diff --git a/Source/Core/Core/IOS/ES/ES.cpp b/Source/Core/Core/IOS/ES/ES.cpp
index 5adc1d6253..0743dc7efa 100644
--- a/Source/Core/Core/IOS/ES/ES.cpp
+++ b/Source/Core/Core/IOS/ES/ES.cpp
@@ -931,7 +931,10 @@ ReturnCode ES::VerifyContainer(VerifyContainerType type, VerifyMode mode,
   Common::ScopeGuard ca_guard{[&] { iosc.DeleteObject(handle, PID_ES); }};
   ret = iosc.ImportCertificate(ca_cert.GetBytes().data(), IOSC::HANDLE_ROOT_KEY, handle, PID_ES);
   if (ret != IPC_SUCCESS)
+  {
+    ERROR_LOG(IOS_ES, "VerifyContainer: IOSC_ImportCertificate(ca) failed with error %d", ret);
     return ret;
+  }
 
   IOSC::Handle issuer_handle;
   const IOSC::ObjectSubType subtype =
@@ -942,7 +945,10 @@ ReturnCode ES::VerifyContainer(VerifyContainerType type, VerifyMode mode,
   Common::ScopeGuard issuer_guard{[&] { iosc.DeleteObject(issuer_handle, PID_ES); }};
   ret = iosc.ImportCertificate(issuer_cert.GetBytes().data(), handle, issuer_handle, PID_ES);
   if (ret != IPC_SUCCESS)
+  {
+    ERROR_LOG(IOS_ES, "VerifyContainer: IOSC_ImportCertificate(issuer) failed with error %d", ret);
     return ret;
+  }
 
   // Calculate the SHA1 of the signed blob.
   const size_t skip = type == VerifyContainerType::Device ? offsetof(SignatureECC, issuer) :
@@ -955,7 +961,10 @@ ReturnCode ES::VerifyContainer(VerifyContainerType type, VerifyMode mode,
   const std::vector<u8> signature = signed_blob.GetSignatureData();
   ret = iosc.VerifyPublicKeySign(sha1, issuer_handle, signature.data(), PID_ES);
   if (ret != IPC_SUCCESS)
+  {
+    ERROR_LOG(IOS_ES, "VerifyContainer: IOSC_VerifyPublicKeySign failed with error %d", ret);
     return ret;
+  }
 
   if (mode == VerifyMode::UpdateCertStore)
   {
@@ -970,7 +979,10 @@ ReturnCode ES::VerifyContainer(VerifyContainerType type, VerifyMode mode,
 
   // Import the signed blob to iosc_handle (if a handle was passed to us).
   if (ret == IPC_SUCCESS && iosc_handle)
+  {
     ret = iosc.ImportCertificate(signed_blob.GetBytes().data(), issuer_handle, iosc_handle, PID_ES);
+    ERROR_LOG(IOS_ES, "VerifyContainer: IOSC_ImportCertificate(final) failed with error %d", ret);
+  }
 
   return ret;
 }
diff --git a/Source/Core/Core/IOS/ES/TitleManagement.cpp b/Source/Core/Core/IOS/ES/TitleManagement.cpp
index 1f1c988591..e4dc6db841 100644
--- a/Source/Core/Core/IOS/ES/TitleManagement.cpp
+++ b/Source/Core/Core/IOS/ES/TitleManagement.cpp
@@ -140,6 +140,8 @@ static void ResetTitleImportContext(ES::Context* context, IOSC& iosc)
 
 ReturnCode ES::ImportTmd(Context& context, const std::vector<u8>& tmd_bytes)
 {
+  INFO_LOG(IOS_ES, "ImportTmd");
+
   // Ioctlv 0x2b writes the TMD to /tmp/title.tmd (for imports) and doesn't seem to write it
   // to either /import or /title. So here we simply have to set the import TMD.
   ResetTitleImportContext(&context, m_ios.GetIOSC());
@@ -155,16 +157,26 @@ ReturnCode ES::ImportTmd(Context& context, const std::vector<u8>& tmd_bytes)
   ret = VerifyContainer(VerifyContainerType::TMD, VerifyMode::UpdateCertStore,
                         context.title_import_export.tmd, cert_store);
   if (ret != IPC_SUCCESS)
+  {
+    ERROR_LOG(IOS_ES, "ImportTmd: VerifyContainer failed with error %d", ret);
     return ret;
+  }
 
   if (!InitImport(context.title_import_export.tmd))
+  {
+    ERROR_LOG(IOS_ES, "ImportTmd: Failed to initialise title import");
     return ES_EIO;
+  }
 
   ret =
       InitBackupKey(m_title_context.tmd, m_ios.GetIOSC(), &context.title_import_export.key_handle);
   if (ret != IPC_SUCCESS)
+  {
+    ERROR_LOG(IOS_ES, "ImportTmd: InitBackupKey failed with error %d", ret);
     return ret;
+  }
 
+  INFO_LOG(IOS_ES, "ImportTmd: All checks passed, marking context as valid");
   context.title_import_export.valid = true;
   return IPC_SUCCESS;
 }
@@ -421,7 +433,10 @@ IPCCommandResult ES::ImportContentEnd(Context& context, const IOCtlVRequest& req
 ReturnCode ES::ImportTitleDone(Context& context)
 {
   if (!context.title_import_export.valid || context.title_import_export.content.valid)
+  {
+    ERROR_LOG(IOS_ES, "ImportTitleDone: No title import, or a content import is still in progress");
     return ES_EINVAL;
+  }
 
   // Make sure all listed, non-optional contents have been imported.
   const u64 title_id = context.title_import_export.tmd.GetTitleId();
@@ -442,13 +457,22 @@ ReturnCode ES::ImportTitleDone(Context& context)
         return m_ios.GetFS()->GetMetadata(PID_KERNEL, PID_KERNEL, path).Succeeded();
       });
   if (!has_all_required_contents)
+  {
+    ERROR_LOG(IOS_ES, "ImportTitleDone: Some required contents are missing");
     return ES_EINVAL;
+  }
 
   if (!WriteImportTMD(context.title_import_export.tmd))
+  {
+    ERROR_LOG(IOS_ES, "ImportTitleDone: Failed to write import TMD");
     return ES_EIO;
+  }
 
   if (!FinishImport(context.title_import_export.tmd))
+  {
+    ERROR_LOG(IOS_ES, "ImportTitleDone: Failed to finalise title import");
     return ES_EIO;
+  }
 
   INFO_LOG(IOS_ES, "ImportTitleDone: title %016" PRIx64, title_id);
   ResetTitleImportContext(&context, m_ios.GetIOSC());