diff --git a/README.md b/README.md
index 3b1102c..970b82b 100644
--- a/README.md
+++ b/README.md
@@ -161,16 +161,29 @@ bin/winapps check
 ```
 You will see output from FreeRDP, as well as potentially have to accept the initial certificate. After that, a Windows Explorer window should pop up. You can close this window and press `Ctrl-C` to cancel out of FreeRDP.
 
-If this step fails, try restarting the VM.
+If this step fails, try restarting the VM, or your problem could be related to:
+- You need to accept the security cert the first time you connect (with 'check')
+- Not enabling RDP in the Windows VM
+- Not being able to connect to the IP of the VM
+- Incorrect user credentials in `~/.config/winapps/winapps.conf`
+- Not merging `install/RDPApps.reg` into the VM
 
-Then the final step is to run the installer:
+Then the final step is to run the installer which will prompt you for a system or user install:
 ``` bash
-$ ./installer.sh --user
+$ ./installer.sh
+? Would you like to install for the current user or the whole system? User
 Removing any old configurations... 
 Installing...
   Checking for installed apps in RDP machine (this may take a while)... Finished.
+  Configuring Acrobat X Pro... Finished.
+  Configuring Bridge CS6... Finished.
+  Configuring Cmd... Finished.
   Configuring Excel... Finished.
+  Configuring Explorer... Finished.
+  Configuring Internet Explorer... Finished.
+  Configuring Photoshop CS6... Finished.
   Configuring PowerPoint... Finished.
+  Configuring Powershell... Finished.
   Configuring Word... Finished.
   Configuring Windows... Finished.
 Installation complete.
@@ -214,7 +227,8 @@ WinApps offers a manual mode for running applications that are not configured. T
 The installer can be run multiple times, so simply run:
 ``` bash
 $ git pull
-$ ./installer.sh --user
+$ ./installer.sh
+? Would you like to install for the current user or the whole system? User
 Removing any old configurations... 
   Removing /home/fmstrat/.local/share/applications/excel.desktop... Finished.
   Removing /home/fmstrat/.local/share/applications/powerpoint.desktop... Finished.
@@ -226,15 +240,22 @@ Removing any old configurations...
   Removing /home/fmstrat/.local/bin/word... Finished.
 Installing...
   Checking for installed apps in RDP machine (this may take a while)... Finished.
+  Configuring Acrobat X Pro... Finished.
+  Configuring Bridge CS6... Finished.
+  Configuring Cmd... Finished.
   Configuring Excel... Finished.
+  Configuring Explorer... Finished.
+  Configuring Internet Explorer... Finished.
+  Configuring Photoshop CS6... Finished.
   Configuring PowerPoint... Finished.
+  Configuring Powershell... Finished.
   Configuring Word... Finished.
   Configuring Windows... Finished.
 Installation complete.
 ```
 
 ## Installer usage
-The following commands can be used to manage your application configurations:
+The following optional commands can be used to manage your application configurations without prompts:
 ``` bash
 ./installer.sh --user                # Configure applications for the current user
 ./installer.sh --system              # Configure applications for the entire system
diff --git a/install/inquirer.sh b/install/inquirer.sh
new file mode 100755
index 0000000..c14651a
--- /dev/null
+++ b/install/inquirer.sh
@@ -0,0 +1,696 @@
+#!/usr/bin/env bash
+
+#======== Based on (then updated) https://raw.githubusercontent.com/tanhauhau/Inquirer.sh/master/dist/inquirer.sh ========
+
+# License from: https://github.com/kahkhang/Inquirer.sh/blob/master/LICENSE
+
+# The MIT License (MIT)
+
+# Copyright (c) 2017
+
+# Permission is hereby granted, free of charge, to any person obtaining a copy
+# of this software and associated documentation files (the "Software"), to deal
+# in the Software without restriction, including without limitation the rights
+# to use, copy, modify, merge, publish, distribute, sublicense, and/or sell
+# copies of the Software, and to permit persons to whom the Software is
+# furnished to do so, subject to the following conditions:
+
+# The above copyright notice and this permission notice shall be included in all
+# copies or substantial portions of the Software.
+
+# THE SOFTWARE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR
+# IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY,
+# FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT. IN NO EVENT SHALL THE
+# AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER
+# LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM,
+# OUT OF OR IN CONNECTION WITH THE SOFTWARE OR THE USE OR OTHER DEALINGS IN THE
+# SOFTWARE.
+
+# store the current set options
+OLD_SET=$-
+set -e
+
+arrow="$(echo -e '\xe2\x9d\xaf')"
+checked="$(echo -e '\xe2\x97\x89')"
+unchecked="$(echo -e '\xe2\x97\xaf')"
+
+black="$(tput setaf 0)"
+red="$(tput setaf 1)"
+green="$(tput setaf 2)"
+yellow="$(tput setaf 3)"
+blue="$(tput setaf 4)"
+magenta="$(tput setaf 5)"
+cyan="$(tput setaf 6)"
+white="$(tput setaf 7)"
+bold="$(tput bold)"
+normal="$(tput sgr0)"
+dim=$'\e[2m'
+
+print() {
+  echo "$1"
+  tput el
+}
+
+join() {
+  local IFS=$'\n'
+  local _join_list
+  eval _join_list=( '"${'${1}'[@]}"' )
+  local first=true
+  for item in ${_join_list[@]}; do
+    if [ "$first" = true ]; then
+      printf "%s" "$item"
+      first=false
+    else
+      printf "${2-, }%s" "$item"
+    fi
+  done
+}
+
+function gen_env_from_options() {
+  local IFS=$'\n'
+  local _indices
+  local _env_names
+  local _checkbox_selected
+  eval _indices=( '"${'${1}'[@]}"' )
+  eval _env_names=( '"${'${2}'[@]}"' )
+
+  for i in $(gen_index ${#_env_names[@]}); do
+    _checkbox_selected[$i]=false
+  done
+
+  for i in ${_indices[@]}; do
+    _checkbox_selected[$i]=true
+  done
+
+  for i in $(gen_index ${#_env_names[@]}); do
+    printf "%s=%s\n" "${_env_names[$i]}" "${_checkbox_selected[$i]}"
+  done
+}
+
+on_default() {
+  true;
+}
+
+on_keypress() {
+  local OLD_IFS
+  local IFS
+  local key
+  OLD_IFS=$IFS
+  local on_up=${1:-on_default}
+  local on_down=${2:-on_default}
+  local on_space=${3:-on_default}
+  local on_enter=${4:-on_default}
+  local on_left=${5:-on_default}
+  local on_right=${6:-on_default}
+  local on_ascii=${7:-on_default}
+  local on_backspace=${8:-on_default}
+  _break_keypress=false
+  while IFS="" read -rsn1 key; do
+      case "$key" in
+      $'\x1b')
+          read -rsn1 key
+          if [[ "$key" == "[" ]]; then
+              read -rsn1 key
+              case "$key" in
+              'A') eval $on_up;;
+              'B') eval $on_down;;
+              'D') eval $on_left;;
+              'C') eval $on_right;;
+              esac
+          fi
+          ;;
+      ' ') eval $on_space ' ';;
+      [a-z0-9A-Z\!\#\$\&\+\,\-\.\/\;\=\?\@\[\]\^\_\{\}\~]) eval $on_ascii $key;;
+      $'\x7f') eval $on_backspace $key;;
+      '') eval $on_enter $key;;
+      esac
+      if [ $_break_keypress = true ]; then
+        break
+      fi
+  done
+  IFS=$OLD_IFS
+}
+
+gen_index() {
+  local k=$1
+  local l=0
+  if [ $k -gt 0 ]; then
+    for l in $(seq $k)
+    do
+       echo "$l-1" | bc
+    done
+  fi
+}
+
+cleanup() {
+  # Reset character attributes, make cursor visible, and restore
+  # previous screen contents (if possible).
+  tput sgr0
+  tput cnorm
+  stty echo
+
+  # Restore `set e` option to its orignal value
+  if [[ $OLD_SET =~ e ]]
+  then set -e
+  else set +e
+  fi
+}
+
+control_c() {
+  cleanup
+  exit $?
+}
+
+select_indices() {
+  local _select_list
+  local _select_indices
+  local _select_selected=()
+  eval _select_list=( '"${'${1}'[@]}"' )
+  eval _select_indices=( '"${'${2}'[@]}"' )
+  local _select_var_name=$3
+  eval $_select_var_name\=\(\)
+  for i in $(gen_index ${#_select_indices[@]}); do
+    eval $_select_var_name\+\=\(\""${_select_list[${_select_indices[$i]}]}"\"\)
+  done
+}
+
+
+
+
+on_checkbox_input_up() {
+  remove_checkbox_instructions
+  tput cub "$(tput cols)"
+
+  if [ "${_checkbox_selected[$_current_index]}" = true ]; then
+    printf " ${green}${checked}${normal} ${_checkbox_list[$_current_index]} ${normal}"
+  else
+    printf " ${unchecked} ${_checkbox_list[$_current_index]} ${normal}"
+  fi
+  tput el
+
+  if [ $_current_index = 0 ]; then
+    _current_index=$((${#_checkbox_list[@]}-1))
+    tput cud $((${#_checkbox_list[@]}-1))
+    tput cub "$(tput cols)"
+  else
+    _current_index=$((_current_index-1))
+
+    tput cuu1
+    tput cub "$(tput cols)"
+    tput el
+  fi
+
+  if [ "${_checkbox_selected[$_current_index]}" = true ]; then
+    printf "${cyan}${arrow}${green}${checked}${normal} ${_checkbox_list[$_current_index]} ${normal}"
+  else
+    printf "${cyan}${arrow}${normal}${unchecked} ${_checkbox_list[$_current_index]} ${normal}"
+  fi
+}
+
+on_checkbox_input_down() {
+  remove_checkbox_instructions
+  tput cub "$(tput cols)"
+
+  if [ "${_checkbox_selected[$_current_index]}" = true ]; then
+    printf " ${green}${checked}${normal} ${_checkbox_list[$_current_index]} ${normal}"
+  else
+    printf " ${unchecked} ${_checkbox_list[$_current_index]} ${normal}"
+  fi
+
+  tput el
+
+  if [ $_current_index = $((${#_checkbox_list[@]}-1)) ]; then
+    _current_index=0
+    tput cuu $((${#_checkbox_list[@]}-1))
+    tput cub "$(tput cols)"
+  else
+    _current_index=$((_current_index+1))
+    tput cud1
+    tput cub "$(tput cols)"
+    tput el
+  fi
+
+  if [ "${_checkbox_selected[$_current_index]}" = true ]; then
+    printf "${cyan}${arrow}${green}${checked}${normal} ${_checkbox_list[$_current_index]} ${normal}"
+  else
+    printf "${cyan}${arrow}${normal}${unchecked} ${_checkbox_list[$_current_index]} ${normal}"
+  fi
+}
+
+on_checkbox_input_enter() {
+  local OLD_IFS
+  OLD_IFS=$IFS
+  _checkbox_selected_indices=()
+  _checkbox_selected_options=()
+  IFS=$'\n'
+
+  for i in $(gen_index ${#_checkbox_list[@]}); do
+    if [ "${_checkbox_selected[$i]}" = true ]; then
+      _checkbox_selected_indices+=($i)
+      _checkbox_selected_options+=("${_checkbox_list[$i]}")
+    fi
+  done
+
+  tput cud $((${#_checkbox_list[@]}-${_current_index}))
+  tput cub "$(tput cols)"
+
+  for i in $(seq $((${#_checkbox_list[@]}+1))); do
+    tput el1
+    tput el
+    tput cuu1
+  done
+  tput cub "$(tput cols)"
+
+  tput cuf $((${#prompt}+3))
+  printf "${cyan}$(join _checkbox_selected_options)${normal}"
+  tput el
+
+  tput cud1
+  tput cub "$(tput cols)"
+  tput el
+
+  _break_keypress=true
+  IFS=$OLD_IFS
+}
+
+on_checkbox_input_space() {
+  remove_checkbox_instructions
+  tput cub "$(tput cols)"
+  tput el
+  if [ "${_checkbox_selected[$_current_index]}" = true ]; then
+    _checkbox_selected[$_current_index]=false
+  else
+    _checkbox_selected[$_current_index]=true
+  fi
+
+  if [ "${_checkbox_selected[$_current_index]}" = true ]; then
+    printf "${cyan}${arrow}${green}${checked}${normal} ${_checkbox_list[$_current_index]} ${normal}"
+  else
+    printf "${cyan}${arrow}${normal}${unchecked} ${_checkbox_list[$_current_index]} ${normal}"
+  fi
+}
+
+remove_checkbox_instructions() {
+  if [ $_first_keystroke = true ]; then
+    tput cuu $((${_current_index}+1))
+    tput cub "$(tput cols)"
+    tput cuf $((${#prompt}+3))
+    tput el
+    tput cud $((${_current_index}+1))
+    _first_keystroke=false
+  fi
+}
+
+# for vim movements
+on_checkbox_input_ascii() {
+  local key=$1
+  case $key in
+    "j" ) on_checkbox_input_down;;
+    "k" ) on_checkbox_input_up;;
+  esac
+}
+
+_checkbox_input() {
+  local i
+  local j
+  prompt=$1
+  eval _checkbox_list=( '"${'${2}'[@]}"' )
+  _current_index=0
+  _first_keystroke=true
+
+  trap control_c SIGINT EXIT
+
+  stty -echo
+  tput civis
+
+  print "${normal}${green}?${normal} ${bold}${prompt}${normal} ${dim}(Press <space> to select, <enter> to finalize)${normal}"
+
+  for i in $(gen_index ${#_checkbox_list[@]}); do
+    _checkbox_selected[$i]=false
+  done
+
+  if [ -n "$3" ]; then
+    eval _selected_indices=( '"${'${3}'[@]}"' )
+    for i in ${_selected_indices[@]}; do
+      _checkbox_selected[$i]=true
+    done
+  fi
+
+  for i in $(gen_index ${#_checkbox_list[@]}); do
+    tput cub "$(tput cols)"
+    if [ $i = 0 ]; then
+      if [ "${_checkbox_selected[$i]}" = true ]; then
+        print "${cyan}${arrow}${green}${checked}${normal} ${_checkbox_list[$i]} ${normal}"
+      else
+        print "${cyan}${arrow}${normal}${unchecked} ${_checkbox_list[$i]} ${normal}"
+      fi
+    else
+      if [ "${_checkbox_selected[$i]}" = true ]; then
+        print " ${green}${checked}${normal} ${_checkbox_list[$i]} ${normal}"
+      else
+        print " ${unchecked} ${_checkbox_list[$i]} ${normal}"
+      fi
+    fi
+    tput el
+  done
+
+  for j in $(gen_index ${#_checkbox_list[@]}); do
+    tput cuu1
+  done
+
+  on_keypress on_checkbox_input_up on_checkbox_input_down on_checkbox_input_space on_checkbox_input_enter on_default on_default on_checkbox_input_ascii
+}
+
+checkbox_input() {
+  _checkbox_input "$1" "$2"
+  _checkbox_input_output_var_name=$3
+  select_indices _checkbox_list _checkbox_selected_indices $_checkbox_input_output_var_name
+
+  unset _checkbox_list
+  unset _break_keypress
+  unset _first_keystroke
+  unset _current_index
+  unset _checkbox_input_output_var_name
+  unset _checkbox_selected_indices
+  unset _checkbox_selected_options
+
+  cleanup
+}
+
+checkbox_input_indices() {
+  _checkbox_input "$1" "$2" "$3"
+  _checkbox_input_output_var_name=$3
+
+  eval $_checkbox_input_output_var_name\=\(\)
+  for i in $(gen_index ${#_checkbox_selected_indices[@]}); do
+    eval $_checkbox_input_output_var_name\+\=\(${_checkbox_selected_indices[$i]}\)
+  done
+
+  unset _checkbox_list
+  unset _break_keypress
+  unset _first_keystroke
+  unset _current_index
+  unset _checkbox_input_output_var_name
+  unset _checkbox_selected_indices
+  unset _checkbox_selected_options
+
+  cleanup
+}
+
+
+
+
+on_list_input_up() {
+  remove_list_instructions
+  tput cub "$(tput cols)"
+
+  printf "  ${_list_options[$_list_selected_index]}"
+  tput el
+
+  if [ $_list_selected_index = 0 ]; then
+    _list_selected_index=$((${#_list_options[@]}-1))
+    tput cud $((${#_list_options[@]}-1))
+    tput cub "$(tput cols)"
+  else
+    _list_selected_index=$((_list_selected_index-1))
+
+    tput cuu1
+    tput cub "$(tput cols)"
+    tput el
+  fi
+
+  printf "${cyan}${arrow} %s ${normal}" "${_list_options[$_list_selected_index]}"
+}
+
+on_list_input_down() {
+  remove_list_instructions
+  tput cub "$(tput cols)"
+
+  printf "  ${_list_options[$_list_selected_index]}"
+  tput el
+
+  if [ $_list_selected_index = $((${#_list_options[@]}-1)) ]; then
+    _list_selected_index=0
+    tput cuu $((${#_list_options[@]}-1))
+    tput cub "$(tput cols)"
+  else
+    _list_selected_index=$((_list_selected_index+1))
+    tput cud1
+    tput cub "$(tput cols)"
+    tput el
+  fi
+  printf "${cyan}${arrow} %s ${normal}" "${_list_options[$_list_selected_index]}"
+}
+
+on_list_input_enter_space() {
+  local OLD_IFS
+  OLD_IFS=$IFS
+  IFS=$'\n'
+
+  tput cud $((${#_list_options[@]}-${_list_selected_index}))
+  tput cub "$(tput cols)"
+
+  for i in $(seq $((${#_list_options[@]}+1))); do
+    tput el1
+    tput el
+    tput cuu1
+  done
+  tput cub "$(tput cols)"
+
+  tput cuf $((${#prompt}+3))
+  printf "${cyan}${_list_options[$_list_selected_index]}${normal}"
+  tput el
+
+  tput cud1
+  tput cub "$(tput cols)"
+  tput el
+
+  _break_keypress=true
+  IFS=$OLD_IFS
+}
+
+remove_list_instructions() {
+  if [ $_first_keystroke = true ]; then
+    tput cuu $((${_list_selected_index}+1))
+    tput cub "$(tput cols)"
+    tput cuf $((${#prompt}+3))
+    tput el
+    tput cud $((${_list_selected_index}+1))
+    _first_keystroke=false
+  fi
+}
+
+_list_input() {
+  local i
+  local j
+  prompt=$1
+  eval _list_options=( '"${'${2}'[@]}"' )
+
+  _list_selected_index=0
+  _first_keystroke=true
+
+  trap control_c SIGINT EXIT
+
+  stty -echo
+  tput civis
+
+  print "${normal}${green}?${normal} ${bold}${prompt}${normal} ${dim}(Use arrow keys)${normal}"
+
+  for i in $(gen_index ${#_list_options[@]}); do
+    tput cub "$(tput cols)"
+    if [ $i = 0 ]; then
+      print "${cyan}${arrow} ${_list_options[$i]} ${normal}"
+    else
+      print "  ${_list_options[$i]}"
+    fi
+    tput el
+  done
+
+  for j in $(gen_index ${#_list_options[@]}); do
+    tput cuu1
+  done
+
+  on_keypress on_list_input_up on_list_input_down on_list_input_enter_space on_list_input_enter_space
+
+}
+
+
+list_input() {
+  _list_input "$1" "$2"
+  local var_name=$3
+  eval $var_name=\'"${_list_options[$_list_selected_index]}"\'
+  unset _list_selected_index
+  unset _list_options
+  unset _break_keypress
+  unset _first_keystroke
+
+  cleanup
+}
+
+list_input_index() {
+  _list_input "$1" "$2"
+  local var_name=$3
+  eval $var_name=\'"$_list_selected_index"\'
+  unset _list_selected_index
+  unset _list_options
+  unset _break_keypress
+  unset _first_keystroke
+
+  cleanup
+}
+
+
+
+
+on_text_input_left() {
+  remove_regex_failed
+  if [ $_current_pos -gt 0 ]; then
+    tput cub1
+    _current_pos=$(($_current_pos-1))
+  fi
+}
+
+on_text_input_right() {
+  remove_regex_failed
+  if [ $_current_pos -lt ${#_text_input} ]; then
+    tput cuf1
+    _current_pos=$(($_current_pos+1))
+  fi
+}
+
+on_text_input_enter() {
+  remove_regex_failed
+
+  if [[ "$_text_input" =~ $_text_input_regex && "$(eval $_text_input_validator "$_text_input")" = true ]]; then
+    tput cub "$(tput cols)"
+    tput cuf $((${#_read_prompt}-19))
+    printf "${cyan}${_text_input}${normal}"
+    tput el
+    tput cud1
+    tput cub "$(tput cols)"
+    tput el
+    eval $var_name=\'"${_text_input}"\'
+    _break_keypress=true
+  else
+    _text_input_regex_failed=true
+    tput civis
+    tput cud1
+    tput cub "$(tput cols)"
+    tput el
+    printf "${red}>>${normal} $_text_input_regex_failed_msg"
+    tput cuu1
+    tput cub "$(tput cols)"
+    tput cuf $((${#_read_prompt}-19))
+    tput el
+    _text_input=""
+    _current_pos=0
+    tput cnorm
+  fi
+}
+
+on_text_input_ascii() {
+  remove_regex_failed
+  local c=$1
+
+  if [ "$c" = '' ]; then
+    c=' '
+  fi
+
+  local rest="${_text_input:$_current_pos}"
+  _text_input="${_text_input:0:$_current_pos}$c$rest"
+  _current_pos=$(($_current_pos+1))
+
+  tput civis
+  printf "$c$rest"
+  tput el
+  if [ ${#rest} -gt 0 ]; then
+    tput cub ${#rest}
+  fi
+  tput cnorm
+}
+
+on_text_input_backspace() {
+  remove_regex_failed
+  if [ $_current_pos -gt 0 ]; then
+    local start="${_text_input:0:$(($_current_pos-1))}"
+    local rest="${_text_input:$_current_pos}"
+    _current_pos=$(($_current_pos-1))
+    tput cub 1
+    tput el
+    tput sc
+    printf "$rest"
+    tput rc
+    _text_input="$start$rest"
+  fi
+}
+
+remove_regex_failed() {
+  if [ $_text_input_regex_failed = true ]; then
+    _text_input_regex_failed=false
+    tput sc
+    tput cud1
+    tput el1
+    tput el
+    tput rc
+  fi
+}
+
+text_input_default_validator() {
+  echo true;
+}
+
+text_input() {
+  local prompt=$1
+  local var_name=$2
+  local _text_input_regex="${3:-"\.+"}"
+  local _text_input_regex_failed_msg=${4:-"Input validation failed"}
+  local _text_input_validator=${5:-text_input_default_validator}
+  local _read_prompt_start=$'\e[32m?\e[39m\e[1m'
+  local _read_prompt_end=$'\e[22m'
+  local _read_prompt="$( echo "$_read_prompt_start ${prompt} $_read_prompt_end")"
+  local _current_pos=0
+  local _text_input_regex_failed=false
+  local _text_input=""
+  printf "$_read_prompt"
+
+
+  trap control_c SIGINT EXIT
+
+  stty -echo
+  tput cnorm
+
+  on_keypress on_default on_default on_text_input_ascii on_text_input_enter on_text_input_left on_text_input_right on_text_input_ascii on_text_input_backspace
+  eval $var_name=\'"${_text_input}"\'
+
+  cleanup
+}
+
+# =============================================================
+
+function menuFromCmd() {
+	local mLOCALRESULT=$1
+	local mRESULT=''
+	read -r -a ARRAY <<< $3
+	list_input "$2" ARRAY mRESULT
+	eval $mLOCALRESULT="'$mRESULT'"
+}
+
+function menuFromArr() {
+	local mLOCALRESULT=$1
+	shift
+	local PROMPT=$1
+	shift
+	local ARRAY=("$@")
+	list_input "$PROMPT" ARRAY mRESULT
+	eval $mLOCALRESULT="'$mRESULT'"
+}
+
+function multiFromArr() {
+	local mLOCALRESULT=$1
+	shift
+	local PROMPT=$1
+	shift
+	local ARRAY=("$@")
+	checkbox_input "$PROMPT" ARRAY mRESULT
+	eval $mLOCALRESULT="'$mRESULT'"
+}
diff --git a/installer.sh b/installer.sh
index 4f712c7..60ba392 100755
--- a/installer.sh
+++ b/installer.sh
@@ -2,6 +2,8 @@
 
 DIR="$( cd "$( dirname "${BASH_SOURCE[0]}" )" >/dev/null 2>&1 && pwd )"
 
+. "${DIR}/install/inquirer.sh"
+
 function waUsage() {
 	echo 'Usage:
   ./installer.sh --user    # Install everything in ${HOME}
@@ -30,15 +32,23 @@ function waFindInstalled() {
 	done;
 	echo "ECHO DONE >>  \\\\tsclient\\home\\.local\\share\\winapps\\installed.tmp" >> ${HOME}/.local/share/winapps/installed.bat
 	echo "RENAME \\\\tsclient\\home\\.local\\share\\winapps\\installed.tmp installed" >> ${HOME}/.local/share/winapps/installed.bat
-	echo "pause" >> ${HOME}/.local/share/winapps/installed.bat
 	xfreerdp /d:"${RDP_DOMAIN}" /u:"${RDP_USER}" /p:"${RDP_PASS}" /v:${RDP_IP} +auto-reconnect +home-drive -wallpaper /span /wm-class:"RDPInstaller" /app:"C:\Windows\System32\cmd.exe" /app-icon:"${DIR}/../icons/windows.svg" /app-cmd:"/C \\\\tsclient\\home\\.local\\share\\winapps\\installed.bat" 1> /dev/null 2>&1 &
 	COUNT=0
 	while [ ! -f "${HOME}/.local/share/winapps/installed" ]; do
-		sleep 15
+		sleep 5
 		COUNT=$((COUNT + 1))
-		if (( COUNT == 5 )); then
+		if (( COUNT == 15 )); then
 			echo " Finished."
-			echo "The RDP connection failed to connect or run."
+			echo ""
+			echo "The RDP connection failed to connect or run. Please confirm FreeRDP can connect with:"
+			echo "  bin/winapps check"
+			echo ""
+			echo "If it cannot connect, this is most likely due to:"
+			echo "  - You need to accept the security cert the first time you connect (with 'check')"
+			echo "  - Not enabling RDP in the Windows VM"
+			echo "  - Not being able to connect to the IP of the VM"
+			echo "  - Incorrect user credentials in winapps.conf"
+			echo "  - Not merging install/RDPApps.reg into the VM"
 			exit
 		fi
 	done
@@ -133,8 +143,17 @@ function waUninstallSystem() {
 }
 
 if [ -z "${1}" ]; then
-	waUsage
+	OPTIONS=(User System)
+	menuFromArr INSTALL_TYPE "Would you like to install for the current user or the whole system?" "${OPTIONS[@]}"
 elif [ "${1}" = '--user' ]; then
+	INSTALL_TYPE='User'
+elif [ "${1}" = '--system' ]; then
+	INSTALL_TYPE='System'
+else
+	waUsage
+fi
+
+if [ "${INSTALL_TYPE}" = 'User' ]; then
 	SUDO=""
 	BIN_PATH="${HOME}/.local/bin"
 	APP_PATH="${HOME}/.local/share/applications"
@@ -148,7 +167,7 @@ elif [ "${1}" = '--user' ]; then
 			usage
 		fi
 	fi
-elif [ "${1}" = '--system' ]; then
+elif [ "${INSTALL_TYPE}" = 'System' ]; then
 	SUDO="sudo"
 	sudo ls > /dev/null
 	BIN_PATH="/usr/local/bin"
@@ -163,8 +182,6 @@ elif [ "${1}" = '--system' ]; then
 			usage
 		fi
 	fi
-else
-	waUsage
 fi
 
 echo "Removing any old configurations..."