diff --git a/script/deploy.sh b/script/deploy.sh
index b134a0d..1a224e4 100755
--- a/script/deploy.sh
+++ b/script/deploy.sh
@@ -110,20 +110,76 @@ hierarchy_preparation() {
 }
 
 setup_ssh() {
-  echod "\n ✅ Generating new SSH key for numbus-admin..."
+  edit_var() {
+    local ERROR_CODE=${1}
+    if [[ "${ERROR_CODE}" == "225" ]]; then
+      echo -e "\n ❌ Invalid password for ${TARGET_USER}@${LIVE_TARGET_IP}."
+    elif [[ "${ERROR_CODE}" == "226" ]]; then
+      echo -e "\n ❌ The IP address you specified cannot be reached."
+    else
+      echo -e "\n ❌ An unexpected SSH error occurred (Code: ${ERROR_CODE})."
+    fi
 
-  chmod 700 ${EXTRA_FILES_PATH}/home/numbus-admin/.ssh/
-  ssh-keygen -t "ed25519" -C "numbus-admin@numbus-server" -f "${EXTRA_FILES_PATH}/home/numbus-admin/.ssh/id_ed25519" -N "" -q
+    echo -e "   Please check the credentials provided in the configuration."
+    echo -e "\n Here are the current settings :
+  Target IP address : $(gum style --italic \"${LIVE_TARGET_IP}\")
+  Target password : $(gum style --italic \"${LIVE_TARGET_PASSWORD}\")"
 
-  echod "\n ➡️  Copying SSH key to target host '${TARGET_USER}@${LIVE_TARGET_IP}'..."
+    if ! gum confirm "Are these correct ?"; then
+      get_valid_input "LIVE_TARGET_IP" "\n ➡️ Provide the IP address of your machine in a NixOS live environment :" "192.168.1.100" "${IP_REGEX}"
+      get_valid_input "LIVE_TARGET_PASSWORD" "\n ➡️ Provide the password of your machine in a NixOS live environment :" "password" "" "true" "true"
+    fi
 
-  if sshpass -p "${LIVE_TARGET_PASSWORD}" ssh-copy-id -o StrictHostKeyChecking=no -i "${EXTRA_FILES_PATH}/home/numbus-admin/.ssh/id_ed25519" "${TARGET_USER}@${LIVE_TARGET_IP}"; then
-    echod "\n ✅ SSH key copied successfully"
-  else
-    echo -e "\n ❌ Failed to copy SSH key. Please check the host IP and password."
-    exit 1
-  fi
+    if ! gum confirm "Retry connection ?"; then
+       echo -e "\n ❌ Aborted by user."
+       exit 1
+    fi
+  }
 
+  local KNOWN_HOSTS="${HOME}/.ssh/known_hosts"
+
+  echod "\n ➡️ Generating new SSH key for numbus-admin..."
+
+  mkdir -p "$(dirname "${TMP_EXTRA_PATH}/home/numbus-admin/.ssh/id_ed25519")"
+  chmod 700 "$(dirname "${TMP_EXTRA_PATH}/home/numbus-admin/.ssh/id_ed25519")"
+  ssh-keygen -t "ed25519" -C "numbus-admin@numbus-${DEVICE_TYPE}" -f "${TMP_EXTRA_PATH}/home/numbus-admin/.ssh/id_ed25519" -N "" -q
+
+  echod "\n ➡️ Copying SSH key to target host '${TARGET_USER}@${LIVE_TARGET_IP}'..."
+
+  while true; do
+    if sshpass -p "${LIVE_TARGET_PASSWORD}" ssh-copy-id -o StrictHostKeyChecking=no -o ConnectTimeout=5 -i "${TMP_EXTRA_PATH}/home/numbus-admin/.ssh/id_ed25519" "${TARGET_USER}@${LIVE_TARGET_IP}" >> "${STDOUT}" 2>> "${STDERR}"; then
+      echod "\n ✅ SSH key copied successfully"
+      return 0
+    else
+      local EXIT_CODE=$?
+      
+      if [[ ${EXIT_CODE} -eq 5 ]]; then
+        edit_var "225"
+      elif ! ping -c 1 -W 2 "${LIVE_TARGET_IP}" >> "${STDOUT}" 2>> "${STDERR}"; then
+        edit_var "226"
+      elif [[ -f "${KNOWN_HOSTS}" ]] && ssh-keygen -F "${LIVE_TARGET_IP}" -f "${KNOWN_HOSTS}" > /dev/null 2>&1; then
+        echo -e "\n ⚠️ The SSH fingerprint for the selected IP address $(gum style --italic "\"${LIVE_TARGET_IP}\"") is not the same as the one in $(gum style --italic "\".ssh/known_hosts\"").
+
+  This could occur for multiple reasons :
+    - You ran this script multiple times
+    - Your live machine uses an IP address that was used by another devices you SSHed in
+    - You are under a Man-In-The-Middle attack
+    - Other
+
+  The script $(gum style --bold "cannot continue") without the correct fingerprint installed.
+  If you are unsure, it is always better to check manually.\n"
+
+        gum confirm "Remove the old fingerprint and accept the new one ?" || {
+          echo -e "\n ❌ SSH fingerprints don't match.";
+          exit 22;
+        }
+        ssh-keygen -f "${KNOWN_HOSTS}" -R "${LIVE_TARGET_IP}" >> "${STDOUT}" 2>> "${STDERR}"
+      else
+        # Catch-all for other SSH failures (Permission denied, Connection refused, etc)
+        edit_var "${EXIT_CODE}"
+      fi
+    fi
+  done
 }
 
 hardware_detection() {