diff --git a/README.md b/README.md
index 307db35..8899d5f 100644
--- a/README.md
+++ b/README.md
@@ -235,7 +235,7 @@ To demonstrate request validation a `POST /proxy/profile/{username}/comment` ope
 Making a curl request to `POST /profile/alice/comment` should yield the following result, which validates successfully against the provided appspec:
 
 ```bash
-curl localhost:8080/proxy/profile/alice/comment -X POST -H "Content-Type: application/json" -d '{"comment":"Hello world!"}
+curl localhost:8080/proxy/profile/alice/comment -X POST -H "Content-Type: application/json" -d '{"comment":"Hello world!"}'
 ```
 
 ```json
diff --git a/src/nginx_module/filter_response_body.c b/src/nginx_module/filter_response_body.c
index 8011d3d..901ec7c 100644
--- a/src/nginx_module/filter_response_body.c
+++ b/src/nginx_module/filter_response_body.c
@@ -98,7 +98,8 @@ ngx_int_t FiretailResponseBodyFilter(ngx_http_request_t *request, ngx_chain_t *c
 
     validation_result = response_body_validator(
         (char *)main_config->FiretailUrl.data, main_config->FiretailUrl.len, (char *)main_config->FiretailApiToken.data,
-        main_config->FiretailApiToken.len, (char *)ctx->request_body, (int)ctx->request_body_size,
+        main_config->FiretailApiToken.len, (char *)main_config->FiretailAllowUndefinedRoutes.data,
+        (int)main_config->FiretailAllowUndefinedRoutes.len, (char *)ctx->request_body, (int)ctx->request_body_size,
         (char *)ctx->request_headers_json, (int)ctx->request_headers_json_size, ctx->response_body,
         ctx->response_body_size, response_headers_json_string, strlen(response_headers_json_string),
         request->unparsed_uri.data, request->unparsed_uri.len, ctx->status_code, request->method_name.data,
diff --git a/src/nginx_module/firetail_module.c b/src/nginx_module/firetail_module.c
index 846cee3..05efb7b 100644
--- a/src/nginx_module/firetail_module.c
+++ b/src/nginx_module/firetail_module.c
@@ -88,6 +88,9 @@ static ngx_int_t ngx_http_firetail_handler_internal(ngx_http_request_t *request)
   // Update the ctx with the new updated body
   ctx->request_body = updated_request_body;
 
+  // Get the main config so we can check if we have 404s disabled from the middleware
+  FiretailMainConfig *main_config = ngx_http_get_module_main_conf(request, ngx_firetail_module);
+
   // run the validation
   void *validator_module = dlopen("/etc/nginx/modules/firetail-validator.so", RTLD_LAZY);
   if (!validator_module) {
@@ -102,10 +105,10 @@ static ngx_int_t ngx_http_firetail_handler_internal(ngx_http_request_t *request)
   }
   ngx_log_debug(NGX_LOG_DEBUG, request->connection->log, 0, "Validating request body...");
 
-  struct ValidateRequestBody_return validation_result =
-      request_body_validator(ctx->request_body, ctx->request_body_size, request->unparsed_uri.data,
-                             request->unparsed_uri.len, request->method_name.data, request->method_name.len,
-                             (char *)ctx->request_headers_json, ctx->request_headers_json_size);
+  struct ValidateRequestBody_return validation_result = request_body_validator(
+      main_config->FiretailAllowUndefinedRoutes.data, main_config->FiretailAllowUndefinedRoutes.len, ctx->request_body,
+      ctx->request_body_size, request->unparsed_uri.data, request->unparsed_uri.len, request->method_name.data,
+      request->method_name.len, (char *)ctx->request_headers_json, ctx->request_headers_json_size);
 
   ngx_log_debug(NGX_LOG_DEBUG, request->connection->log, 0, "Validation request result: %d", validation_result.r0);
   ngx_log_debug(NGX_LOG_DEBUG, request->connection->log, 0, "Validating request body: %s", validation_result.r1);
@@ -210,8 +213,8 @@ ngx_http_module_t kFiretailModuleContext = {
     NULL                       // merge location configuration
 };
 
-char *EnableFiretailDirectiveInit(ngx_conf_t *configuration_object, ngx_command_t *command_definition,
-                                  void *http_main_config) {
+char *FiretailApiTokenDirectiveCallback(ngx_conf_t *configuration_object, ngx_command_t *command_definition,
+                                        void *http_main_config) {
   // TODO: validate the args given to the directive
 
   // Find the firetail_api_key_field given the config pointer & offset in cmd
@@ -225,8 +228,8 @@ char *EnableFiretailDirectiveInit(ngx_conf_t *configuration_object, ngx_command_
   return NGX_CONF_OK;
 }
 
-char *EnableFiretailUrlInit(ngx_conf_t *configuration_object, ngx_command_t *command_definition,
-                            void *http_main_config) {
+char *FiretailUrlDirectiveCallback(ngx_conf_t *configuration_object, ngx_command_t *command_definition,
+                                   void *http_main_config) {
   // TODO: validate the args given to the directive
 
   // Find the firetail_api_key_field given the config pointer & offset in cmd
@@ -240,16 +243,43 @@ char *EnableFiretailUrlInit(ngx_conf_t *configuration_object, ngx_command_t *com
   return NGX_CONF_OK;
 }
 
-ngx_command_t kFiretailCommands[3] = {
+char *FiretailAllowUndefinedRoutesDirectiveCallback(ngx_conf_t *configuration_object, ngx_command_t *command_definition,
+                                                    void *http_main_config) {
+  // Find the firetail_api_key_field given the config pointer & offset in cmd
+  char *firetail_config = http_main_config;
+  ngx_str_t *firetail_allow_undefined_routes_field = (ngx_str_t *)(firetail_config + command_definition->offset);
+
+  // Get the string value from the configuraion object
+  ngx_str_t *value = configuration_object->args->elts;
+  *firetail_allow_undefined_routes_field = value[1];
+
+  return NGX_CONF_OK;
+}
+
+ngx_command_t kFiretailCommands[4] = {
     {// Name of the directive
      ngx_string("firetail_api_token"),
      // Valid in the main config and takes one arg
      NGX_HTTP_MAIN_CONF | NGX_CONF_TAKE1,
      // A callback function to be called when the directive is found in the
      // configuration
-     EnableFiretailDirectiveInit, NGX_HTTP_MAIN_CONF_OFFSET, offsetof(FiretailMainConfig, FiretailApiToken), NULL},
-    {ngx_string("firetail_url"), NGX_HTTP_MAIN_CONF | NGX_CONF_TAKE1, EnableFiretailUrlInit, NGX_HTTP_MAIN_CONF_OFFSET,
-     offsetof(FiretailMainConfig, FiretailUrl), NULL},
+     FiretailApiTokenDirectiveCallback, NGX_HTTP_MAIN_CONF_OFFSET, offsetof(FiretailMainConfig, FiretailApiToken),
+     NULL},
+    {// Name of the directive
+     ngx_string("firetail_url"),
+     // Valid in the main config and takes one arg
+     NGX_HTTP_MAIN_CONF | NGX_CONF_TAKE1,
+     // A callback function to be called when the directive is found in the
+     // configuration
+     FiretailUrlDirectiveCallback, NGX_HTTP_MAIN_CONF_OFFSET, offsetof(FiretailMainConfig, FiretailUrl), NULL},
+    {// Name of the directive
+     ngx_string("firetail_allow_undefined_routes"),
+     // Valid in the main config and takes one arg
+     NGX_HTTP_MAIN_CONF | NGX_CONF_TAKE1,
+     // A callback function to be called when the directive is found in the
+     // configuration
+     FiretailAllowUndefinedRoutesDirectiveCallback, NGX_HTTP_MAIN_CONF_OFFSET,
+     offsetof(FiretailMainConfig, FiretailAllowUndefinedRoutes), NULL},
     ngx_null_command};
 
 ngx_module_t ngx_firetail_module = {NGX_MODULE_V1,
diff --git a/src/nginx_module/firetail_module.h b/src/nginx_module/firetail_module.h
index 634722c..ef948cb 100644
--- a/src/nginx_module/firetail_module.h
+++ b/src/nginx_module/firetail_module.h
@@ -10,18 +10,21 @@ struct ValidateResponseBody_return {
   char* r1;
 };
 typedef struct ValidateResponseBody_return (*ValidateResponseBody)(char*, int, char*, int, char*, int, char*, int,
-                                                                   void*, int, char*, int, void*, int, int, void*, int);
+                                                                   char*, int, void*, int, char*, int, void*, int, int,
+                                                                   void*, int);
 
 struct ValidateRequestBody_return {
   int r0;
   char* r1;
 };
-typedef struct ValidateRequestBody_return (*ValidateRequestBody)(void*, int, void*, int, void*, int, void*, int);
+typedef struct ValidateRequestBody_return (*ValidateRequestBody)(void*, int, void*, int, void*, int, void*, int, void*,
+                                                                 int);
 
 // This config struct will hold our API key
 typedef struct {
   ngx_str_t FiretailApiToken;  // TODO: this should probably be a *ngx_str_t
   ngx_str_t FiretailUrl;
+  ngx_str_t FiretailAllowUndefinedRoutes;
 } FiretailMainConfig;
 
 // The header and body filters of the filter that was added just before ours.
diff --git a/src/validator/main.go b/src/validator/main.go
index d5aa238..4ac87cb 100644
--- a/src/validator/main.go
+++ b/src/validator/main.go
@@ -16,6 +16,7 @@ import (
 )
 import (
 	"net/http"
+	"strconv"
 )
 
 var firetailRequestMiddleware func(next http.Handler) http.Handler
@@ -23,11 +24,13 @@ var firetailResponseMiddleware func(next http.Handler) http.Handler
 
 //export ValidateRequestBody
 func ValidateRequestBody(
+	allowUndefinedRoutes unsafe.Pointer, allowUndefinedRoutesLength C.int,
 	bodyCharPtr unsafe.Pointer, bodyLength C.int,
 	pathCharPtr unsafe.Pointer, pathLength C.int,
 	methodCharPtr unsafe.Pointer, methodLength C.int,
 	headersCharPtr unsafe.Pointer, headersLength C.int,
 ) (C.int, *C.char) {
+	log.Println("✅ Validating request body...")
 	// Create the middleware if it hasn't already been done
 	if firetailRequestMiddleware == nil {
 		var err error
@@ -78,11 +81,35 @@ func ValidateRequestBody(
 	// Serve the request to the middlware
 	myMiddleware.ServeHTTP(localResponseWriter, mockRequest)
 
-	// If the body differs after being passed through the middleware then we'll just infer it doesn't match the spec
+	// Get the response body from the middleware
 	middlewareResponseBodyBytes, err := io.ReadAll(localResponseWriter.Body)
 	responseCString := C.CString(string(middlewareResponseBodyBytes))
+	if err != nil {
+		return 1, responseCString // return 1 is error by convention
+	}
+
+	// If the body differs after being passed through the middleware then we'll just infer it doesn't match the spec
+	if string(middlewareResponseBodyBytes) != string(placeholderResponse) {
+		// If allowing undefined routes, then we need to check if the response is a 404 from the middleware. If it is,
+		// we return success.
+		allowUndefinedRoutesBool, err := strconv.ParseBool(string(C.GoBytes(allowUndefinedRoutes, allowUndefinedRoutesLength)))
+		if err != nil {
+			return 1, responseCString // return 1 is error by convention
+		}
+		if allowUndefinedRoutesBool {
+			response_json := map[string]interface{}{}
+			if err := json.Unmarshal(middlewareResponseBodyBytes, &response_json); err != nil {
+				return 1, responseCString // return 1 is error by convention
+			}
+			if code, ok := response_json["code"]; ok {
+				if code_float, ok := code.(float64); ok {
+					if code_float == 404 {
+						return 0, responseCString // return 0 is success by convention
+					}
+				}
+			}
 
-	if err != nil || string(middlewareResponseBodyBytes) != string(placeholderResponse) {
+		}
 		return 1, responseCString // return 1 is error by convention
 	}
 
@@ -94,6 +121,7 @@ func ValidateResponseBody(
 	urlCharPtr unsafe.Pointer,
 	urlLength C.int,
 	tokenCharPtr unsafe.Pointer, tokenLength C.int,
+	allowUndefinedRoutes unsafe.Pointer, allowUndefinedRoutesLength C.int,
 	reqBodyCharPtr unsafe.Pointer, reqBodyLength C.int,
 	reqHeadersJsonCharPtr unsafe.Pointer, reqHeadersJsonLength C.int,
 	resBodyCharPtr unsafe.Pointer, resBodyLength C.int,
@@ -170,12 +198,35 @@ func ValidateResponseBody(
 	// match the spec
 	middlewareResponseBodyBytes, err := io.ReadAll(localResponseWriter.Body)
 	responseCString := C.CString(string(middlewareResponseBodyBytes))
+	if err != nil {
+		return 1, responseCString // return 1 is error by convention
+	}
 
-	if err != nil || localResponseWriter.Code != int(statusCode) || string(middlewareResponseBodyBytes) != string(resBodySlice) {
+	// If the body differs after being passed through the middleware then we'll just infer it doesn't match the spec
+	if string(middlewareResponseBodyBytes) != string(resBodySlice) || localResponseWriter.Code != int(statusCode) {
+		// If allowing undefined routes, then we need to check if the response is a 404 from the middleware. If it is,
+		// we return success.
+		allowUndefinedRoutesBool, err := strconv.ParseBool(string(C.GoBytes(allowUndefinedRoutes, allowUndefinedRoutesLength)))
+		if err != nil {
+			return 1, responseCString // return 1 is error by convention
+		}
+		if allowUndefinedRoutesBool {
+			response_json := map[string]interface{}{}
+			if err := json.Unmarshal(middlewareResponseBodyBytes, &response_json); err != nil {
+				return 1, responseCString // return 1 is error by convention
+			}
+			if code, ok := response_json["code"]; ok {
+				if code_float, ok := code.(float64); ok {
+					if code_float == 404 {
+						return 0, C.CString(string(resBodySlice)) // return 0 is success by convention
+					}
+				}
+			}
+		}
 		return 1, responseCString // return 1 is error by convention
 	}
 
-	return 0, responseCString // return 0 is success by convention
+	return 0, C.CString(string(resBodySlice)) // return 0 is success by convention
 }
 
 func main() {}