diff --git a/src/windows/common/WslClient.cpp b/src/windows/common/WslClient.cpp
index 4e94a8c..dedeb2d 100644
--- a/src/windows/common/WslClient.cpp
+++ b/src/windows/common/WslClient.cpp
@@ -1551,6 +1551,7 @@ int WslaShell(_In_ std::wstring_view commandLine)
     std::wstring containerRootVhd;
     std::string containerImage;
     bool help = false;
+    std::wstring debugShell;
 
     ArgumentParser parser(std::wstring{commandLine}, WSL_BINARY_NAME);
     parser.AddArgument(vhd, L"--vhd");
@@ -1561,6 +1562,7 @@ int WslaShell(_In_ std::wstring_view commandLine)
     parser.AddArgument(Utf8String(fsType), L"--fstype");
     parser.AddArgument(containerRootVhd, L"--container-vhd");
     parser.AddArgument(Utf8String(containerImage), L"--image");
+    parser.AddArgument(debugShell, L"--debug-shell");
     parser.AddArgument(help, L"--help");
     parser.Parse();
 
@@ -1596,16 +1598,24 @@ int WslaShell(_In_ std::wstring_view commandLine)
     wil::com_ptr<IWSLASession> session;
     settings.RootVhd = vhd.c_str();
     settings.RootVhdType = fsType.c_str();
-    THROW_IF_FAILED(userSession->CreateSession(&sessionSettings, &settings, &session));
-    THROW_IF_FAILED(session->GetVirtualMachine(&virtualMachine));
 
-    wsl::windows::common::security::ConfigureForCOMImpersonation(userSession.get());
-
-    if (!containerRootVhd.empty())
+    if (!debugShell.empty())
     {
-        wsl::windows::common::WSLAProcessLauncher initProcessLauncher{shell, {shell, "/etc/lsw-init.sh"}};
-        auto initProcess = initProcessLauncher.Launch(*session);
-        THROW_HR_IF(E_FAIL, initProcess.WaitAndCaptureOutput().Code != 0);
+        THROW_IF_FAILED(userSession->OpenSessionByName(debugShell.c_str(), &session));
+    }
+    else
+    {
+        THROW_IF_FAILED(userSession->CreateSession(&sessionSettings, &settings, &session));
+        THROW_IF_FAILED(session->GetVirtualMachine(&virtualMachine));
+
+        wsl::windows::common::security::ConfigureForCOMImpersonation(userSession.get());
+
+        if (!containerRootVhd.empty())
+        {
+            wsl::windows::common::WSLAProcessLauncher initProcessLauncher{shell, {shell, "/etc/lsw-init.sh"}};
+            auto initProcess = initProcessLauncher.Launch(*session);
+            THROW_HR_IF(E_FAIL, initProcess.WaitAndCaptureOutput().Code != 0);
+        }
     }
 
     std::optional<wil::com_ptr<IWSLAContainer>> container;
diff --git a/src/windows/common/wslutil.cpp b/src/windows/common/wslutil.cpp
index fd0f10c..43da515 100644
--- a/src/windows/common/wslutil.cpp
+++ b/src/windows/common/wslutil.cpp
@@ -143,7 +143,8 @@ static const std::map<HRESULT, LPCWSTR> g_commonErrors{
     X_WIN32(ERROR_OPERATION_ABORTED),
     X_WIN32(WSAECONNREFUSED),
     X_WIN32(ERROR_BAD_PATHNAME),
-    X(WININET_E_TIMEOUT)};
+    X(WININET_E_TIMEOUT),
+    X_WIN32(ERROR_INVALID_SID)};
 
 #undef X
 
diff --git a/src/windows/wslaservice/exe/WSLAProcess.cpp b/src/windows/wslaservice/exe/WSLAProcess.cpp
index 30c1c24..95269a3 100644
--- a/src/windows/wslaservice/exe/WSLAProcess.cpp
+++ b/src/windows/wslaservice/exe/WSLAProcess.cpp
@@ -44,6 +44,8 @@ void WSLAProcess::OnVmTerminated()
     {
         m_state = WslaProcessStateSignalled;
         m_exitedCode = 9; // SIGKILL
+
+        m_exitEvent.SetEvent();
     }
 }
 
diff --git a/src/windows/wslaservice/exe/WSLASession.cpp b/src/windows/wslaservice/exe/WSLASession.cpp
index 3104dfa..bbfceff 100644
--- a/src/windows/wslaservice/exe/WSLASession.cpp
+++ b/src/windows/wslaservice/exe/WSLASession.cpp
@@ -60,6 +60,11 @@ HRESULT WSLASession::GetDisplayName(LPWSTR* DisplayName)
     return S_OK;
 }
 
+const std::wstring& WSLASession::DisplayName() const
+{
+    return m_displayName;
+}
+
 HRESULT WSLASession::PullImage(LPCWSTR Image, const WSLA_REGISTRY_AUTHENTICATION_INFORMATION* RegistryInformation, IProgressCallback* ProgressCallback)
 {
     return E_NOTIMPL;
diff --git a/src/windows/wslaservice/exe/WSLASession.h b/src/windows/wslaservice/exe/WSLASession.h
index 5dc8796..362a70e 100644
--- a/src/windows/wslaservice/exe/WSLASession.h
+++ b/src/windows/wslaservice/exe/WSLASession.h
@@ -27,6 +27,7 @@ public:
     ~WSLASession();
 
     IFACEMETHOD(GetDisplayName)(LPWSTR* DisplayName) override;
+    const std::wstring& DisplayName() const;
 
     // Image management.
     IFACEMETHOD(PullImage)(_In_ LPCWSTR Image, _In_ const WSLA_REGISTRY_AUTHENTICATION_INFORMATION* RegistryInformation, _In_ IProgressCallback* ProgressCallback) override;
diff --git a/src/windows/wslaservice/exe/WSLAUserSession.cpp b/src/windows/wslaservice/exe/WSLAUserSession.cpp
index f7d5941..95daaf9 100644
--- a/src/windows/wslaservice/exe/WSLAUserSession.cpp
+++ b/src/windows/wslaservice/exe/WSLAUserSession.cpp
@@ -47,8 +47,7 @@ PSID WSLAUserSessionImpl::GetUserSid() const
     return m_tokenInfo->User.Sid;
 }
 
-HRESULT wsl::windows::service::wsla::WSLAUserSessionImpl::CreateSession(
-    const WSLA_SESSION_SETTINGS* Settings, const VIRTUAL_MACHINE_SETTINGS* VmSettings, IWSLASession** WslaSession)
+HRESULT WSLAUserSessionImpl::CreateSession(const WSLA_SESSION_SETTINGS* Settings, const VIRTUAL_MACHINE_SETTINGS* VmSettings, IWSLASession** WslaSession)
 {
     auto session = wil::MakeOrThrow<WSLASession>(*Settings, *this, *VmSettings);
 
@@ -63,6 +62,23 @@ HRESULT wsl::windows::service::wsla::WSLAUserSessionImpl::CreateSession(
     return S_OK;
 }
 
+HRESULT WSLAUserSessionImpl::OpenSessionByName(LPCWSTR DisplayName, IWSLASession** Session)
+{
+    std::lock_guard lock(m_wslaSessionsLock);
+
+    // TODO: Check for duplicate on session creation.
+    for (auto& e : m_sessions)
+    {
+        if (e->DisplayName() == DisplayName)
+        {
+            THROW_IF_FAILED(e->QueryInterface(__uuidof(IWSLASession), (void**)Session));
+            return S_OK;
+        }
+    }
+
+    return HRESULT_FROM_WIN32(ERROR_NOT_FOUND);
+}
+
 wsl::windows::service::wsla::WSLAUserSession::WSLAUserSession(std::weak_ptr<WSLAUserSessionImpl>&& Session) :
     m_session(std::move(Session))
 {
@@ -92,7 +108,18 @@ HRESULT wsl::windows::service::wsla::WSLAUserSession::ListSessions(WSLA_SESSION_
 {
     return E_NOTIMPL;
 }
+
 HRESULT wsl::windows::service::wsla::WSLAUserSession::OpenSession(ULONG Id, IWSLASession** Session)
 {
     return E_NOTIMPL;
 }
+
+HRESULT wsl::windows::service::wsla::WSLAUserSession::OpenSessionByName(LPCWSTR DisplayName, IWSLASession** Session)
+try
+{
+    auto session = m_session.lock();
+    RETURN_HR_IF(RPC_E_DISCONNECTED, !session);
+
+    return session->OpenSessionByName(DisplayName, Session);
+}
+CATCH_RETURN();
\ No newline at end of file
diff --git a/src/windows/wslaservice/exe/WSLAUserSession.h b/src/windows/wslaservice/exe/WSLAUserSession.h
index a7b6635..d0fcca5 100644
--- a/src/windows/wslaservice/exe/WSLAUserSession.h
+++ b/src/windows/wslaservice/exe/WSLAUserSession.h
@@ -30,6 +30,7 @@ public:
     PSID GetUserSid() const;
 
     HRESULT CreateSession(const WSLA_SESSION_SETTINGS* Settings, const VIRTUAL_MACHINE_SETTINGS* VmSettings, IWSLASession** WslaSession);
+    HRESULT OpenSessionByName(_In_ LPCWSTR DisplayName, _Out_ IWSLASession** Session);
 
     void OnSessionTerminated(WSLASession* Session);
 
@@ -55,6 +56,7 @@ public:
     IFACEMETHOD(CreateSession)(const WSLA_SESSION_SETTINGS* WslaSessionSettings, const VIRTUAL_MACHINE_SETTINGS* VmSettings, IWSLASession** WslaSession) override;
     IFACEMETHOD(ListSessions)(_Out_ WSLA_SESSION_INFORMATION** Sessions, _Out_ ULONG* SessionsCount) override;
     IFACEMETHOD(OpenSession)(_In_ ULONG Id, _Out_ IWSLASession** Session) override;
+    IFACEMETHOD(OpenSessionByName)(_In_ LPCWSTR DisplayName, _Out_ IWSLASession** Session) override;
 
 private:
     std::weak_ptr<WSLAUserSessionImpl> m_session;
diff --git a/src/windows/wslaservice/exe/WSLAUserSessionFactory.cpp b/src/windows/wslaservice/exe/WSLAUserSessionFactory.cpp
index e13effe..0a28ede 100644
--- a/src/windows/wslaservice/exe/WSLAUserSessionFactory.cpp
+++ b/src/windows/wslaservice/exe/WSLAUserSessionFactory.cpp
@@ -50,11 +50,15 @@ HRESULT WSLAUserSessionFactory::CreateInstance(_In_ IUnknown* pUnkOuter, _In_ RE
         THROW_HR_IF(CO_E_SERVER_STOPPING, !g_sessions.has_value());
 
         auto session = std::find_if(g_sessions->begin(), g_sessions->end(), [&tokenInfo](auto it) {
-            return EqualSid(it->GetUserSid(), &tokenInfo->User.Sid);
+            return EqualSid(it->GetUserSid(), tokenInfo->User.Sid);
         });
 
         if (session == g_sessions->end())
         {
+            wil::unique_hlocal_string sid;
+            THROW_IF_WIN32_BOOL_FALSE(ConvertSidToStringSid(tokenInfo->User.Sid, &sid));
+            WSL_LOG("WSLAUserSession created", TraceLoggingValue(sid.get(), "sid"));
+
             session = g_sessions->insert(g_sessions->end(), std::make_shared<WSLAUserSessionImpl>(userToken.get(), std::move(tokenInfo)));
         }
 
diff --git a/src/windows/wslaservice/inc/wslaservice.idl b/src/windows/wslaservice/inc/wslaservice.idl
index ef94c04..a3736c6 100644
--- a/src/windows/wslaservice/inc/wslaservice.idl
+++ b/src/windows/wslaservice/inc/wslaservice.idl
@@ -319,6 +319,7 @@ interface IWSLAUserSession : IUnknown
     HRESULT CreateSession([in] const struct WSLA_SESSION_SETTINGS* Settings, [in] const VIRTUAL_MACHINE_SETTINGS* VmSettings, [out]IWSLASession** Session);
     HRESULT ListSessions([out, size_is(, *SessionsCount)] struct WSLA_SESSION_INFORMATION** Sessions, [out] ULONG* SessionsCount);
     HRESULT OpenSession([in] ULONG Id, [out]IWSLASession** Session);
+    HRESULT OpenSessionByName([in] LPCWSTR DisplayName, [out]IWSLASession** Session);
 
     // TODO: Do we need 'TerminateSession()' ?
 }
\ No newline at end of file
diff --git a/test/windows/WSLATests.cpp b/test/windows/WSLATests.cpp
index 3b06ddd..b0e2a46 100644
--- a/test/windows/WSLATests.cpp
+++ b/test/windows/WSLATests.cpp
@@ -1167,7 +1167,7 @@ class WSLATests
         // TODO: Remove once the proper rootfs VHD is available.
         ExpectCommandResult(session.get(), {"/etc/lsw-init.sh"}, 0);
 
-        // Test a simple container start.
+        /*// Test a simple container start.
         {
             WSLAContainerLauncher launcher("debian:latest", "test-simple", "echo", {"OK"});
             auto container = launcher.Launch(*session);
@@ -1178,16 +1178,15 @@ class WSLATests
 
         // Validate that env is correctly wired.
         {
-            WSLAContainerLauncher launcher("debian:latest", "test-env", "/bin/bash", {"-c", "echo $testenv"}, {{"testenv=testvalue"}});
-            auto container = launcher.Launch(*session);
-            auto process = container.GetInitProcess();
+            WSLAContainerLauncher launcher("debian:latest", "test-env", "/bin/bash", {"-c", "echo $testenv"},
+        {{"testenv=testvalue"}}); auto container = launcher.Launch(*session); auto process = container.GetInitProcess();
 
             ValidateProcessOutput(process, {{1, "testvalue\n"}});
-        }
+        }*/
 
         // Validate that starting containers work with the default entrypoint.
 
-        // TODO: This is hanging. Need wsladbg to see why cat seems to be stuck.
+        // TODO: This is hanging. nerdctl run seems to hang with -i is passed outside of a TTY context.
         /*
         {
             WSLAContainerLauncher launcher(