diff --git a/package.json b/package.json
index 849b153..90bb18f 100644
--- a/package.json
+++ b/package.json
@@ -32,7 +32,7 @@
     "format": "prettier --write .",
     "lint": "eslint . --ext=.ts",
     "sync-labels": "github-label-sync --labels .github/labels.json poppinss/middleware",
-    "quick:test": "node --loader=ts-node/esm bin/test.ts"
+    "quick:test": "cross-env NODE_DEBUG=poppinss:middleware node --loader=ts-node/esm bin/test.ts"
   },
   "keywords": [
     "koa",
@@ -52,6 +52,7 @@
     "@types/node": "^20.10.4",
     "benchmark": "^2.1.4",
     "c8": "^8.0.1",
+    "cross-env": "^7.0.3",
     "del-cli": "^5.1.0",
     "eslint": "^8.55.0",
     "fastseries": "^2.0.0",
diff --git a/src/runner.ts b/src/runner.ts
index e2687ff..bd9f209 100644
--- a/src/runner.ts
+++ b/src/runner.ts
@@ -7,8 +7,11 @@
  * file that was distributed with this source code.
  */
 
+import { debuglog } from 'node:util'
 import type { ErrorHandler, Executor, FinalHandler } from './types.js'
 
+const debug = debuglog('poppinss:middleware')
+
 /**
  * Run a function only once. Tightly coupled with the Runner class
  */
@@ -19,6 +22,7 @@ function once(scope: Runner<any>, callback: (scope: Runner<any>) => Promise<void
     }
 
     next.called = true
+    debug('next invoked')
     return callback(scope)
   }
   next.called = false
@@ -79,6 +83,7 @@ export class Runner<MiddlewareFn extends any> {
    */
   #invoke(self: Runner<MiddlewareFn>): Promise<void> | void {
     const middleware = self.#middleware[self.#currentIndex++]
+    debug('running middleware at index', self.#currentIndex)
 
     /**
      * Empty stack
@@ -95,6 +100,7 @@ export class Runner<MiddlewareFn extends any> {
    */
   #invokeWithErrorManagement(self: Runner<MiddlewareFn>): Promise<void> | void {
     const middleware = self.#middleware[self.#currentIndex++]
+    debug('running middleware at index', self.#currentIndex)
 
     /**
      * Empty stack
@@ -132,6 +138,7 @@ export class Runner<MiddlewareFn extends any> {
    */
   async run(cb: Executor<MiddlewareFn>): Promise<void> {
     this.#executor = cb
+    debug('starting middleware chain with %d middleware', this.#middleware.length)
 
     if (this.#errorHandler) {
       return this.#invokeWithErrorManagement(this)