diff --git a/internal/auth/jwt_test.go b/internal/auth/jwt_test.go
index 2a0d7fe..9625800 100644
--- a/internal/auth/jwt_test.go
+++ b/internal/auth/jwt_test.go
@@ -1,6 +1,7 @@
 package auth
 
 import (
+	"strings"
 	"testing"
 
 	"github.com/golang-jwt/jwt/v5"
@@ -74,3 +75,63 @@ func TestValidateBearerToken(t *testing.T) {
 	}
 	t.Logf("✅ Correctly rejected invalid token: %v", err)
 }
+
+func TestRealAuthentikToken(t *testing.T) {
+	// Real JWT from Authentik (poimen-memory application)
+	realToken := "eyJhbGciOiJSUzI1NiIsImtpZCI6Ik50cUdGSmJGbDhkTmxKRHRxVTZIdnltRkN0eDc2Vl9hNnlKbnI4NHhQbzdNRTVxODhKajJZa3NGX3pOclA3QU1PRlBxWTFxVm8wckJIZUFMYmJlVGdBIiwidHlwIjoiSldUIn0.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.i6JrDnQuxZm0MInxJENI-oAsUZlaP_VXJMheWOjevQ7O_ZLE1TOPHyRETZBpj5Ne0MrPjJv19kNdmWsadEuVWIcnBVce5A9jghanROQEbl2ATO7GmdyNGLfAUghPimeBUXncfxpfC9zlhbOBRIPQgKjluqCbySwKhwkd95QjAxdWILypkizxFMiHWProxrctIZM-OJ69RGTGxkkLAqkB5O__Ch0-qR4gWTCLOS9V-qe7wAdX4FjU5lQUfx1HnudQ0YECt6g3i5EeonEyYroPk163tj-ad_fhqWxz9B3AeoOy5rp88G1qBlj_sdmtWGoncqI73AuX0PjpSGKnlqZpVVOFhmX_cqnDXPWMl6Rlrq23NishIH6OzTa9aSLZYSN5jRLK1N6hHbslAFnTUdFMAHC8d6dUOfsYToxqxV6dj-FAN64gxBu5ullo47f9jUvGmGVNhVS6LErLdEprO2um0k-mBkq3D_FCoEUcLMCYHDKhw9eFKT_U7NwJz8_zRflJjEwlPwXHnMR_S6bKDsYcK2I2WCs8N1zc0ZMhpqQ7wKJW49B6GnKZQJocOi0rWLu8KgzckGEahTykJ6VN9FMhxu7hLcYNimItNYY6pD7kZdluxHeKW29dA47B1BaVkw2E0XZ7bnzSfLgVXO5810sxpYRm4tSDewzwYsaJ4Q_Wkdw"
+
+	t.Run("Decode unverified real Authentik token", func(t *testing.T) {
+		claims, err := DecodeToken(realToken)
+		if err != nil {
+			t.Fatalf("failed to decode token: %v", err)
+		}
+
+		// Verify token structure
+		if iss, ok := claims["iss"].(string); !ok || !strings.Contains(iss, "authentik.riotpiao.com") {
+			t.Fatal("token not from Authentik")
+		}
+
+		if aud, ok := claims["aud"].(string); !ok || aud != "poimen-memory" {
+			t.Fatalf("expected audience 'poimen-memory', got %v", aud)
+		}
+
+		t.Log("✅ Real Authentik token structure valid")
+		t.Logf("   Issuer: %v", claims["iss"])
+		t.Logf("   Audience: %v", claims["aud"])
+		t.Logf("   Subject: %v", claims["sub"])
+	})
+
+	t.Run("Validate with correct issuer/audience", func(t *testing.T) {
+		validator := NewValidator(
+			"https://authentik.riotpiao.com/application/o/poimen-memory/",
+			"poimen-memory",
+			"https://authentik.riotpiao.com/application/o/poimen-memory/jwks/",
+		)
+
+		claims, err := validator.ValidateBearerToken("Bearer " + realToken)
+		if err != nil {
+			// Might fail if JWKS fetch fails (no network), but structure is valid
+			t.Logf("Token validation error (expected if no JWKS fetch): %v", err)
+		} else {
+			t.Log("✅ Real Authentik JWT validated successfully")
+			if aud, ok := claims["aud"].(string); ok {
+				t.Logf("   Audience verified: %s", aud)
+			}
+		}
+	})
+
+	t.Run("Reject token with wrong audience", func(t *testing.T) {
+		validator := NewValidator(
+			"https://authentik.riotpiao.com/application/o/sqs/",
+			"sqs", // Wrong audience
+			"https://authentik.riotpiao.com/application/o/sqs/jwks/",
+		)
+
+		claims, err := validator.ValidateBearerToken("Bearer " + realToken)
+		if err == nil && claims != nil {
+			t.Fatalf("expected rejection due to wrong audience, but validation passed")
+		}
+		// Should fail due to audience mismatch
+		t.Logf("✅ Correctly rejected token with wrong audience: %v", err)
+	})
+}