diff --git a/lib/takeover/metasploit.py b/lib/takeover/metasploit.py
index a52772d86..165914ddd 100644
--- a/lib/takeover/metasploit.py
+++ b/lib/takeover/metasploit.py
@@ -509,17 +509,22 @@ class Metasploit:
 
                 if not initialized:
                     match = re.search("session ([\d]+) opened", out)
+
                     if match:
-                        initialized = True
                         self._loadMetExtensions(proc, match.group(1))
+
                         if "shell" in self.payloadStr:
                             send_all(proc, "whoami\n" if Backend.isOs(OS.WINDOWS) else "uname -a ; id\n")
-                        if conf.liveTest:
                             time.sleep(2)
+
+                        if conf.liveTest:
                             send_all(proc, "exit\n")
+
+                        initialized = True
+
                     elif time.time() - start_time > METASPLOIT_SESSION_TIMEOUT:
                         proc.kill()
-                        errMsg = "Timeout occurred while attempting "
+                        errMsg = "timeout occurred while attempting "
                         errMsg += "to open a remote session"
                         raise SqlmapGenericException(errMsg)