diff --git a/scripts/reloader.bash b/scripts/reloader.bash
index b0fe7e41..9563e525 100644
--- a/scripts/reloader.bash
+++ b/scripts/reloader.bash
@@ -1,15 +1,26 @@
 #!/bin/bash
+BASH_IT_LOG_PREFIX="core: reloader: "
 pushd "${BASH_IT}" >/dev/null || exit 1
 
-# TODO: Add debugging output
+function _set-prefix-based-on-path()
+{
+  filename=$(_bash-it-get-component-name-from-path "$1")
+  extension=$(_bash-it-get-component-type-from-path "$1")
+  BASH_IT_LOG_PREFIX="$extension: $filename: "
+}
 
 if [ "$1" != "skip" ] && [ -d "./enabled" ]; then
   _bash_it_config_type=""
   if [[ "${1}" =~ ^(alias|completion|plugin)$ ]]; then
     _bash_it_config_type=$1
+    _log_debug "Loading enabled $1 components..."
+  else
+    _log_debug "Loading all enabled components..."
   fi
   for _bash_it_config_file in $(sort <(compgen -G "./enabled/*${_bash_it_config_type}.bash")); do
     if [ -e "${_bash_it_config_file}" ]; then
+      _set-prefix-based-on-path "${_bash_it_config_file}"
+      _log_debug "Loading component..."
       # shellcheck source=/dev/null
       source $_bash_it_config_file
     else
@@ -20,9 +31,11 @@ fi
 
 
 if [ ! -z "${2}" ] && [[ "${2}" =~ ^(aliases|completion|plugins)$ ]] && [ -d "${2}/enabled" ]; then
-  # TODO: We should warn users they're using legacy enabling
+  _log_warning "Using legacy enabling for $2, please update your bash-it version and migrate"
   for _bash_it_config_file in $(sort <(compgen -G "./${2}/enabled/*.bash")); do
     if [ -e "$_bash_it_config_file" ]; then
+      _set-prefix-based-on-path "${_bash_it_config_file}"
+      _log_debug "Loading component..."
       # shellcheck source=/dev/null
       source "$_bash_it_config_file"
     else