diff --git a/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/CustomInterceptorTest.java b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/CustomInterceptorTest.java
new file mode 100644
index 000000000..0efcced3c
--- /dev/null
+++ b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/CustomInterceptorTest.java
@@ -0,0 +1,61 @@
+/*
+ * Licensed to the Apache Software Foundation (ASF) under one or more
+ * contributor license agreements.  See the NOTICE file distributed with
+ * this work for additional information regarding copyright ownership.
+ * The ASF licenses this file to You under the Apache License, Version 2.0
+ * (the "License"); you may not use this file except in compliance with
+ * the License.  You may obtain a copy of the License at
+ *
+ *   http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.apache.webbeans.test.interceptors.owb1441;
+
+import jakarta.enterprise.context.ApplicationScoped;
+import org.apache.webbeans.test.AbstractUnitTest;
+import org.apache.webbeans.test.interceptors.interceptorbean.BigBrotherInterceptor;
+import org.apache.webbeans.test.interceptors.interceptorbean.BigBrothered;
+import org.apache.webbeans.test.interceptors.interceptorbean.BigBrotheredExtension;
+import org.junit.Test;
+
+import static org.junit.Assert.assertTrue;
+
+/**
+ * Test for programmatically added Interceptors
+ */
+public class CustomInterceptorTest extends AbstractUnitTest
+{
+    @Test
+    public void testCustomInterceptor() throws Exception
+    {
+        WatchExtension bbe = new WatchExtension();
+        addExtension(bbe);
+        startContainer(LittleJohnDoe.class);
+
+        final LittleJohnDoe joe = getInstance(LittleJohnDoe.class);
+
+        joe.makeACoffee();
+        assertTrue(WatchInterceptor.isObserved());
+
+        joe.watchTv();
+        assertTrue(WatchInterceptor.isObserved());
+    }
+
+    @ApplicationScoped
+    @BigBrothered
+    public static class LittleJohnDoe
+    {
+        public void makeACoffee() {
+            System.out.println("Making a coffee");
+        }
+
+        public void watchTv() {
+            System.out.println("Watching TV");
+        }
+    }
+}
diff --git a/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchExtension.java b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchExtension.java
new file mode 100644
index 000000000..7c3738908
--- /dev/null
+++ b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchExtension.java
@@ -0,0 +1,165 @@
+/*
+ * Licensed to the Apache Software Foundation (ASF) under one or more
+ * contributor license agreements.  See the NOTICE file distributed with
+ * this work for additional information regarding copyright ownership.
+ * The ASF licenses this file to You under the Apache License, Version 2.0
+ * (the "License"); you may not use this file except in compliance with
+ * the License.  You may obtain a copy of the License at
+ *
+ *   http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.apache.webbeans.test.interceptors.owb1441;
+
+import java.lang.annotation.Annotation;
+import java.lang.reflect.Method;
+import java.lang.reflect.Type;
+import java.util.Collections;
+import java.util.HashSet;
+import java.util.List;
+import java.util.Set;
+
+import jakarta.enterprise.event.Observes;
+import jakarta.enterprise.inject.spi.AfterBeanDiscovery;
+import jakarta.enterprise.inject.spi.AnnotatedConstructor;
+import jakarta.enterprise.inject.spi.AnnotatedField;
+import jakarta.enterprise.inject.spi.AnnotatedMethod;
+import jakarta.enterprise.inject.spi.AnnotatedParameter;
+import jakarta.enterprise.inject.spi.AnnotatedType;
+import jakarta.enterprise.inject.spi.BeanManager;
+import jakarta.enterprise.inject.spi.BeforeBeanDiscovery;
+import jakarta.enterprise.inject.spi.Extension;
+import jakarta.enterprise.util.Nonbinding;
+import org.apache.webbeans.test.interceptors.interceptorbean.BigBrotherInterceptorBean;
+import org.apache.webbeans.test.interceptors.interceptorbean.BigBrothered;
+
+public class WatchExtension implements Extension
+{
+    public void registerInterceptorBinding(@Observes BeforeBeanDiscovery beforeBeanDiscovery,  BeanManager beanManager) {
+        beforeBeanDiscovery.addInterceptorBinding(
+            new WatchedAnnotatedType(beanManager.createAnnotatedType(Watched.class)));
+
+    }
+
+    public void registerInterceptor(@Observes AfterBeanDiscovery afterBeanDiscovery) {
+        afterBeanDiscovery.addBean(new WatchInterceptorBean(42));
+    }
+
+    // To add Nonbinding to @Watched members
+    @SuppressWarnings("unchecked")
+    static class WatchedAnnotatedType implements AnnotatedType<Watched> {
+        private final AnnotatedType<Watched> delegate;
+        private final Set<AnnotatedMethod<? super Watched>> methods;
+
+        WatchedAnnotatedType(final AnnotatedType<Watched> delegate) {
+            this.delegate = delegate;
+            this.methods = new HashSet<>();
+
+            for (AnnotatedMethod<? super Watched> method : delegate.getMethods()) {
+                methods.add(new AnnotatedMethod<>() {
+                    private final AnnotatedMethod<Watched> delegate = (AnnotatedMethod<Watched>) method;
+                    private final Set<Annotation> annotations = Collections.singleton(Nonbinding.Literal.INSTANCE);
+
+                    @Override
+                    public Method getJavaMember() {
+                        return delegate.getJavaMember();
+                    }
+
+                    @Override
+                    public List<AnnotatedParameter<Watched>> getParameters() {
+                        return delegate.getParameters();
+                    }
+
+                    @Override
+                    public boolean isStatic() {
+                        return delegate.isStatic();
+                    }
+
+                    @Override
+                    public AnnotatedType<Watched> getDeclaringType() {
+                        return delegate.getDeclaringType();
+                    }
+
+                    @Override
+                    public Type getBaseType() {
+                        return delegate.getBaseType();
+                    }
+
+                    @Override
+                    public Set<Type> getTypeClosure() {
+                        return delegate.getTypeClosure();
+                    }
+
+                    @Override
+                    public <T extends Annotation> T getAnnotation(final Class<T> annotationType) {
+                        if (annotationType.equals(Nonbinding.class)) {
+                            return (T) annotations.iterator().next();
+                        }
+                        return null;
+                    }
+
+                    @Override
+                    public Set<Annotation> getAnnotations() {
+                        return annotations;
+                    }
+
+                    @Override
+                    public boolean isAnnotationPresent(final Class<? extends Annotation> annotationType) {
+                        return annotationType.equals(Nonbinding.class);
+                    }
+                });
+            }
+        }
+
+        @Override
+        public Class<Watched> getJavaClass() {
+            return delegate.getJavaClass();
+        }
+
+        @Override
+        public Set<AnnotatedConstructor<Watched>> getConstructors() {
+            return delegate.getConstructors();
+        }
+
+        @Override
+        public Set<AnnotatedMethod<? super Watched>> getMethods() {
+            return this.methods;
+        }
+
+        @Override
+        public Set<AnnotatedField<? super Watched>> getFields() {
+            return delegate.getFields();
+        }
+
+        @Override
+        public Type getBaseType() {
+            return delegate.getBaseType();
+        }
+
+        @Override
+        public Set<Type> getTypeClosure() {
+            return delegate.getTypeClosure();
+        }
+
+        @Override
+        public <T extends Annotation> T getAnnotation(final Class<T> annotationType) {
+            return delegate.getAnnotation(annotationType);
+        }
+
+        @Override
+        public Set<Annotation> getAnnotations() {
+            return delegate.getAnnotations();
+        }
+
+        @Override
+        public boolean isAnnotationPresent(final Class<? extends Annotation> annotationType) {
+            return delegate.isAnnotationPresent(annotationType);
+        }
+    }
+
+}
diff --git a/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchInterceptor.java b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchInterceptor.java
new file mode 100644
index 000000000..38512d245
--- /dev/null
+++ b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchInterceptor.java
@@ -0,0 +1,30 @@
+package org.apache.webbeans.test.interceptors.owb1441;
+
+import jakarta.interceptor.AroundInvoke;
+import jakarta.interceptor.InvocationContext;
+
+public class WatchInterceptor {
+
+  public WatchInterceptor(String totallyUselessParamJustToNotHaveADefaultCt) {
+
+  }
+
+  private static boolean observed = false;
+
+  @AroundInvoke
+  public Object invoke(InvocationContext context) throws Exception
+  {
+    System.out.println("I am watching you " + context.getMethod());
+    observed = true;
+
+    return context.proceed();
+  }
+
+  public static boolean isObserved()
+  {
+    boolean wasObserved = observed;
+    observed = false;
+    return wasObserved;
+  }
+
+}
diff --git a/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchInterceptorBean.java b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchInterceptorBean.java
new file mode 100644
index 000000000..bdfdcfba6
--- /dev/null
+++ b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/WatchInterceptorBean.java
@@ -0,0 +1,124 @@
+/*
+ * Licensed to the Apache Software Foundation (ASF) under one or more
+ * contributor license agreements.  See the NOTICE file distributed with
+ * this work for additional information regarding copyright ownership.
+ * The ASF licenses this file to You under the Apache License, Version 2.0
+ * (the "License"); you may not use this file except in compliance with
+ * the License.  You may obtain a copy of the License at
+ *
+ *   http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.apache.webbeans.test.interceptors.owb1441;
+
+import java.lang.annotation.Annotation;
+import java.lang.reflect.Type;
+import java.util.Collections;
+import java.util.Set;
+
+import jakarta.enterprise.context.Dependent;
+import jakarta.enterprise.context.spi.CreationalContext;
+import jakarta.enterprise.inject.spi.InjectionPoint;
+import jakarta.enterprise.inject.spi.InterceptionType;
+import jakarta.enterprise.inject.spi.Interceptor;
+import jakarta.enterprise.util.AnnotationLiteral;
+import jakarta.interceptor.InvocationContext;
+import org.apache.webbeans.annotation.DefaultLiteral;
+import org.apache.webbeans.test.interceptors.interceptorbean.BigBrotherInterceptor;
+import org.apache.webbeans.test.interceptors.interceptorbean.BigBrothered;
+
+public class WatchInterceptorBean implements Interceptor<WatchInterceptor>
+{
+    // it's good performance practice to keep the sets static as they are requested tons of times!
+    public static final Set<Type> TYPES = Set.of(WatchInterceptor.class);
+    public static final Set<Annotation> QUALIFIERS = Set.of(DefaultLiteral.INSTANCE);
+    public static final Set<Annotation> INTERCEPTOR_BINDINGS = Set.of(new AnnotationLiteral<BigBrothered>() {});
+
+    public WatchInterceptorBean(int totallyUselessParamJustToNotHaveADefaultCt)
+    {
+        // all fine ;)
+    }
+
+    @Override
+    public Set<Annotation> getInterceptorBindings()
+    {
+        return INTERCEPTOR_BINDINGS;
+    }
+
+    @Override
+    public boolean intercepts(InterceptionType type)
+    {
+        return InterceptionType.AROUND_INVOKE.equals(type);
+    }
+
+    @Override
+    public Object intercept(InterceptionType type, WatchInterceptor instance, InvocationContext ctx) throws Exception
+    {
+        return instance.invoke(ctx);
+    }
+
+    @Override
+    public Class<?> getBeanClass()
+    {
+        return WatchInterceptor.class;
+    }
+
+    @Override
+    public Set<InjectionPoint> getInjectionPoints()
+    {
+        return Collections.emptySet();
+    }
+
+    @Override
+    public WatchInterceptor create(CreationalContext<WatchInterceptor> creationalContext)
+    {
+        return new WatchInterceptor("");
+    }
+
+    @Override
+    public void destroy(WatchInterceptor instance, CreationalContext<WatchInterceptor> creationalContext)
+    {
+        // no op
+    }
+
+    @Override
+    public Set<Type> getTypes()
+    {
+        return TYPES;
+    }
+
+    @Override
+    public Set<Annotation> getQualifiers()
+    {
+        return QUALIFIERS;
+    }
+
+    @Override
+    public Class<? extends Annotation> getScope()
+    {
+        return Dependent.class;
+    }
+
+    @Override
+    public String getName()
+    {
+        return null;
+    }
+
+    @Override
+    public Set<Class<? extends Annotation>> getStereotypes()
+    {
+        return Collections.emptySet();
+    }
+
+    @Override
+    public boolean isAlternative()
+    {
+        return false;
+    }
+}
diff --git a/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/Watched.java b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/Watched.java
new file mode 100644
index 000000000..495fbc0ef
--- /dev/null
+++ b/webbeans-impl/src/test/java/org/apache/webbeans/test/interceptors/owb1441/Watched.java
@@ -0,0 +1,35 @@
+/*
+ * Licensed to the Apache Software Foundation (ASF) under one or more
+ * contributor license agreements.  See the NOTICE file distributed with
+ * this work for additional information regarding copyright ownership.
+ * The ASF licenses this file to You under the Apache License, Version 2.0
+ * (the "License"); you may not use this file except in compliance with
+ * the License.  You may obtain a copy of the License at
+ *
+ *   http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.apache.webbeans.test.interceptors.owb1441;
+
+import java.lang.annotation.ElementType;
+import java.lang.annotation.Retention;
+import java.lang.annotation.RetentionPolicy;
+import java.lang.annotation.Target;
+
+import org.apache.webbeans.test.interceptors.interceptorbean.BigBrotheredExtension;
+
+/**
+ * Test interceptor annotation
+ *
+ * Note that this is not an InterceptorBinding as we do register the interface via {@link WatchExtension}.
+ */
+@Target({ElementType.METHOD, ElementType.TYPE})
+@Retention(RetentionPolicy.RUNTIME)
+public @interface Watched
+{
+}