diff --git a/lib/services/create-services.server.ts b/lib/services/create-services.server.ts
index 90162109..f3ac79f5 100644
--- a/lib/services/create-services.server.ts
+++ b/lib/services/create-services.server.ts
@@ -12,17 +12,62 @@ let singleton: AppServices | undefined;
 export function getServerAppServices(): AppServices {
   if (singleton) return singleton;
 
+  // Create logger first to log initialization
+  const logger = new PinoLoggerService('server');
+  
+  // Log environment variables (safely masked)
+  const envLog = {
+    // Mask sensitive values - show only last 4 characters or '***' for empty
+    NEXT_PUBLIC_UMAMI_WEBSITE_ID: process.env.NEXT_PUBLIC_UMAMI_WEBSITE_ID
+      ? `***${process.env.NEXT_PUBLIC_UMAMI_WEBSITE_ID.slice(-4)}`
+      : 'not set',
+    SENTRY_DSN: process.env.SENTRY_DSN
+      ? `***${process.env.SENTRY_DSN.slice(-4)}`
+      : 'not set',
+    REDIS_URL: process.env.REDIS_URL
+      ? `***${process.env.REDIS_URL.slice(-4)}`
+      : 'not set',
+    REDIS_KEY_PREFIX: process.env.REDIS_KEY_PREFIX ?? 'klz:',
+    LOG_LEVEL: process.env.LOG_LEVEL ?? 'info',
+    NODE_ENV: process.env.NODE_ENV ?? 'not set',
+    // Safe to show - no sensitive data
+    NEXT_PUBLIC_BASE_URL: process.env.NEXT_PUBLIC_BASE_URL ?? 'not set',
+  };
+
+  logger.info('Initializing server application services', {
+    environment: envLog,
+    timestamp: new Date().toISOString(),
+  });
+
   const umamiEnabled = Boolean(process.env.NEXT_PUBLIC_UMAMI_WEBSITE_ID);
   const sentryEnabled = Boolean(process.env.SENTRY_DSN);
 
+  logger.info('Service configuration', {
+    umamiEnabled,
+    sentryEnabled,
+    redisEnabled: Boolean(process.env.REDIS_URL),
+  });
+
   const analytics = umamiEnabled
     ? new UmamiAnalyticsService({ enabled: true })
     : new NoopAnalyticsService();
 
+  if (umamiEnabled) {
+    logger.info('Umami analytics service initialized');
+  } else {
+    logger.info('Noop analytics service initialized (analytics disabled)');
+  }
+
   const errors = sentryEnabled
     ? new GlitchtipErrorReportingService({ enabled: true })
     : new NoopErrorReportingService();
 
+  if (sentryEnabled) {
+    logger.info('GlitchTip error reporting service initialized');
+  } else {
+    logger.info('Noop error reporting service initialized (error reporting disabled)');
+  }
+
   const redisUrl = process.env.REDIS_URL;
   const cache = redisUrl
     ? new RedisCacheService({
@@ -31,9 +76,23 @@ export function getServerAppServices(): AppServices {
       })
     : new MemoryCacheService();
 
-  const logger = new PinoLoggerService('server');
+  if (redisUrl) {
+    logger.info('Redis cache service initialized', {
+      keyPrefix: process.env.REDIS_KEY_PREFIX ?? 'klz:'
+    });
+  } else {
+    logger.info('Memory cache service initialized (Redis not configured)');
+  }
+
+  logger.info('Pino logger service initialized', {
+    name: 'server',
+    level: process.env.LOG_LEVEL ?? 'info',
+  });
 
   singleton = new AppServices(analytics, errors, cache, logger);
+  
+  logger.info('All application services initialized successfully');
+  
   return singleton;
 }
 
diff --git a/lib/services/create-services.ts b/lib/services/create-services.ts
index 39ed75f8..7cafa486 100644
--- a/lib/services/create-services.ts
+++ b/lib/services/create-services.ts
@@ -68,11 +68,56 @@ export function getAppServices(): AppServices {
   // Return cached instance if available
   if (singleton) return singleton;
 
+  // Create logger first to log initialization
+  const logger =
+    typeof window === 'undefined'
+      ? new PinoLoggerService('server')
+      : new NoopLoggerService();
+
+  // Log environment variables (safely masked)
+  const envLog = {
+    // Mask sensitive values - show only last 4 characters or '***' for empty
+    NEXT_PUBLIC_UMAMI_WEBSITE_ID: process.env.NEXT_PUBLIC_UMAMI_WEBSITE_ID
+      ? `***${process.env.NEXT_PUBLIC_UMAMI_WEBSITE_ID.slice(-4)}`
+      : 'not set',
+    NEXT_PUBLIC_SENTRY_DSN: process.env.NEXT_PUBLIC_SENTRY_DSN
+      ? `***${process.env.NEXT_PUBLIC_SENTRY_DSN.slice(-4)}`
+      : 'not set',
+    SENTRY_DSN: process.env.SENTRY_DSN
+      ? `***${process.env.SENTRY_DSN.slice(-4)}`
+      : 'not set',
+    // Safe to show - no sensitive data
+    NEXT_PUBLIC_BASE_URL: process.env.NEXT_PUBLIC_BASE_URL ?? 'not set',
+    NODE_ENV: process.env.NODE_ENV ?? 'not set',
+  };
+
+  // Log initialization
+  if (typeof window === 'undefined') {
+    // Server-side
+    logger.info('Initializing server application services', {
+      environment: envLog,
+      timestamp: new Date().toISOString(),
+    });
+  } else {
+    // Client-side
+    logger.info('Initializing client application services', {
+      environment: envLog,
+      timestamp: new Date().toISOString(),
+    });
+  }
+
   // Determine which services to enable based on environment variables
   const umamiEnabled = Boolean(process.env.NEXT_PUBLIC_UMAMI_WEBSITE_ID);
   const sentryClientEnabled = Boolean(process.env.NEXT_PUBLIC_SENTRY_DSN);
   const sentryServerEnabled = Boolean(process.env.SENTRY_DSN);
 
+  logger.info('Service configuration', {
+    umamiEnabled,
+    sentryClientEnabled,
+    sentryServerEnabled,
+    isServer: typeof window === 'undefined',
+  });
+
   // Create analytics service (Umami or no-op)
   // Use dynamic import to avoid importing server-only code in client components
   const analytics = umamiEnabled
@@ -82,6 +127,12 @@ export function getAppServices(): AppServices {
       })()
     : new NoopAnalyticsService();
 
+  if (umamiEnabled) {
+    logger.info('Umami analytics service initialized');
+  } else {
+    logger.info('Noop analytics service initialized (analytics disabled)');
+  }
+
   // Create error reporting service (GlitchTip/Sentry or no-op)
   // Server-side and client-side have separate DSNs
   const errors =
@@ -93,17 +144,29 @@ export function getAppServices(): AppServices {
         ? new GlitchtipErrorReportingService({ enabled: true })
         : new NoopErrorReportingService();
 
+  if (typeof window === 'undefined' && sentryServerEnabled) {
+    logger.info('GlitchTip error reporting service initialized (server)');
+  } else if (typeof window !== 'undefined' && sentryClientEnabled) {
+    logger.info('GlitchTip error reporting service initialized (client)');
+  } else {
+    logger.info('Noop error reporting service initialized (error reporting disabled)');
+  }
+
   // IMPORTANT: This module is imported by client components.
   // Do not import Node-only modules (like the `redis` client) here.
   // Use [`getServerAppServices()`](lib/services/create-services.server.ts:1) on the server.
   const cache = new MemoryCacheService();
+  logger.info('Memory cache service initialized');
 
-  const logger =
-    typeof window === 'undefined'
-      ? new PinoLoggerService('server')
-      : new NoopLoggerService();
+  logger.info('Pino logger service initialized', {
+    name: typeof window === 'undefined' ? 'server' : 'client',
+    level: process.env.LOG_LEVEL ?? 'info',
+  });
 
   // Create and cache the singleton
   singleton = new AppServices(analytics, errors, cache, logger);
+  
+  logger.info('All application services initialized successfully');
+  
   return singleton;
 }