diff --git a/root/etc/cont-init.d/50-extensions b/root/etc/cont-init.d/50-extensions
index 1d21e5d..c5ec114 100644
--- a/root/etc/cont-init.d/50-extensions
+++ b/root/etc/cont-init.d/50-extensions
@@ -5,9 +5,10 @@ for i in auth-ldap auth-duo auth-header auth-cas auth-openid auth-quickconnect a
   rm -rf ${GUACAMOLE_HOME}/extensions/guacamole-${i}-${GUAC_VER}.jar
 done
 
-# clean up old extentions
-cd ${GUACAMOLE_HOME}/extensions/
-ls | grep -v ${GUAC_VER} | xargs rm
+# if the guacamole version was bumped, delete the contents of the extensions directory - just on the first run 
+if [ "$(cat /config/.database-version)" != "$GUAC_VER" ]; then
+  rm -rf ${GUACAMOLE_HOME}/extensions/*
+fi
 
 # enable extensions
 for i in $(echo "$EXTENSIONS" | tr "," " "); do