diff --git a/src/server/game/Server/WorldSession.h b/src/server/game/Server/WorldSession.h
index 93e110c9e3..ffb393ffd9 100644
--- a/src/server/game/Server/WorldSession.h
+++ b/src/server/game/Server/WorldSession.h
@@ -690,6 +690,10 @@ class TC_GAME_API WorldSession
         // Initializes shared account/session state and then starts the normal
         // Player DB-load/login pipeline for a registered Clientless session.
         bool InitializeClientlessPlayer(ObjectGuid playerGuid);
+        bool HasPendingClientlessPlayerLogin() const
+        {
+            return IsClientless() && (!_clientlessPendingPlayerGuid.IsEmpty() || PlayerLoading());
+        }
 
         // Starts the normal Player DB-load/login pipeline without relying on
         // client character-enumeration state or a network login opcode.
diff --git a/src/server/game/World/World.cpp b/src/server/game/World/World.cpp
index 478c893b6f..6ece5e27a6 100644
--- a/src/server/game/World/World.cpp
+++ b/src/server/game/World/World.cpp
@@ -185,6 +185,7 @@ World::~World()
         delete m_clientlessSessions.begin()->second;
         m_clientlessSessions.erase(m_clientlessSessions.begin());
     }
+    m_clientlessPlayerStates.clear();
 
     CliCommandHolder* command = nullptr;
     while (cliCmdQueue.next(command))
@@ -323,6 +324,15 @@ WorldSession* World::FindClientlessSession(uint32 characterGuid) const
     return nullptr;
 }
 
+ClientlessPlayerState World::GetClientlessPlayerState(uint32 characterGuid) const
+{
+    auto itr = m_clientlessPlayerStates.find(characterGuid);
+    if (itr == m_clientlessPlayerStates.end())
+        return ClientlessPlayerState::Offline;
+
+    return itr->second;
+}
+
 bool World::AddClientlessSession(uint32 characterGuid, WorldSession* session)
 {
     if (!characterGuid || !session)
@@ -360,7 +370,9 @@ bool World::AddClientlessSession(uint32 characterGuid, WorldSession* session)
     }
 
     m_clientlessSessions[characterGuid] = session;
-    TC_LOG_INFO("server.worldserver", "Registered clientless session for character GUID %u (account %u).",
+    m_clientlessPlayerStates[characterGuid] = ClientlessPlayerState::Loading;
+    TC_LOG_INFO("server.worldserver",
+        "Registered clientless session for character GUID %u (account %u), state=Loading.",
         characterGuid, session->GetAccountId());
     return true;
 }
@@ -371,11 +383,14 @@ bool World::RemoveClientlessSession(uint32 characterGuid)
     if (itr == m_clientlessSessions.end())
         return false;
 
-    WorldSession* session = itr->second;
-    m_clientlessSessions.erase(itr);
+    ClientlessPlayerState& state = m_clientlessPlayerStates[characterGuid];
+    if (state == ClientlessPlayerState::Removing)
+        return true;
 
-    TC_LOG_INFO("server.worldserver", "Removing clientless session for character GUID %u.", characterGuid);
-    delete session;
+    state = ClientlessPlayerState::Removing;
+    TC_LOG_INFO("server.worldserver",
+        "Clientless removal requested for character GUID %u (account %u), state=Removing.",
+        characterGuid, itr->second ? itr->second->GetAccountId() : 0u);
     return true;
 }
 
@@ -389,10 +404,10 @@ bool World::CreateClientlessPlayerSession(uint32 accountId, uint32 characterGuid
         return false;
     }
 
-    if (FindClientlessSession(characterGuid))
+    if (GetClientlessPlayerState(characterGuid) != ClientlessPlayerState::Offline || FindClientlessSession(characterGuid))
     {
         TC_LOG_ERROR("server.worldserver",
-            "World::CreateClientlessPlayerSession rejected duplicate character GUID %u.",
+            "World::CreateClientlessPlayerSession rejected character GUID %u because its lifecycle is not Offline.",
             characterGuid);
         return false;
     }
@@ -405,6 +420,17 @@ bool World::CreateClientlessPlayerSession(uint32 accountId, uint32 characterGuid
         return false;
     }
 
+    for (SessionMap::const_iterator itr = m_clientlessSessions.begin(); itr != m_clientlessSessions.end(); ++itr)
+    {
+        if (itr->second && itr->second->GetAccountId() == accountId)
+        {
+            TC_LOG_ERROR("server.worldserver",
+                "World::CreateClientlessPlayerSession rejected account %u because character GUID %u already owns a clientless session.",
+                accountId, itr->first);
+            return false;
+        }
+    }
+
     QueryResult characterResult = CharacterDatabase.PQuery(
         "SELECT account FROM characters WHERE guid = %u", characterGuid);
     if (!characterResult)
@@ -472,7 +498,9 @@ bool World::CreateClientlessPlayerSession(uint32 accountId, uint32 characterGuid
     ObjectGuid playerGuid = ObjectGuid::Create<HighGuid::Player>(characterGuid);
     if (!session->InitializeClientlessPlayer(playerGuid))
     {
-        RemoveClientlessSession(characterGuid);
+        m_clientlessSessions.erase(characterGuid);
+        m_clientlessPlayerStates.erase(characterGuid);
+        delete session;
         return false;
     }
 
@@ -3361,14 +3389,18 @@ void World::UpdateSessions(uint32 diff)
 
     // Clientless sessions share normal WorldSession callbacks/update machinery,
     // but are intentionally outside the network session registry and queue.
+    // Explicit states keep async initialization/player loading from being
+    // destroyed underneath an in-flight callback.
     for (SessionMap::iterator itr = m_clientlessSessions.begin(), next; itr != m_clientlessSessions.end(); itr = next)
     {
         next = itr;
         ++next;
 
+        uint32 characterGuid = itr->first;
         WorldSession* session = itr->second;
         if (!session)
         {
+            m_clientlessPlayerStates.erase(characterGuid);
             m_clientlessSessions.erase(itr);
             continue;
         }
@@ -3376,6 +3408,48 @@ void World::UpdateSessions(uint32 diff)
         WorldSessionFilter updater(session);
         if (!session->Update(diff, updater))
         {
+            m_clientlessPlayerStates.erase(characterGuid);
+            delete session;
+            m_clientlessSessions.erase(itr);
+            continue;
+        }
+
+        ClientlessPlayerState& state = m_clientlessPlayerStates[characterGuid];
+
+        if (state == ClientlessPlayerState::Loading)
+        {
+            if (Player* player = session->GetPlayer())
+            {
+                if (player->IsInWorld())
+                {
+                    state = ClientlessPlayerState::Online;
+                    TC_LOG_INFO("server.worldserver",
+                        "Clientless player character GUID %u (account %u) reached state=Online.",
+                        characterGuid, session->GetAccountId());
+                }
+            }
+            else if (!session->HasPendingClientlessPlayerLogin())
+            {
+                TC_LOG_ERROR("server.worldserver",
+                    "Clientless player character GUID %u (account %u) left Loading without a Player; cleaning up.",
+                    characterGuid, session->GetAccountId());
+                m_clientlessPlayerStates.erase(characterGuid);
+                delete session;
+                m_clientlessSessions.erase(itr);
+            }
+            continue;
+        }
+
+        if (state == ClientlessPlayerState::Removing)
+        {
+            if (session->HasPendingClientlessPlayerLogin())
+                continue;
+
+            TC_LOG_INFO("server.worldserver",
+                "Clientless player character GUID %u (account %u) reached state=Offline.",
+                characterGuid, session->GetAccountId());
+
+            m_clientlessPlayerStates.erase(characterGuid);
             delete session;
             m_clientlessSessions.erase(itr);
         }
diff --git a/src/server/game/World/World.h b/src/server/game/World/World.h
index 79952075e1..9c0591a77d 100644
--- a/src/server/game/World/World.h
+++ b/src/server/game/World/World.h
@@ -596,6 +596,14 @@ struct CharacterInfo
     uint32 ArenaTeamId[3];
 };
 
+enum class ClientlessPlayerState : uint8
+{
+    Offline,
+    Loading,
+    Online,
+    Removing
+};
+
 /// The World
 class TC_GAME_API World
 {
@@ -613,6 +621,7 @@ class TC_GAME_API World
         bool AddClientlessSession(uint32 characterGuid, WorldSession* session);
         bool RemoveClientlessSession(uint32 characterGuid);
         bool CreateClientlessPlayerSession(uint32 accountId, uint32 characterGuid);
+        ClientlessPlayerState GetClientlessPlayerState(uint32 characterGuid) const;
         SessionMap const& GetAllClientlessSessions() const { return m_clientlessSessions; }
         uint32 GetClientlessSessionCount() const { return uint32(m_clientlessSessions.size()); }
         void AddInstanceSocket(std::weak_ptr<WorldSocket> sock, uint64 connectToKey);
@@ -866,6 +875,7 @@ class TC_GAME_API World
 
         SessionMap m_sessions;                             // Network sessions, keyed by account id
         SessionMap m_clientlessSessions;                   // Clientless sessions, keyed by character low GUID
+        std::unordered_map<uint32, ClientlessPlayerState> m_clientlessPlayerStates;
         typedef std::unordered_map<uint32, time_t> DisconnectMap;
         DisconnectMap m_disconnects;
         uint32 m_maxActiveSessionCount;
diff --git a/src/server/scripts/Custom/viano_bot_commands.cpp b/src/server/scripts/Custom/viano_bot_commands.cpp
index 5537d42a62..af4c7b27c6 100644
--- a/src/server/scripts/Custom/viano_bot_commands.cpp
+++ b/src/server/scripts/Custom/viano_bot_commands.cpp
@@ -672,7 +672,7 @@ namespace VianoBotCommands
         }
 
         handler->PSendSysMessage(
-            "Clientless session removed for character GUID %u (account %u).",
+            "Clientless logout requested for character GUID %u (account %u).",
             characterGuid, accountId);
         return true;
     }