diff --git a/README.md b/README.md
index cb7962f..699ee64 100644
--- a/README.md
+++ b/README.md
@@ -125,6 +125,7 @@ reload:
     watch_config_files: true # Optional, watch defined config files, default True
     files: # Optional, list of files to watch
         - /etc/conf/to/watch
+        - /file/support/*.matching
 # can also be enabled like this:
 reload: true
 
diff --git a/docs/config.rst b/docs/config.rst
index 93fdb15..e391158 100644
--- a/docs/config.rst
+++ b/docs/config.rst
@@ -236,6 +236,7 @@ Accept boolean or dictionary
         watch_config_files: true # Optional, watch defined config files, default True
         files: # Optional, list of files to watch
             - /etc/conf/to/watch
+            - /file/support/*.matching
     # can also be enabled with a boolean:
     reload: true
 
diff --git a/pyentrypoint/reloader.py b/pyentrypoint/reloader.py
index a64d34c..6e4b866 100644
--- a/pyentrypoint/reloader.py
+++ b/pyentrypoint/reloader.py
@@ -4,6 +4,7 @@
 from __future__ import absolute_import
 from __future__ import unicode_literals
 
+import glob
 import os
 import signal
 from multiprocessing import Process
@@ -18,14 +19,14 @@ class Reload(FileSystemEventHandler):
 
     """Reload object"""
 
-    def __init__(self, sig, files, pid=1):
+    def __init__(self, sig, reloader, pid=1):
         self.signal = sig
-        self.files = files
+        self.reloader = reloader
         self.pid = pid
         self.log = Logs().log
 
     def on_any_event(self, event):
-        if event.src_path in self.files:
+        if event.src_path in self.reloader.files:
             self.log.info(
                 'File {file} has changed, send sig {sig} to pid {pid}'.format(
                     file=event.src_path,
@@ -34,6 +35,12 @@ class Reload(FileSystemEventHandler):
                 )
             )
             os.kill(self.pid, self.signal)
+        else:
+            self.log.debug(
+                'Reloader triggered but file {file} not watched'.format(
+                    file=file
+                )
+            )
 
 
 class Reloader(object):
@@ -44,6 +51,7 @@ class Reloader(object):
         if not files:
             raise Exception('No file to watch for reload')
 
+        self.log = Logs().log
         self.proc = None
         self._files = files
         sig_attr = getattr(signal, sig)
@@ -52,13 +60,18 @@ class Reloader(object):
         except:
             raise Exception('Wrong signal provided for reload')
         self.observer = Observer()
-        rel = Reload(sig=sig_attr, files=self.files)
+        rel = Reload(sig=sig_attr, reloader=self)
         for dir in self.dirs:
+            self.log.debug('Registering watcher for {dir}'.format(dir=dir))
             self.observer.schedule(rel, dir, recursive=False)
 
     def _get_files(self):
         """Return iterator of tuples (path, file)"""
         for f in self._files:
+            for m in glob.iglob(f):
+                if os.path.isdir(m):
+                    yield (m, m)
+                yield (os.path.dirname(m), m)
             if os.path.isdir(f):
                 yield (f, f)
             yield (os.path.dirname(f), f)
diff --git a/setup.py b/setup.py
index 6678754..5470af6 100644
--- a/setup.py
+++ b/setup.py
@@ -5,7 +5,7 @@ from setuptools import setup
 
 # Thanks Sam and Max
 
-__version__ = '0.4.3'
+__version__ = '0.4.4'
 
 if __name__ == '__main__':
     setup(
diff --git a/tests/configs/reloader/reloader_config.yml b/tests/configs/reloader/reloader_config.yml
index 348dffb..7dfada5 100644
--- a/tests/configs/reloader/reloader_config.yml
+++ b/tests/configs/reloader/reloader_config.yml
@@ -4,7 +4,8 @@ config_files:
 reload:
     watch_config_files: false
     files:
-        - /tmp/reload_custom
+        - /tmp/1/reload_custom
+        - /tmp/2/*.match
 
 pre_conf_commands:
     - touch /tmp/reload_custom
diff --git a/tests/reloader_test.py b/tests/reloader_test.py
index 1162121..311a2d5 100644
--- a/tests/reloader_test.py
+++ b/tests/reloader_test.py
@@ -21,18 +21,23 @@ from signal import SIGHUP
 from time import sleep
 
 
+def _reloader_check(conf, command):
+    entry = Entrypoint(conf=conf)
+    entry.apply_conf()
+    entry.config.reload.run(ret=True)
+    subprocess.check_call(command)
+    sleep(1)
+    entry.config.reload.stop()
+
+
 def test_reloader():
 
     if 'ENTRYPOINT_DISABLE_RELOAD' in os.environ:
         os.environ.pop('ENTRYPOINT_DISABLE_RELOAD')
 
     with mock.patch('os.kill') as os_kill:
-        entry = Entrypoint(conf='configs/reloader/reloader.yml')
-        entry.apply_conf()
-        entry.config.reload.run(ret=True)
-        subprocess.check_call(['touch', '/tmp/reload'])
-        sleep(1)
-        entry.config.reload.stop()
+        _reloader_check(conf='configs/reloader/reloader.yml',
+                        command=['touch', '/tmp/reload'])
         os_kill.assert_called_once_with(1, SIGHUP)
 
 
@@ -52,12 +57,21 @@ def test_reloader_custom():
     if 'ENTRYPOINT_DISABLE_RELOAD' in os.environ:
         os.environ.pop('ENTRYPOINT_DISABLE_RELOAD')
 
+    subprocess.check_call(['mkdir', '-p', '/tmp/1', '/tmp/2'])
+    subprocess.check_call(['touch', '/tmp/2/tmp.match'])
+
     with mock.patch('os.kill') as os_kill:
-        entry = Entrypoint(conf='configs/reloader/reloader_config.yml')
-        entry.apply_conf()
-        entry.run_pre_conf_cmds()
-        entry.config.reload.run(ret=True)
-        subprocess.check_call(['touch', '/tmp/reload', '/tmp/reload_custom'])
-        sleep(1)
-        entry.config.reload.stop()
+        _reloader_check(conf='configs/reloader/reloader_config.yml',
+                        command=['touch', '/tmp/1/reload_custom'])
+        # triggered twice because file creation
+        os_kill.assert_called_with(1, SIGHUP)
+
+    with mock.patch('os.kill') as os_kill:
+        _reloader_check(conf='configs/reloader/reloader_config.yml',
+                        command=['touch', '/tmp/2/tmp.match'])
         os_kill.assert_called_once_with(1, SIGHUP)
+
+    with mock.patch('os.kill') as os_kill:
+        _reloader_check(conf='configs/reloader/reloader_config.yml',
+                        command=['touch', '/tmp/2/tmpnotmatch'])
+        assert not os_kill.called