diff --git a/plugins/settings-sync/src/com/intellij/settingsSync/SettingsSyncBridge.kt b/plugins/settings-sync/src/com/intellij/settingsSync/SettingsSyncBridge.kt
index 8cc734c6dfc5..e40370d42332 100644
--- a/plugins/settings-sync/src/com/intellij/settingsSync/SettingsSyncBridge.kt
+++ b/plugins/settings-sync/src/com/intellij/settingsSync/SettingsSyncBridge.kt
@@ -6,6 +6,7 @@ import com.intellij.openapi.Disposable
 import com.intellij.openapi.application.ApplicationManager
 import com.intellij.openapi.diagnostic.logger
 import com.intellij.openapi.progress.runBlockingCancellable
+import com.intellij.platform.util.progress.withProgressText
 import com.intellij.settingsSync.SettingsSyncBridge.PushRequestMode.*
 import com.intellij.settingsSync.statistics.SettingsSyncEventsStatistics
 import com.intellij.util.containers.ContainerUtil
@@ -39,6 +40,10 @@ class SettingsSyncBridge(
   @Volatile
   private var queueJob: Job? = null
 
+  val isInitialized
+    get() = queueJob != null
+
+
   private val eventsLock = ReentrantLock()
 
   private val settingsChangeListener = object : SettingsSyncEventListener {
@@ -76,24 +81,27 @@ class SettingsSyncBridge(
 
   internal fun initialize(initMode: InitMode) {
     coroutineScope.launch {
-      try {
-        settingsLog.initialize()
+      withProgressText(SettingsSyncBundle.message(initMode.messageKey)) {
+        try {
+          settingsLog.initialize()
 
-        // the queue is not activated initially => events will be collected but not processed until we perform all initialization tasks
-        SettingsSyncEvents.getInstance().addListener(settingsChangeListener)
-        ideMediator.activateStreamProvider()
+          // the queue is not activated initially => events will be collected but not processed until we perform all initialization tasks
+          SettingsSyncEvents.getInstance().addListener(settingsChangeListener)
+          ideMediator.activateStreamProvider()
 
-        applyInitialChanges(initMode)
+          applyInitialChanges(initMode)
 
-        startQueue()
-      }
-      catch (ex: Exception) {
-        stopSyncingAndRollback(null, ex)
+          startQueue()
+        }
+        catch (ex: Exception) {
+          stopSyncingAndRollback(null, ex)
+        }
       }
     }
   }
 
   private fun startQueue() {
+    LOG.info("Starting settings sync queue")
     queueJob = coroutineScope.launch {
       while (true) {
         processPendingEvents()
@@ -197,11 +205,18 @@ class SettingsSyncBridge(
     })
   }
 
-  internal sealed class InitMode {
-    object JustInit : InitMode()
-    class TakeFromServer(val cloudEvent: SyncSettingsEvent.CloudChange) : InitMode()
-    class MigrateFromOldStorage(val migration: SettingsSyncMigration) : InitMode()
-    object PushToServer : InitMode()
+  internal sealed class InitMode(val messageKey: String) {
+    object JustInit
+      : InitMode("enable.sync.check.server.data.progress")
+
+    class TakeFromServer(val cloudEvent: SyncSettingsEvent.CloudChange)
+      : InitMode("enable.sync.get.from.server.progress")
+
+    class MigrateFromOldStorage(val migration: SettingsSyncMigration)
+      : InitMode("enable.sync.check.server.data.progress")
+
+    object PushToServer
+      : InitMode("enable.sync.push.to.server.progress")
   }
 
   private suspend fun processExclusiveEvent(event: SyncSettingsEvent.ExclusiveEvent) {
@@ -239,7 +254,7 @@ class SettingsSyncBridge(
           var mergeAndPushAfterProcessingEvents = true
           while (pendingEvents.isNotEmpty()) {
             val event = pendingEvents.removeAt(0)
-            LOG.debug("Processing event $event")
+            LOG.info("Processing event $event")
             when (event) {
               is SyncSettingsEvent.IdeChange -> {
                 settingsLog.applyIdeState(event.snapshot, "Local changes made in the IDE")
diff --git a/plugins/settings-sync/src/com/intellij/settingsSync/config/SettingsSyncEnabler.kt b/plugins/settings-sync/src/com/intellij/settingsSync/config/SettingsSyncEnabler.kt
index bcd5f3c8ed90..c8071c5ccda5 100644
--- a/plugins/settings-sync/src/com/intellij/settingsSync/config/SettingsSyncEnabler.kt
+++ b/plugins/settings-sync/src/com/intellij/settingsSync/config/SettingsSyncEnabler.kt
@@ -2,11 +2,16 @@ package com.intellij.settingsSync.config
 
 import com.intellij.configurationStore.saveSettings
 import com.intellij.openapi.application.ApplicationManager
+import com.intellij.openapi.components.Service
+import com.intellij.openapi.components.service
 import com.intellij.openapi.progress.ProgressIndicator
 import com.intellij.openapi.progress.Task
 import com.intellij.openapi.progress.runBlockingCancellable
+import com.intellij.openapi.util.NlsContexts
+import com.intellij.platform.util.progress.withProgressText
 import com.intellij.settingsSync.*
 import com.intellij.util.EventDispatcher
+import kotlinx.coroutines.*
 import java.util.*
 
 internal class SettingsSyncEnabler {
@@ -64,12 +69,7 @@ internal class SettingsSyncEnabler {
 
   fun pushSettingsToServer() {
     val settingsSyncControls = SettingsSyncMain.getInstance().controls
-    object : Task.Modal(null, SettingsSyncBundle.message("enable.sync.push.to.server.progress"), false) {
-      override fun run(indicator: ProgressIndicator) {
-        // todo initialization must be modal but pushing to server can be made later
-        settingsSyncControls.bridge.initialize(SettingsSyncBridge.InitMode.PushToServer)
-      }
-    }.queue()
+    settingsSyncControls.bridge.initialize(SettingsSyncBridge.InitMode.PushToServer)
   }
 
 
diff --git a/plugins/settings-sync/src/com/intellij/settingsSync/performanceTesting/EnableSettingsSyncCommand.kt b/plugins/settings-sync/src/com/intellij/settingsSync/performanceTesting/EnableSettingsSyncCommand.kt
index 36cb1690a3af..07286062b051 100644
--- a/plugins/settings-sync/src/com/intellij/settingsSync/performanceTesting/EnableSettingsSyncCommand.kt
+++ b/plugins/settings-sync/src/com/intellij/settingsSync/performanceTesting/EnableSettingsSyncCommand.kt
@@ -6,11 +6,9 @@ import com.intellij.openapi.ui.playback.commands.PlaybackCommandCoroutineAdapter
 import com.intellij.settingsSync.*
 import com.intellij.settingsSync.config.SettingsSyncEnabler
 import com.jetbrains.performancePlugin.commands.Waiter
-import kotlinx.coroutines.CompletableDeferred
-import kotlinx.coroutines.Dispatchers
-import kotlinx.coroutines.delay
-import kotlinx.coroutines.withContext
+import kotlinx.coroutines.*
 import org.jetbrains.annotations.NonNls
+import java.util.concurrent.TimeUnit
 
 enum class EnableSettingSyncOptions {
   GET, PUSH, NONE
@@ -67,15 +65,28 @@ class EnableSettingsSyncCommand(text: @NonNls String, line: Int) : PlaybackComma
       })
       settingsSyncEnabler.checkServerState()
       serverRespondedOnCheck.await()
+
+      var startTime = System.currentTimeMillis()
+      while (!SettingsSyncMain.getInstance().controls.bridge.isInitialized) {
+        delay(50)
+        if (System.currentTimeMillis() - startTime > TimeUnit.SECONDS.toMillis(5)) {
+          throw Exception("Settings Sync initialization timeout exceeded")
+        }
+      }
+
       if(SettingsSyncLocalSettings.getInstance().isCrossIdeSyncEnabled != isCrossIdeSync){
         SettingsSyncLocalSettings.getInstance().isCrossIdeSyncEnabled = isCrossIdeSync
         SettingsSyncEvents.getInstance().fireSettingsChanged(SyncSettingsEvent.CrossIdeSyncStateChanged(isCrossIdeSync))
       }
       //there is no event that cross-ide sync was enabled, so we need to check that file appears and wait a bit :(
-      Waiter.checkCondition {
-        CloudConfigServerCommunicator().isFileExists(CROSS_IDE_SYNC_MARKER_FILE) == isCrossIdeSync
+      startTime = System.currentTimeMillis()
+      while (CloudConfigServerCommunicator().isFileExists(CROSS_IDE_SYNC_MARKER_FILE) != isCrossIdeSync) {
+        delay(500)
+        if (System.currentTimeMillis() - startTime > TimeUnit.SECONDS.toMillis(5)) {
+          val fileExists = CloudConfigServerCommunicator().isFileExists(CROSS_IDE_SYNC_MARKER_FILE)
+          throw Exception("Cross-IDE sync marker file was not updated in 5 seconds. File exists=$fileExists, expected=$isCrossIdeSync")
+        }
       }
-      delay(5000L)
     }
   }
 }
\ No newline at end of file