd
 }
diff --git a/internal/commands/request/request_internal.go b/internal/commands/request/request_internal.go
index b39662c5..f36b2a2c 100644
--- a/internal/commands/request/request_internal.go
+++ b/internal/commands/request/request_internal.go
@@ -57,6 +57,11 @@ func runInternalPingOneRequest(uri string) (err error) {
 		return err
 	}
 
+	failOption, err := profiles.GetOptionValue(options.RequestFailOption)
+	if err != nil {
+		return err
+	}
+
 	apiURL := fmt.Sprintf("https://api.pingone.%s/v1/%s", topLevelDomain, uri)
 
 	httpMethod, err := profiles.GetOptionValue(options.RequestHTTPMethodOption)
@@ -102,9 +107,10 @@ func runInternalPingOneRequest(uri string) (err error) {
 	}
 
 	if res.StatusCode < 200 || res.StatusCode >= 300 {
-		// Note we don't os.Exit(1) here because pingcli has executed
-		// without issue, despite a failed response to the custom request
 		output.UserError("Failed Custom Request", fields)
+		if failOption == "true" {
+			os.Exit(1)
+		}
 	} else {
 		output.Success("Custom request successful", fields)
 	}
diff --git a/internal/commands/request/request_internal_test.go b/internal/commands/request/request_internal_test.go
index b7e26cab..476600dc 100644
--- a/internal/commands/request/request_internal_test.go
+++ b/internal/commands/request/request_internal_test.go
@@ -3,6 +3,7 @@ package request_internal
 import (
 	"fmt"
 	"os"
+	"os/exec"
 	"testing"
 
 	"github.com/pingidentity/pingcli/internal/configuration/options"
@@ -21,6 +22,31 @@ func Test_RunInternalRequest(t *testing.T) {
 	testutils.CheckExpectedError(t, err, nil)
 }
 
+// Test RunInternalRequest function with fail
+func Test_RunInternalRequestWithFail(t *testing.T) {
+
+	if os.Getenv("RUN_INTERNAL_FAIL_TEST") == "true" {
+		testutils_viper.InitVipers(t)
+		t.Setenv(options.RequestServiceOption.EnvVar, "pingone")
+		options.RequestFailOption.Flag.Changed = true
+		err := options.RequestFailOption.Flag.Value.Set("true")
+		if err != nil {
+			t.Fatal(err)
+		}
+		_ = RunInternalRequest("environments/failTest")
+		t.Fatal("This should never run due to internal request resulting in os.Exit(1)")
+	} else {
+		cmdName := os.Args[0]
+		cmd := exec.Command(cmdName, "-test.run=Test_RunInternalRequestWithFail")
+		cmd.Env = append(os.Environ(), "RUN_INTERNAL_FAIL_TEST=true")
+		err := cmd.Run()
+		if exitError, ok := err.(*exec.ExitError); ok && !exitError.Success() {
+			return
+		}
+		t.Fatalf("The process did not exit with a non-zero: %s", err)
+	}
+}
+
 // Test RunInternalRequest function with empty service
 func Test_RunInternalRequest_EmptyService(t *testing.T) {
 	testutils_viper.InitVipers(t)
diff --git a/internal/configuration/options/options.go b/internal/configuration/options/options.go
index 0cc98e6d..6bef857e 100644
--- a/internal/configuration/options/options.go
+++ b/internal/configuration/options/options.go
@@ -77,6 +77,7 @@ func Options() []Option {
 		RequestServiceOption,
 		RequestAccessTokenOption,
 		RequestAccessTokenExpiryOption,
+		RequestFailOption,
 	}
 }
 
@@ -145,4 +146,5 @@ var (
 	RequestServiceOption           Option
 	RequestAccessTokenOption       Option
 	RequestAccessTokenExpiryOption Option
+	RequestFailOption              Option
 )
diff --git a/internal/configuration/request/request.go b/internal/configuration/request/request.go
index 7ff1e795..9b95e30b 100644
--- a/internal/configuration/request/request.go
+++ b/internal/configuration/request/request.go
@@ -15,7 +15,7 @@ func InitRequestOptions() {
 	initServiceOption()
 	initAccessTokenOption()
 	initAccessTokenExpiryOption()
-
+	initFailOption()
 }
 
 func initDataOption() {
@@ -123,3 +123,25 @@ func initAccessTokenExpiryOption() {
 		ViperKey:        "request.accessTokenExpiry",
 	}
 }
+
+func initFailOption() {
+	cobraParamName := "fail"
+	cobraValue := new(customtypes.Bool)
+	defaultValue := customtypes.Bool(false)
+
+	options.RequestFailOption = options.Option{
+		CobraParamName:  cobraParamName,
+		CobraParamValue: cobraValue,
+		DefaultValue:    &defaultValue,
+		Flag: &pflag.Flag{
+			Name:        cobraParamName,
+			NoOptDefVal: "true",
+			Shorthand:   "f",
+			Usage:       "Return non-zero exit code when HTTP custom request returns a failure status code.",
+			Value:       cobraValue,
+		},
+
+		Type:     options.ENUM_BOOL,
+		ViperKey: "request.fail",
+	}
+}