diff --git a/MiddleDrag/AppDelegate.swift b/MiddleDrag/AppDelegate.swift
index e402537..4e96bfd 100644
--- a/MiddleDrag/AppDelegate.swift
+++ b/MiddleDrag/AppDelegate.swift
@@ -12,9 +12,11 @@ class AppDelegate: NSObject, NSApplicationDelegate {
     // MARK: - Application Lifecycle
     
     func applicationDidFinishLaunching(_ notification: Notification) {
-        //Initialize Analytics
+        // Initialize Analytics first (sets up Sentry for crash reporting)
         AnalyticsManager.shared.initialize()
         
+        Log.info("MiddleDrag starting...", category: .app)
+        
         // Hide dock icon (menu bar app only)
         NSApp.setActivationPolicy(.accessory)
         
@@ -33,16 +35,19 @@ class AppDelegate: NSObject, NSApplicationDelegate {
         
         // Load preferences
         preferences = PreferencesManager.shared.loadPreferences()
+        Log.info("Preferences loaded", category: .app)
         
         // Configure and start multitouch manager
         multitouchManager.updateConfiguration(preferences.gestureConfig)
         multitouchManager.start()
+        Log.info("Multitouch manager started", category: .app)
         
         // Set up menu bar UI
         menuBarController = MenuBarController(
             multitouchManager: multitouchManager,
             preferences: preferences
         )
+        Log.info("Menu bar controller initialized", category: .app)
         
         // Set up notification observers
         setupNotifications()
@@ -55,14 +60,18 @@ class AppDelegate: NSObject, NSApplicationDelegate {
         // Check Accessibility permission AFTER UI is set up
         // This way the menu bar icon appears even if permission is missing
         if !AXIsProcessTrusted() {
+            Log.warning("Accessibility permission not granted", category: .app)
             AnalyticsManager.shared.trackAccessibilityPermission(granted: false)
             showAccessibilityAlert()
         } else {
+            Log.info("Accessibility permission granted", category: .app)
             AnalyticsManager.shared.trackAccessibilityPermission(granted: true)
         }
         
         // Final cleanup of any stray windows
         closeAllWindows()
+        
+        Log.info("MiddleDrag initialization complete", category: .app)
     }
     
     private func showAccessibilityAlert() {
@@ -103,7 +112,9 @@ class AppDelegate: NSObject, NSApplicationDelegate {
     }
     
     func applicationWillTerminate(_ notification: Notification) {
-        //Track app termination
+        Log.info("MiddleDrag terminating", category: .app)
+        
+        // Track app termination
         AnalyticsManager.shared.trackTermination()
         
         multitouchManager.stop()
@@ -142,6 +153,7 @@ class AppDelegate: NSObject, NSApplicationDelegate {
             preferences = newPreferences
             PreferencesManager.shared.savePreferences(preferences)
             multitouchManager.updateConfiguration(preferences.gestureConfig)
+            Log.info("Preferences updated", category: .app)
         }
     }
     
diff --git a/MiddleDrag/Managers/DeviceMonitor.swift b/MiddleDrag/Managers/DeviceMonitor.swift
index a84fcb6..b50a5ae 100644
--- a/MiddleDrag/Managers/DeviceMonitor.swift
+++ b/MiddleDrag/Managers/DeviceMonitor.swift
@@ -1,29 +1,10 @@
 import Foundation
 import CoreFoundation
 
-// MARK: - Debug Logging (Debug builds only)
+// MARK: - Debug Touch Counter (Debug builds only)
 
 #if DEBUG
-private let debugLogPath = FileManager.default.homeDirectoryForCurrentUser.appendingPathComponent("middledrag_touch.log")
 private var touchCount = 0
-
-private func logToFile(_ message: String) {
-    let timestamp = ISO8601DateFormatter().string(from: Date())
-    let line = "[\(timestamp)] \(message)\n"
-    if let data = line.data(using: .utf8) {
-        if FileManager.default.fileExists(atPath: debugLogPath.path) {
-            if let handle = try? FileHandle(forWritingTo: debugLogPath) {
-                handle.seekToEndOfFile()
-                handle.write(data)
-                handle.closeFile()
-            }
-        } else {
-            try? data.write(to: debugLogPath)
-        }
-    }
-}
-#else
-@inline(__always) private func logToFile(_ message: String) {}
 #endif
 
 // MARK: - Global Callback Storage
@@ -36,8 +17,9 @@ private var gDeviceMonitor: DeviceMonitor?
 private let deviceContactCallback: MTContactCallbackFunction = { device, touches, numTouches, timestamp, frame in
     #if DEBUG
     touchCount += 1
-    if touchCount <= 5 || touchCount % 100 == 0 {
-        logToFile("Touch callback #\(touchCount): \(numTouches) touches")
+    // Log sparingly to avoid performance impact
+    if touchCount <= 5 || touchCount % 500 == 0 {
+        Log.debug("Touch callback #\(touchCount): \(numTouches) touches", category: .device)
     }
     #endif
     
@@ -85,20 +67,24 @@ class DeviceMonitor {
     func start() {
         guard !isRunning else { return }
         
-        logToFile("DeviceMonitor.start() called")
+        Log.info("DeviceMonitor starting...", category: .device)
+        
+        var deviceCount = 0
+        var registeredDevices: Set<UnsafeMutableRawPointer> = []
         
         // Try to get all devices
         if let deviceList = MTDeviceCreateList() {
             let count = CFArrayGetCount(deviceList)
-            logToFile("Found \(count) multitouch device(s)")
+            Log.info("Found \(count) multitouch device(s)", category: .device)
             
             for i in 0..<count {
                 let devicePtr = CFArrayGetValueAtIndex(deviceList, i)
                 if let dev = devicePtr {
                     let deviceRef = UnsafeMutableRawPointer(mutating: dev)
-                    logToFile("Registering callback for device \(i): \(deviceRef)")
                     MTRegisterContactFrameCallback(deviceRef, deviceContactCallback)
                     MTDeviceStart(deviceRef, 0)
+                    registeredDevices.insert(deviceRef)
+                    deviceCount += 1
                     
                     if device == nil {
                         device = deviceRef
@@ -106,23 +92,32 @@ class DeviceMonitor {
                 }
             }
         } else {
-            logToFile("MTDeviceCreateList returned nil, trying default")
+            Log.warning("MTDeviceCreateList returned nil, trying default device", category: .device)
         }
         
-        // Also try the default device
+        // Also try the default device if not already registered
         if let defaultDevice = MultitouchFramework.shared.getDefaultDevice() {
-            logToFile("Also registering default device: \(defaultDevice)")
-            MTRegisterContactFrameCallback(defaultDevice, deviceContactCallback)
-            MTDeviceStart(defaultDevice, 0)
-            
-            if device == nil {
-                device = defaultDevice
+            if !registeredDevices.contains(defaultDevice) {
+                MTRegisterContactFrameCallback(defaultDevice, deviceContactCallback)
+                MTDeviceStart(defaultDevice, 0)
+                registeredDevices.insert(defaultDevice)
+                deviceCount += 1
+                
+                if device == nil {
+                    device = defaultDevice
+                }
+            } else {
+                Log.debug("Default device already registered from device list", category: .device)
             }
         }
         
-        logToFile("Device registration complete")
+        if device == nil {
+            Log.error("No multitouch device found!", category: .device)
+        } else {
+            Log.info("DeviceMonitor started with \(deviceCount) device(s)", category: .device)
+        }
+        
         isRunning = true
-        logToFile("DeviceMonitor started successfully")
     }
     
     /// Stop monitoring
@@ -134,6 +129,8 @@ class DeviceMonitor {
         
         self.device = nil
         isRunning = false
+        
+        Log.info("DeviceMonitor stopped", category: .device)
     }
     
     // MARK: - Internal
diff --git a/MiddleDrag/Managers/MultitouchManager.swift b/MiddleDrag/Managers/MultitouchManager.swift
index 6591e62..ef139e1 100644
--- a/MiddleDrag/Managers/MultitouchManager.swift
+++ b/MiddleDrag/Managers/MultitouchManager.swift
@@ -123,7 +123,7 @@ class MultitouchManager {
             },
             userInfo: refcon
         ) else {
-            print("⚠️ Could not create event tap")
+            Log.warning("Could not create event tap", category: .device)
             return
         }
         
diff --git a/MiddleDrag/Utilities/AnalyticsManager.swift b/MiddleDrag/Utilities/AnalyticsManager.swift
index 8b23db0..d186e26 100644
--- a/MiddleDrag/Utilities/AnalyticsManager.swift
+++ b/MiddleDrag/Utilities/AnalyticsManager.swift
@@ -1,6 +1,95 @@
 import Foundation
 import Cocoa
 import Sentry
+import os.log
+
+// MARK: - Sentry Logger
+/// A unified logger that writes to both os_log and Sentry breadcrumbs
+/// Usage: Log.debug("message"), Log.info("message"), Log.warning("message"), Log.error("message"), Log.fatal("message")
+enum Log {
+    private static let subsystem = Bundle.main.bundleIdentifier ?? "com.middledrag"
+    
+    // OS Log categories
+    private static let gestureLog = OSLog(subsystem: subsystem, category: "gesture")
+    private static let deviceLog = OSLog(subsystem: subsystem, category: "device")
+    private static let analyticsLog = OSLog(subsystem: subsystem, category: "analytics")
+    private static let appLog = OSLog(subsystem: subsystem, category: "app")
+    
+    enum Category: String {
+        case gesture
+        case device
+        case analytics
+        case app
+        
+        var osLog: OSLog {
+            switch self {
+            case .gesture: return Log.gestureLog
+            case .device: return Log.deviceLog
+            case .analytics: return Log.analyticsLog
+            case .app: return Log.appLog
+            }
+        }
+    }
+    
+    /// Debug level - only in debug builds, not sent to Sentry
+    static func debug(_ message: String, category: Category = .app) {
+        #if DEBUG
+        os_log(.debug, log: category.osLog, "%{public}@", message)
+        #endif
+    }
+    
+    /// Info level - logged locally and as Sentry breadcrumb
+    static func info(_ message: String, category: Category = .app) {
+        os_log(.info, log: category.osLog, "%{public}@", message)
+        addBreadcrumb(message: message, category: category, level: .info)
+    }
+    
+    /// Warning level - logged locally and as Sentry breadcrumb
+    static func warning(_ message: String, category: Category = .app) {
+        os_log(.error, log: category.osLog, "⚠️ %{public}@", message)
+        addBreadcrumb(message: message, category: category, level: .warning)
+    }
+    
+    /// Error level - logged locally, sent as Sentry breadcrumb AND captured as event
+    static func error(_ message: String, category: Category = .app, error: Error? = nil) {
+        os_log(.fault, log: category.osLog, "❌ %{public}@", message)
+        addBreadcrumb(message: message, category: category, level: .error)
+        
+        // Also capture as Sentry event for errors
+        if let error = error {
+            SentrySDK.capture(error: error) { scope in
+                scope.setContext(value: ["message": message], key: "log_context")
+            }
+        } else {
+            SentrySDK.capture(message: message) { scope in
+                scope.setLevel(.error)
+                scope.setTag(value: category.rawValue, key: "log_category")
+            }
+        }
+    }
+    
+    /// Fatal level - for unrecoverable errors, always captured
+    static func fatal(_ message: String, category: Category = .app, error: Error? = nil) {
+        os_log(.fault, log: category.osLog, "💀 FATAL: %{public}@", message)
+        
+        SentrySDK.capture(message: "FATAL: \(message)") { scope in
+            scope.setLevel(.fatal)
+            scope.setTag(value: category.rawValue, key: "log_category")
+            if let error = error {
+                scope.setContext(value: ["error": error.localizedDescription], key: "error_info")
+            }
+        }
+    }
+    
+    private static func addBreadcrumb(message: String, category: Category, level: SentryLevel) {
+        let breadcrumb = Breadcrumb()
+        breadcrumb.category = category.rawValue
+        breadcrumb.message = message
+        breadcrumb.level = level
+        breadcrumb.timestamp = Date()
+        SentrySDK.addBreadcrumb(breadcrumb)
+    }
+}
 
 // MARK: - Analytics Manager
 /// Centralized analytics for MiddleDrag using Sentry (crash reporting) and Simple Analytics (usage)
@@ -55,7 +144,7 @@ final class AnalyticsManager {
         trackEvent(.appLaunched)
         
         #if DEBUG
-        print("[Analytics] Initialized (Sentry + Simple Analytics)")
+        Log.debug("Initialized (Sentry + Simple Analytics)", category: .analytics)
         #endif
     }
     
@@ -69,7 +158,7 @@ final class AnalyticsManager {
         // Skip if DSN not configured
         guard isSentryConfigured else {
             #if DEBUG
-            print("[Analytics] Sentry DSN not configured - skipping initialization")
+            Log.debug("Sentry DSN not configured - skipping initialization", category: .analytics)
             #endif
             return
         }
@@ -146,7 +235,7 @@ final class AnalyticsManager {
         URLSession.shared.dataTask(with: request) { _, _, error in
             #if DEBUG
             if let error = error {
-                print("[Analytics] Simple Analytics error: \(error.localizedDescription)")
+                Log.warning("Simple Analytics error: \(error.localizedDescription)", category: .analytics)
             }
             #endif
         }.resume()
@@ -172,7 +261,7 @@ final class AnalyticsManager {
         sendSimpleAnalyticsEvent(path: event.category, event: event.rawValue)
         
         #if DEBUG
-        print("[Analytics] Event: \(event.rawValue) \(parameters)")
+        Log.debug("Event: \(event.rawValue) \(parameters)", category: .analytics)
         #endif
     }
     
@@ -199,7 +288,7 @@ final class AnalyticsManager {
         }
         
         #if DEBUG
-        print("[Analytics] Error: \(error.localizedDescription)")
+        Log.debug("Error tracked: \(error.localizedDescription)", category: .analytics)
         #endif
     }
     
diff --git a/MiddleDrag/Utilities/LaunchAtLoginManager.swift b/MiddleDrag/Utilities/LaunchAtLoginManager.swift
index 3513413..f75c6c0 100644
--- a/MiddleDrag/Utilities/LaunchAtLoginManager.swift
+++ b/MiddleDrag/Utilities/LaunchAtLoginManager.swift
@@ -22,19 +22,20 @@ class LaunchAtLoginManager {
         do {
             if enabled {
                 try SMAppService.mainApp.register()
+                Log.info("Launch at login enabled", category: .app)
             } else {
                 try SMAppService.mainApp.unregister()
+                Log.info("Launch at login disabled", category: .app)
             }
         } catch {
-            print("Failed to configure launch at login: \(error)")
+            Log.error("Failed to configure launch at login: \(error.localizedDescription)", category: .app, error: error)
         }
     }
     
     private func configureLaunchAtLoginLegacy(_ enabled: Bool) {
         // For older macOS versions, we would use LSSharedFileList
         // or SMLoginItemSetEnabled, but these are deprecated
-        // For simplicity, we'll just log a message
-        print("Launch at login configuration not available on macOS < 13.0")
+        Log.warning("Launch at login not available on macOS < 13.0", category: .app)
     }
     
     /// Check if launch at login is enabled