diff --git a/.env.demo b/.env.demo
index 4a112e0c..8b52e073 100644
--- a/.env.demo
+++ b/.env.demo
@@ -124,6 +124,26 @@ SFTP_PASSWORD=your_secure_sftp_password
 # SFTP_PRIVATE_KEY_PASSPHRASE=optional_passphrase
 SFTP_FOLDER=/Documents/Uploads
 
+# **Notification Settings**
+# Configure notification services using Apprise URL format
+# See https://github.com/caronc/apprise#supported-notifications
+# Examples:
+# - Discord: discord://webhook_id/webhook_token
+# - Telegram: tgram://bot_token/chat_id
+# - Email: mailto://user:pass@example.com
+# - Pushover: pover://user_key/app_token
+# - Slack: slack://tokenA/tokenB/tokenC
+# - Matrix: matrix://username:password@domain/#room
+
+# You can specify multiple notification URLs by separating them with commas
+NOTIFICATION_URLS=discord://webhook_id/webhook_token,mailto://user:pass@gmail.com,tgram://bot_token/chat_id
+
+# Control when notifications are sent
+NOTIFY_ON_TASK_FAILURE=True
+NOTIFY_ON_CREDENTIAL_FAILURE=True
+NOTIFY_ON_STARTUP=True
+NOTIFY_ON_SHUTDOWN=False
+
 # Uptime Kuma
 UPTIME_KUMA_URL=https://status.example.com/api/push/abcdef123456?status=up
 UPTIME_KUMA_PING_INTERVAL=5
\ No newline at end of file
diff --git a/app/api/diagnostic.py b/app/api/diagnostic.py
index 1d3977ed..045b8a2a 100644
--- a/app/api/diagnostic.py
+++ b/app/api/diagnostic.py
@@ -49,3 +49,52 @@ async def diagnostic_settings(request: Request, current_user: dict = Depends(get
         "settings": safe_settings,
         "message": "Full settings have been dumped to application logs"
     }
+
+@router.post("/diagnostic/test-notification")
+@require_login
+async def test_notification(request: Request):
+    # Add request_time to request.state
+    import datetime
+    request.state.request_time = datetime.datetime.utcnow().isoformat()
+    """
+    Send a test notification through all configured notification channels
+    """
+    from app.utils.notification import send_notification
+    
+    try:
+        notification_urls = getattr(settings, 'notification_urls', [])
+        if not notification_urls:
+            return {
+                "status": "warning",
+                "message": "No notification services configured. Add notification URLs to your configuration."
+            }
+        
+        # Send a test notification
+        hostname = settings.external_hostname or "Document Processor"
+        result = send_notification(
+            title=f"Test Notification from {hostname}",
+            message=f"This is a test notification sent at {request.state.request_time}. If you're receiving this, notifications are working!",
+            notification_type="success",
+            tags=["test", "notification", "diagnostic"]
+        )
+        
+        if result:
+            logger.info("Test notification sent successfully")
+            return {
+                "status": "success",
+                "message": f"Test notification sent successfully to {len(notification_urls)} service(s)",
+                "services_count": len(notification_urls)
+            }
+        else:
+            logger.warning("Test notification send attempt returned False")
+            return {
+                "status": "error",
+                "message": "Failed to send test notification. Check application logs for details."
+            }
+    
+    except Exception as e:
+        logger.exception(f"Error sending test notification: {e}")
+        return {
+            "status": "error",
+            "message": f"Error sending notification: {str(e)}"
+        }
diff --git a/app/celery_app.py b/app/celery_app.py
index 9466bfbf..030ef1f6 100644
--- a/app/celery_app.py
+++ b/app/celery_app.py
@@ -18,3 +18,25 @@ celery.conf.task_default_queue = 'document_processor'
 celery.conf.task_routes = {
     "app.tasks.*": {"queue": "document_processor"},
 }
+
+# Task failure notification handler
+from celery.signals import task_failure
+
+@task_failure.connect
+def task_failure_handler(sender=None, task_id=None, exception=None, args=None,
+                        kwargs=None, traceback=None, einfo=None, **kw):
+    """Handler for Celery task failures to send notifications"""
+    if getattr(settings, 'notify_on_task_failure', True):
+        try:
+            # Import here to avoid circular imports
+            from app.utils.notification import notify_celery_failure
+            notify_celery_failure(
+                task_name=sender.name if sender else "Unknown", 
+                task_id=task_id or "N/A",
+                exc=exception, 
+                args=args or [], 
+                kwargs=kwargs or {}
+            )
+        except Exception as e:
+            import logging
+            logging.exception(f"Failed to send task failure notification: {e}")
diff --git a/app/celery_worker.py b/app/celery_worker.py
index 5c9aff15..2c7b9877 100644
--- a/app/celery_worker.py
+++ b/app/celery_worker.py
@@ -32,6 +32,7 @@ from app.tasks.upload_to_email import upload_to_email
 from app.tasks.imap_tasks import pull_all_inboxes
 from app.tasks.send_to_all import send_to_all_destinations
 from app.tasks.uptime_kuma_tasks import ping_uptime_kuma
+from app.tasks.check_credentials import check_credentials
 
 celery.conf.task_routes = {
     "app.tasks.*": {"queue": "default"},
@@ -44,6 +45,9 @@ def test_task():
 # If you want Celery Beat to run the poll task every minute, add:
 from celery.schedules import crontab
 
+# Run the check_credentials task at startup
+check_credentials.apply_async(countdown=10)  # Run 10 seconds after worker starts
+
 celery.conf.beat_schedule = {
     "poll-inboxes-every-minute": {
         "task": "app.tasks.imap_tasks.pull_all_inboxes",
@@ -56,6 +60,18 @@ celery.conf.beat_schedule = {
         "schedule": crontab(minute=f"*/{settings.uptime_kuma_ping_interval}"),
         "options": {"expires": 55},  # Ensure tasks don't pile up
     } if settings.uptime_kuma_url else None,
+    # Check credentials every 5 minutes
+    "check-credentials-regularly": {
+        "task": "app.tasks.check_credentials.check_credentials",
+        "schedule": crontab(minute="*/5"),  # Every 5 minutes
+        "options": {"expires": 240},  # 4 minutes expiry
+    },
+    # Also keep daily check for logs and statistics purposes
+    "check-credentials-daily": {
+        "task": "app.tasks.check_credentials.check_credentials",
+        "schedule": crontab(hour="0", minute="0"),  # Midnight
+        "options": {"expires": 3600},  # 1 hour expiry
+    }
 }
 
 # Remove None entries from beat_schedule
diff --git a/app/config.py b/app/config.py
index dfbb49cc..af042522 100644
--- a/app/config.py
+++ b/app/config.py
@@ -1,7 +1,8 @@
 #!/usr/bin/env python3
 
 from pydantic_settings import BaseSettings
-from typing import Optional, List, Dict, Any
+from typing import Optional, List, Dict, Any, Union
+from pydantic import Field, validator
 import os
 from datetime import datetime
 
@@ -128,6 +129,39 @@ class Settings(BaseSettings):
     # Feature flags
     allow_file_delete: bool = True  # Default to allowing file deletion from database
 
+    # Notification settings
+    notification_urls: Union[List[str], str] = Field(
+        default_factory=list,
+        description="List of Apprise notification URLs (e.g., discord://, telegram://, etc.)"
+    )
+    notify_on_task_failure: bool = Field(
+        default=True, 
+        description="Send notifications when Celery tasks fail"
+    )
+    notify_on_credential_failure: bool = Field(
+        default=True,
+        description="Send notifications when credential checks fail"
+    )
+    notify_on_startup: bool = Field(
+        default=True,
+        description="Send notifications when application starts"
+    )
+    notify_on_shutdown: bool = Field(
+        default=False,
+        description="Send notifications when application shuts down"
+    )
+    
+    @validator('notification_urls', pre=True)
+    def parse_notification_urls(cls, v):
+        """Parse notification URLs from string or list"""
+        if isinstance(v, str):
+            if ',' in v:
+                return [url.strip() for url in v.split(',') if url.strip()]
+            elif v.strip():
+                return [v.strip()]
+            return []
+        return v
+
     # Get build date from environment or file
     @property
     def build_date(self) -> str:
diff --git a/app/main.py b/app/main.py
index b2706670..ef820c29 100644
--- a/app/main.py
+++ b/app/main.py
@@ -14,6 +14,7 @@ from pathlib import Path
 from app.database import init_db
 from app.config import settings
 from app.utils.config_validator import check_all_configs
+from app.utils.notification import init_apprise, send_notification, notify_startup, notify_shutdown
 
 # Import the routers - now using views directly instead of frontend
 from app.views import router as frontend_router
@@ -68,6 +69,20 @@ async def startup_event():
         logging.info("Application started with valid configuration")
     
     logging.info("Router organization: Using refactored API routers from app/api/ directory")
+    
+    # Initialize notification system
+    init_apprise()
+    
+    # Send startup notification
+    notify_startup()
+
+@app.on_event("shutdown")
+async def shutdown_event():
+    """Run shutdown tasks for the application"""
+    logging.info("Application shutting down")
+    
+    # Send shutdown notification
+    notify_shutdown()
 
 # Custom 404 - we can still return the Jinja2 template, or the old static file:
 @app.exception_handler(404)
diff --git a/app/tasks/check_credentials.py b/app/tasks/check_credentials.py
new file mode 100644
index 00000000..12f11992
--- /dev/null
+++ b/app/tasks/check_credentials.py
@@ -0,0 +1,267 @@
+import logging
+from app.celery_app import celery
+from app.config import settings
+from app.utils.notification import notify_credential_failure
+import time
+import os
+import json
+import asyncio
+import inspect
+
+# Import the test functions from API routes
+from app.api.openai import test_openai_connection
+from app.api.azure import test_azure_connection
+from app.api.dropbox import test_dropbox_token
+from app.api.google_drive import test_google_drive_token
+from app.api.onedrive import test_onedrive_token
+
+# Import config validation utilities
+from app.utils.config_validator import validate_storage_configs, get_provider_status
+
+# Create an enhanced mock Request object for API functions that expect it
+class MockRequest:
+    """Mock request object with session and other attributes needed for API functions"""
+    def __init__(self):
+        self.session = {"user": {"id": "credential_checker", "name": "System Credential Checker"}}
+        self.app = None
+        self.headers = {}
+        self.query_params = {}
+        self.path_params = {}
+
+    async def json(self):
+        return {}
+
+    async def form(self):
+        return {}
+
+logger = logging.getLogger(__name__)
+
+# Path to store failure counts
+FAILURE_STATE_FILE = os.path.join(settings.workdir, 'credential_failures.json')
+
+def get_failure_state():
+    """Read the failure state from file"""
+    try:
+        if os.path.exists(FAILURE_STATE_FILE):
+            with open(FAILURE_STATE_FILE, 'r') as f:
+                return json.load(f)
+    except Exception as e:
+        logger.error(f"Error reading failure state file: {e}")
+    
+    # Default empty state
+    return {}
+
+def save_failure_state(state):
+    """Save failure state to file"""
+    try:
+        with open(FAILURE_STATE_FILE, 'w') as f:
+            json.dump(state, f)
+    except Exception as e:
+        logger.error(f"Error saving failure state file: {e}")
+
+# Helper function to get the inner function without the decorator
+def unwrap_decorated_function(func):
+    """Get the original function from a decorated function"""
+    if hasattr(func, "__wrapped__"):
+        return unwrap_decorated_function(func.__wrapped__)
+    return func
+
+# Create synchronous versions of the test functions that bypass authentication
+def sync_test_openai_connection():
+    """Synchronous wrapper for the OpenAI test function that bypasses auth"""
+    # Get the original function without the @require_login decorator
+    inner_func = unwrap_decorated_function(test_openai_connection)
+    request = MockRequest()
+    if inspect.iscoroutinefunction(inner_func):
+        return asyncio.run(inner_func(request))
+    return inner_func(request)
+
+def sync_test_azure_connection():
+    """Synchronous wrapper for the Azure test function that bypasses auth"""
+    inner_func = unwrap_decorated_function(test_azure_connection)
+    request = MockRequest()
+    if inspect.iscoroutinefunction(inner_func):
+        return asyncio.run(inner_func(request))
+    return inner_func(request)
+
+def sync_test_dropbox_token():
+    """Synchronous wrapper for the Dropbox test function that bypasses auth"""
+    inner_func = unwrap_decorated_function(test_dropbox_token)
+    request = MockRequest()
+    if inspect.iscoroutinefunction(inner_func):
+        return asyncio.run(inner_func(request))
+    return inner_func(request)
+
+def sync_test_google_drive_token():
+    """Synchronous wrapper for the Google Drive test function that bypasses auth"""
+    inner_func = unwrap_decorated_function(test_google_drive_token)
+    request = MockRequest()
+    if inspect.iscoroutinefunction(inner_func):
+        return asyncio.run(inner_func(request))
+    return inner_func(request)
+
+def sync_test_onedrive_token():
+    """Synchronous wrapper for the OneDrive test function that bypasses auth"""
+    inner_func = unwrap_decorated_function(test_onedrive_token)
+    request = MockRequest()
+    if inspect.iscoroutinefunction(inner_func):
+        return asyncio.run(inner_func(request))
+    return inner_func(request)
+
+@celery.task
+def check_credentials():
+    """Check all configured credentials and notify if any are invalid"""
+    logger.info("Starting credential check task")
+    
+    # Load current failure state
+    failure_state = get_failure_state()
+    
+    # Track failures
+    failures = []
+    
+    # Get provider configurations from config_validator
+    provider_status = get_provider_status()
+    storage_configs = validate_storage_configs()
+    
+    # Define services with their test functions and configuration status
+    services = [
+        {
+            "name": "OpenAI", 
+            "check_func": sync_test_openai_connection,
+            "configured": provider_status.get("OpenAI", {}).get("configured", False),
+            "config_issues": []  # OpenAI isn't in storage_configs
+        },
+        {
+            "name": "Azure Document Intelligence", 
+            "check_func": sync_test_azure_connection,
+            "configured": provider_status.get("Azure AI", {}).get("configured", False),
+            "config_issues": []  # Azure isn't in storage_configs
+        },
+        {
+            "name": "Dropbox", 
+            "check_func": sync_test_dropbox_token,
+            "configured": provider_status.get("Dropbox", {}).get("configured", False),
+            "config_issues": storage_configs.get("dropbox", [])
+        },
+        {
+            "name": "Google Drive", 
+            "check_func": sync_test_google_drive_token,
+            "configured": provider_status.get("Google Drive", {}).get("configured", False),
+            "config_issues": storage_configs.get("google_drive", [])
+        },
+        {
+            "name": "OneDrive", 
+            "check_func": sync_test_onedrive_token,
+            "configured": provider_status.get("OneDrive", {}).get("configured", False),
+            "config_issues": storage_configs.get("onedrive", [])
+        }
+    ]
+    
+    # Check each service
+    results = {}
+    current_time = int(time.time())
+    
+    for service in services:
+        service_name = service["name"]
+        logger.info(f"Checking credentials for {service_name}")
+        
+        # Skip services that aren't configured
+        if not service["configured"]:
+            config_issues = service["config_issues"]
+            issue_msg = f"Not properly configured" + (f": {', '.join(config_issues)}" if config_issues else "")
+            logger.info(f"Skipping {service_name}: {issue_msg}")
+            
+            results[service_name] = {
+                "status": "unconfigured",
+                "message": issue_msg
+            }
+            continue
+        
+        try:
+            # Call the synchronized test function and get the result
+            result = service["check_func"]()
+            
+            # All test functions return a dict with "status" field
+            is_valid = result.get("status") == "success"
+            error_message = result.get("message", "Unknown error")
+            
+            # Store the result
+            results[service_name] = {
+                "status": "valid" if is_valid else "invalid",
+                "message": error_message
+            }
+            
+            if not is_valid:
+                failures.append(service_name)
+                
+                # Get current failure count for this service
+                service_state = failure_state.get(service_name, {"count": 0, "last_notified": 0})
+                service_state["count"] = service_state.get("count", 0) + 1
+                
+                # Only notify if we haven't reached the notification threshold (3 failures)
+                # or if this is the first failure after a recovery
+                if service_state["count"] <= 3 or service_state.get("recovered", False):
+                    notify_credential_failure(service_name, error_message)
+                    service_state["last_notified"] = current_time
+                    service_state["recovered"] = False
+                    logger.warning(f"{service_name} credentials check failed ({service_state['count']} times): {error_message}")
+                else:
+                    # We're in cooldown mode
+                    logger.warning(f"{service_name} credentials check failed ({service_state['count']} times): {error_message} - notification suppressed")
+                
+                # Update failure state
+                failure_state[service_name] = service_state
+            else:
+                logger.info(f"{service_name} credentials are valid")
+                
+                # Check if this was previously failing and now recovered
+                if service_name in failure_state and failure_state[service_name].get("count", 0) > 0:
+                    logger.info(f"{service_name} has recovered after {failure_state[service_name]['count']} failures")
+                    
+                    # Mark it as recovered and reset count
+                    failure_state[service_name] = {"count": 0, "recovered": True, "last_notified": 0}
+                elif service_name in failure_state:
+                    # Just make sure recovered flag is cleared if it was there
+                    failure_state[service_name]["recovered"] = True
+                
+        except Exception as e:
+            logger.error(f"Error checking {service_name} credentials: {e}", exc_info=True)
+            failures.append(service_name)
+            error_message = f"Exception during credential check: {str(e)}"
+            
+            # Get current failure count for this service
+            service_state = failure_state.get(service_name, {"count": 0, "last_notified": 0})
+            service_state["count"] = service_state.get("count", 0) + 1
+            
+            # Only notify if we haven't reached the notification threshold or if we just recovered
+            if service_state["count"] <= 3 or service_state.get("recovered", False):
+                notify_credential_failure(service_name, error_message)
+                service_state["last_notified"] = current_time
+                service_state["recovered"] = False
+                
+            # Update failure state
+            failure_state[service_name] = service_state
+            
+            # Store the error result
+            results[service_name] = {
+                "status": "error",
+                "message": error_message
+            }
+    
+    # Save updated failure state
+    save_failure_state(failure_state)
+    
+    # Count only services that were actually checked (configured services)
+    configured_services = [s for s in services if s["configured"]]
+    num_configured = len(configured_services)
+    
+    # Summarize results
+    logger.info(f"Credential check completed. Configured services: {num_configured}, Valid: {num_configured - len(failures)}, Invalid: {len(failures)}")
+    
+    return {
+        "checked": num_configured,
+        "unconfigured": len(services) - num_configured,
+        "failures": len(failures),
+        "results": results,
+        "failure_state": failure_state
+    }
diff --git a/app/utils/config_validator.py b/app/utils/config_validator.py
index 38ad2e31..e7bf8835 100644
--- a/app/utils/config_validator.py
+++ b/app/utils/config_validator.py
@@ -5,14 +5,23 @@ This file serves as a backward-compatible interface to the config_validator pack
 """
 
 # Import and re-export all functions from the new package
-from app.utils.config_validator.validators import validate_email_config, validate_storage_configs, check_all_configs
+from app.utils.config_validator.validators import (
+    validate_email_config, 
+    validate_storage_configs, 
+    validate_notification_config,
+    check_all_configs
+)
 from app.utils.config_validator.masking import mask_sensitive_value
 from app.utils.config_validator.providers import get_provider_status
-from app.utils.config_validator.settings_display import get_settings_for_display, dump_all_settings
+from app.utils.config_validator.settings_display import (
+    get_settings_for_display,
+    dump_all_settings
+)
 
 __all__ = [
     'validate_email_config',
     'validate_storage_configs',
+    'validate_notification_config',
     'mask_sensitive_value',
     'get_provider_status',
     'get_settings_for_display',
@@ -20,3 +29,4 @@ __all__ = [
     'check_all_configs'
 ]
 
+
diff --git a/app/utils/config_validator/__init__.py b/app/utils/config_validator/__init__.py
index 67b3da44..661502a7 100644
--- a/app/utils/config_validator/__init__.py
+++ b/app/utils/config_validator/__init__.py
@@ -5,6 +5,7 @@ Configuration validation package for the application.
 from app.utils.config_validator.validators import (
     validate_email_config,
     validate_storage_configs,
+    validate_notification_config,
     check_all_configs
 )
 from app.utils.config_validator.masking import mask_sensitive_value
@@ -17,6 +18,7 @@ from app.utils.config_validator.settings_display import (
 __all__ = [
     'validate_email_config',
     'validate_storage_configs',
+    'validate_notification_config',
     'mask_sensitive_value',
     'get_provider_status',
     'get_settings_for_display',
diff --git a/app/utils/config_validator/providers.py b/app/utils/config_validator/providers.py
index 3226aeef..73b7f3c5 100644
--- a/app/utils/config_validator/providers.py
+++ b/app/utils/config_validator/providers.py
@@ -11,6 +11,24 @@ def get_provider_status():
     """
     providers = {}
     
+    # Add Notification configuration - Make sure this provider is near the top of the list
+    providers["Notifications"] = {
+        "name": "Notifications", 
+        "icon": "fa-solid fa-bell",
+        "configured": bool(getattr(settings, 'notification_urls', None)),
+        "enabled": True,
+        "description": "Send system notifications via various services",
+        "details": {
+            "services": str(len(getattr(settings, 'notification_urls', []))) + " service(s) configured" if getattr(settings, 'notification_urls', None) else "Not configured",
+            "task_failure": getattr(settings, 'notify_on_task_failure', True),
+            "credential_failure": getattr(settings, 'notify_on_credential_failure', True),
+            "startup": getattr(settings, 'notify_on_startup', True),
+            "shutdown": getattr(settings, 'notify_on_shutdown', False)
+        },
+        "testable": True,
+        "test_endpoint": "/api/diagnostic/test-notification"
+    }
+    
     # Add AI services first
     providers["OpenAI"] = {
         "name": "OpenAI", 
@@ -253,4 +271,5 @@ def get_provider_status():
         }
     }
     
+    
     return providers
diff --git a/app/utils/config_validator/settings_display.py b/app/utils/config_validator/settings_display.py
index 36a71526..84e503d7 100644
--- a/app/utils/config_validator/settings_display.py
+++ b/app/utils/config_validator/settings_display.py
@@ -23,6 +23,20 @@ def dump_all_settings():
                         value = f"{value[:visible_start]}{'*' * (len(value) - visible_start - visible_end)}{value[-visible_end:]}"
                     else:
                         value = f"{value[:2]}{'*' * (len(value) - 4)}{value[-2:]}" if isinstance(value, str) and len(value) > 4 else "****"
+            
+            # Special handling for notification URLs
+            if key == 'notification_urls' and value:
+                try:
+                    from app.utils.notification import _mask_sensitive_url
+                    if isinstance(value, list):
+                        masked_urls = [_mask_sensitive_url(url) for url in value]
+                        logger.info(f"{key}: {masked_urls}")
+                    else:
+                        logger.info(f"{key}: {_mask_sensitive_url(value)}")
+                    continue  # Skip the default logging
+                except (ImportError, AttributeError):
+                    pass  # Fall back to default logging if _mask_sensitive_url is not available
+                    
             logger.info(f"{key}: {value}")
     logger.info("--- END OF SETTINGS DUMP ---")
 
@@ -169,6 +183,13 @@ def get_settings_for_display(show_values=False):
         "Monitoring": [
             "uptime_kuma_url",
             "uptime_kuma_ping_interval"
+        ],
+        "Notifications": [
+            "notification_urls",
+            "notify_on_task_failure",
+            "notify_on_credential_failure", 
+            "notify_on_startup",
+            "notify_on_shutdown"
         ]
     }
     
diff --git a/app/utils/config_validator/validators.py b/app/utils/config_validator/validators.py
index 5be11a3f..e8859802 100644
--- a/app/utils/config_validator/validators.py
+++ b/app/utils/config_validator/validators.py
@@ -136,6 +136,36 @@ def validate_storage_configs():
     
     return issues
 
+def validate_notification_config():
+    """Check notification configuration"""
+    issues = []
+    
+    # Check if any notification URLs are configured
+    if not getattr(settings, 'notification_urls', None):
+        issues.append("No notification URLs configured")
+    else:
+        try:
+            # Try initializing Apprise to validate URLs
+            import apprise
+            a = apprise.Apprise()
+            
+            for url in settings.notification_urls:
+                try:
+                    if not a.add(url):
+                        issues.append(f"Invalid notification URL format: {url}")
+                except Exception as e:
+                    issues.append(f"Error with notification URL: {str(e)}")
+                    
+        except ImportError:
+            issues.append("Apprise module not installed")
+    
+    if not issues:
+        logger.info("Notification configuration valid")
+    else:
+        logger.warning(f"Notification configuration issues: {', '.join(issues)}")
+        
+    return issues
+
 def check_all_configs():
     """Run all configuration validations and log results"""
     from app.utils.config_validator.settings_display import dump_all_settings
@@ -161,8 +191,16 @@ def check_all_configs():
         else:
             logger.info(f"{provider.capitalize()} configuration OK")
     
+    # Check notification configuration
+    notification_issues = validate_notification_config()
+    if notification_issues:
+        logger.warning(f"Notification configuration issues: {', '.join(notification_issues)}")
+    else:
+        logger.info("Notification configuration OK")
+    
     # Return all identified issues
     return {
         'email': email_issues,
-        'storage': storage_issues
+        'storage': storage_issues,
+        'notification': notification_issues
     }
diff --git a/app/utils/notification.py b/app/utils/notification.py
new file mode 100644
index 00000000..1d07bd0b
--- /dev/null
+++ b/app/utils/notification.py
@@ -0,0 +1,185 @@
+import apprise
+import logging
+from typing import List, Optional, Dict, Any, Union
+
+from app.config import settings
+
+logger = logging.getLogger(__name__)
+
+# Global Apprise instance
+_apprise = None
+
+def init_apprise() -> apprise.Apprise:
+    """Initialize the Apprise instance with configured notification services"""
+    global _apprise
+    
+    if _apprise is None:
+        _apprise = apprise.Apprise()
+        
+        # Add all configured notification services
+        if settings.notification_urls:
+            for url in settings.notification_urls:
+                try:
+                    _apprise.add(url)
+                    logger.info(f"Added notification service: {_mask_sensitive_url(url)}")
+                except Exception as e:
+                    logger.error(f"Failed to add notification service: {str(e)}")
+        else:
+            logger.warning("No notification services configured")
+    
+    return _apprise
+
+def _mask_sensitive_url(url: str) -> str:
+    """Mask sensitive parts of notification URLs for logging"""
+    # Simple masking for common URL formats with credentials
+    import re
+    # Match patterns like user:pass@host or token in URL parameters
+    masked = re.sub(r'://([^:]+):([^@]+)@', r'://\1:****@', url)
+    masked = re.sub(r'(discord://)[^/]+/[^/]+', r'\1webhook_id/****', masked)
+    masked = re.sub(r'(tgram://)[^/]+/[^/]+', r'\1bot_token/****', masked)
+    masked = re.sub(r'([?&](token|key|api_key|password|secret)=)([^&]+)', r'\1****', masked)
+    return masked
+
+def send_notification(
+    title: str, 
+    message: str, 
+    notification_type: str = "info",
+    tags: Optional[List[str]] = None,
+    attachments: Optional[List[str]] = None,
+    data: Optional[Dict[str, Any]] = None
+) -> bool:
+    """
+    Send a notification through all configured channels
+    
+    Args:
+        title: The notification title
+        message: The notification body message
+        notification_type: Type of notification (info, success, warning, failure)
+        tags: Optional list of tags for filtering notifications
+        attachments: Optional list of file paths to attach
+        data: Optional additional data for the notification
+        
+    Returns:
+        bool: True if notification was sent successfully to at least one service
+    """
+    if not settings.notification_urls:
+        logger.debug(f"Notification not sent (no services configured): {title}")
+        return False
+        
+    try:
+        apprise_obj = init_apprise()
+        
+        # Set notification type
+        notify_type = apprise.NotifyType.INFO
+        if notification_type == "success":
+            notify_type = apprise.NotifyType.SUCCESS
+        elif notification_type in ("warning", "warn"):
+            notify_type = apprise.NotifyType.WARNING
+        elif notification_type in ("failure", "error", "failed"):
+            notify_type = apprise.NotifyType.FAILURE
+        
+        # Send the notification to each service individually for better error reporting
+        if not apprise_obj.servers:  # Access servers as an attribute, not a method
+            logger.warning("No notification servers available despite having URLs configured")
+            return False
+            
+        total_services = len(apprise_obj.servers)
+        successful_services = 0
+        
+        for server in apprise_obj.servers:  # Iterate through the list directly
+            try:
+                service_name = str(server).split("://")[0] if "://" in str(server) else str(server)
+                service_result = server.notify(
+                    title=title,
+                    body=message,
+                    notify_type=notify_type,
+                    attach=attachments
+                )
+                
+                if service_result:
+                    successful_services += 1
+                    logger.debug(f"Notification sent via {service_name}")
+                else:
+                    logger.warning(f"Failed to send notification via {service_name}")
+            except Exception as e:
+                logger.error(f"Error sending notification via {str(server)}: {str(e)}")
+        
+        overall_result = successful_services > 0
+        
+        if overall_result:
+            logger.debug(f"Notification sent: '{title}' (successful: {successful_services}/{total_services})")
+        else:
+            logger.warning(f"Failed to send notification to ALL services: '{title}' (0/{total_services})")
+        
+        return overall_result
+    
+    except Exception as e:
+        logger.exception(f"Error sending notification: {e}")
+        return False
+
+def notify_celery_failure(task_name: str, task_id: str, exc: Exception, args: list, kwargs: dict) -> bool:
+    """Send a notification about a failed Celery task"""
+    if not settings.notify_on_task_failure:
+        return False
+        
+    title = f"Task Failed: {task_name}"
+    message = f"""
+Task {task_name} ({task_id}) failed with error:
+{type(exc).__name__}: {str(exc)}
+
+Arguments: {args}
+Keyword arguments: {kwargs}
+"""
+    return send_notification(
+        title=title,
+        message=message,
+        notification_type="failure",
+        tags=["celery", "failure", task_name]
+    )
+
+def notify_credential_failure(service_name: str, error: str) -> bool:
+    """Send a notification about a credential failure"""
+    if not settings.notify_on_credential_failure:
+        return False
+        
+    title = f"Credential Failure: {service_name}"
+    message = f"""
+The credentials for {service_name} have failed:
+{error}
+
+Please check and update the credentials in the system settings.
+"""
+    return send_notification(
+        title=title,
+        message=message,
+        notification_type="warning",
+        tags=["credentials", "warning", service_name]
+    )
+
+def notify_startup() -> bool:
+    """Send a notification that the application has started"""
+    if not settings.notify_on_startup:
+        return False
+        
+    title = f"DocuElevate Started"
+    message = f"DocuElevate has been started successfully on {settings.external_hostname}"
+    return send_notification(
+        title=title,
+        message=message,
+        notification_type="success",
+        tags=["system", "startup"]
+    )
+
+def notify_shutdown() -> bool:
+    """Send a notification that the application is shutting down"""
+    if not settings.notify_on_shutdown:
+        return False
+        
+    title = f"DocuElevate Shutting Down"
+    message = f"DocuElevate on {settings.external_hostname} is shutting down"
+    return send_notification(
+        title=title,
+        message=message,
+        notification_type="info",
+        tags=["system", "shutdown"]
+    )
diff --git a/app/views/status.py b/app/views/status.py
index 92d69818..31b73bb4 100644
--- a/app/views/status.py
+++ b/app/views/status.py
@@ -86,6 +86,9 @@ async def status_dashboard(request: Request):
     except Exception:
         container_info = {'is_docker': False, 'id': 'Unknown', 'git_sha': 'Unknown'}
     
+    # Get notification URLs for the notification box
+    notification_urls = getattr(settings, 'notification_urls', [])
+    
     return templates.TemplateResponse(
         "status_dashboard.html",
         {
@@ -95,7 +98,10 @@ async def status_dashboard(request: Request):
             "build_date": build_date,
             "debug_enabled": getattr(settings, 'debug', False),
             "last_check": datetime.now().strftime("%Y-%m-%d %H:%M:%S"),
-            "container_info": container_info
+            "container_info": container_info,
+            "settings": {
+                "notification_urls": notification_urls
+            }
         }
     )
 
diff --git a/frontend/templates/status_dashboard.html b/frontend/templates/status_dashboard.html
index 8db15131..6ea194fd 100644
--- a/frontend/templates/status_dashboard.html
+++ b/frontend/templates/status_dashboard.html
@@ -104,6 +104,28 @@
                   </button>
                 {% endif %}
                 
+                <!-- Notification Test Button -->
+                {% if name == "Notifications" and provider.configured %}
+                  <button 
+                    id="testNotificationBtn"
+                    class="test-generic-btn inline-flex items-center px-2.5 py-1.5 border border-gray-300 text-xs font-medium rounded text-gray-700 bg-white hover:bg-gray-50 focus:outline-none focus:ring-2 focus:ring-offset-2 focus:ring-indigo-500"
+                    data-endpoint="{{ provider.test_endpoint }}"
+                    data-method="POST">
+                    Test Notifications
+                  </button>
+                {% endif %}
+                
+                <!-- Generic Test Button for any provider with test_endpoint -->
+                {% if provider.testable and provider.configured and provider.test_endpoint and name != "Notifications" %}
+                  <button 
+                    class="test-generic-btn inline-flex items-center px-2.5 py-1.5 border border-gray-300 text-xs font-medium rounded text-gray-700 bg-white hover:bg-gray-50 focus:outline-none focus:ring-2 focus:ring-offset-2 focus:ring-indigo-500"
+                    data-endpoint="{{ provider.test_endpoint }}"
+                    data-method="{{ provider.test_method|default('GET') }}">
+                    Test {{ name }}
+                  </button>
+                {% endif %}
+                
+                <!-- Provider-specific buttons -->
                 {% if name == "Dropbox" %}
                   {% if provider.configured %}
                     <button 
@@ -397,6 +419,91 @@ document.addEventListener('DOMContentLoaded', function() {
     });
   });
   
+  // Test notifications
+  const testNotificationBtn = document.getElementById('testNotificationBtn');
+  if (testNotificationBtn) {
+    testNotificationBtn.addEventListener('click', function() {
+      const originalText = this.innerHTML;
+      
+      this.innerHTML = '<i class="fa-solid fa-spinner fa-spin mr-2"></i> Sending...';
+      this.disabled = true;
+      
+      fetch('/api/diagnostic/test-notification', {
+        method: 'POST',
+      })
+        .then(response => response.json())
+        .then(data => {
+          if (data.status === 'success') {
+            showModal('success', 'Test Notification Sent', data.message);
+          } else if (data.status === 'warning') {
+            showModal('error', 'Notification Configuration Missing', data.message);
+          } else {
+            showModal('error', 'Test Notification Failed', data.message);
+          }
+        })
+        .catch(error => {
+          showModal('error', 'Connection Error', 'Error testing notifications: ' + error.message);
+        })
+        .finally(() => {
+          // Always restore the button text and enable the button, regardless of success or failure
+          this.innerHTML = originalText;
+          this.disabled = false;
+        });
+    });
+  }
+  
+  // Generic test button functionality
+  const testGenericBtns = document.querySelectorAll('.test-generic-btn:not(#testNotificationBtn)');
+  testGenericBtns.forEach(button => {
+    button.addEventListener('click', function() {
+      const originalText = this.innerHTML;
+      const endpoint = this.getAttribute('data-endpoint');
+      const method = this.getAttribute('data-method') || 'GET';
+      
+      this.innerHTML = '<i class="fa-solid fa-spinner fa-spin mr-2"></i> Testing...';
+      this.disabled = true;
+      
+      fetch(endpoint, {
+        method: method,
+      })
+        .then(response => response.json())
+        .then(data => {
+          if (data.status === 'success') {
+            // If there's token info, we need to handle it specially
+            if (data.token_info && data.token_info.expires_in_human) {
+              let message = data.message || 'Connection successful';
+              message += `<br><br><div class="bg-blue-50 p-3 rounded mt-2">
+                <span class="font-medium">Token valid for:</span> ${data.token_info.expires_in_human}
+                </div>`;
+              
+              modalTitle.textContent = 'Test Successful';
+              modalMessage.innerHTML = message;
+              modalIcon.innerHTML = '<i class="fa-solid fa-check text-green-600 fa-2x"></i>';
+              modalIcon.className = 'mx-auto flex items-center justify-center h-12 w-12 rounded-full bg-green-100 mb-4';
+              resultModal.classList.remove('hidden');
+            } else {
+              // Regular success
+              showModal('success', 'Test Successful', data.message + (data.account ? ' as ' + data.account : ''));
+            }
+          } else if (data.status === 'warning') {
+            showModal('error', 'Warning', data.message);
+          } else if (data.needs_reauth) {
+            showModal('error', 'Authentication Required', 'Your token has expired or is invalid. Please reconfigure this connection.');
+          } else {
+            showModal('error', 'Test Failed', data.message);
+          }
+        })
+        .catch(error => {
+          showModal('error', 'Connection Error', `Error: ${error.message}`);
+        })
+        .finally(() => {
+          // Always restore the button state
+          this.innerHTML = originalText;
+          this.disabled = false;
+        });
+    });
+  });
+  
   // Test provider connections
   const testButtons = document.querySelectorAll('.test-provider-btn');
   testButtons.forEach(button => {
diff --git a/requirements.txt b/requirements.txt
index 7457c3f6..ed7c7727 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -27,4 +27,7 @@ msal>=1.20.0
 boto3>=1.28.0
 
 # SFTP
-paramiko>=3.4.0  # SSH/SFTP implementation for Python
\ No newline at end of file
+paramiko>=3.4.0  # SSH/SFTP implementation for Python
+
+# Notification service
+apprise>=1.4.0
\ No newline at end of file