diff --git a/gui/tabs/terminal_tab.py b/gui/tabs/terminal_tab.py
index d8b4e3d..7787e5a 100644
--- a/gui/tabs/terminal_tab.py
+++ b/gui/tabs/terminal_tab.py
@@ -3,12 +3,16 @@ Terminal tab — persistent interactive SSH shell via ShellSession + TerminalWid
 """
 
 import queue
+import re
 import threading
 import time
 import customtkinter as ctk
 from core.ssh_client import ShellSession
 from core.i18n import t
 
+# Regex to strip ANSI escape sequences
+_ANSI_RE = re.compile(r'\x1b\[[0-9;]*[a-zA-Z]|\x1b\].*?\x07|\x1b[()][AB012]|\x1b\[?\d*[a-zA-Z]')
+
 
 class TerminalTab(ctk.CTkFrame):
     def __init__(self, master, store, session_pool=None):
@@ -161,14 +165,20 @@ class TerminalTab(ctk.CTkFrame):
             # Sudo auto-password: only check if not already sent
             if not self._sudo_sent and self._session:
                 self._sudo_buffer += combined
-                self._sudo_buffer = self._sudo_buffer[-300:]
+                self._sudo_buffer = self._sudo_buffer[-500:]
                 buf_str = self._sudo_buffer.decode("utf-8", errors="replace")
-                # Only match actual sudo password prompt — NOT log output
-                last_line = buf_str.rstrip().rsplit("\n", 1)[-1].strip()
+                # Strip ANSI escapes and normalize line endings
+                clean = _ANSI_RE.sub("", buf_str)
+                clean = clean.replace("\r\n", "\n").replace("\r", "\n")
+                last_line = clean.rstrip().rsplit("\n", 1)[-1].strip()
                 if "[sudo] password for" in last_line:
                     server = self.store.get_server(self._current_alias)
                     if server and server.get("password"):
-                        self._session.send(server["password"].encode() + b"\n")
+                        # Small delay — let the PTY settle before sending
+                        def _send_sudo_pass():
+                            if self._session and self._session.connected:
+                                self._session.send(server["password"].encode() + b"\n")
+                        self.after(200, _send_sudo_pass)
                         self._sudo_sent = True
                         self._sudo_buffer = b""
 
diff --git a/releases/ServerManager-v1.8.6-win-x64.exe b/releases/ServerManager-v1.8.6-win-x64.exe
index 5e2a4f1..44e0dd0 100644
Binary files a/releases/ServerManager-v1.8.6-win-x64.exe and b/releases/ServerManager-v1.8.6-win-x64.exe differ