diff --git a/package.json b/package.json
index 31c3337..c23d9d6 100644
--- a/package.json
+++ b/package.json
@@ -27,7 +27,9 @@
     "@tauri-apps/plugin-dialog": "^2",
     "@tauri-apps/plugin-opener": "^2",
     "@tauri-apps/plugin-shell": "^2.3.4",
-    "@tauri-apps/plugin-store": "^2"
+    "@tauri-apps/plugin-store": "^2",
+    "@tauri-apps/plugin-notification": "^2",
+    "@tauri-apps/plugin-os": "^2"
   },
   "devDependencies": {
     "@eslint/js": "^9.39.2",
diff --git a/pnpm-lock.yaml b/pnpm-lock.yaml
index c71d0ad..1876ce3 100644
--- a/pnpm-lock.yaml
+++ b/pnpm-lock.yaml
@@ -14,9 +14,15 @@ importers:
       '@tauri-apps/plugin-dialog':
         specifier: ^2
         version: 2.6.0
+      '@tauri-apps/plugin-notification':
+        specifier: ^2
+        version: 2.3.3
       '@tauri-apps/plugin-opener':
         specifier: ^2
         version: 2.5.3
+      '@tauri-apps/plugin-os':
+        specifier: ^2
+        version: 2.3.2
       '@tauri-apps/plugin-shell':
         specifier: ^2.3.4
         version: 2.3.4
@@ -726,9 +732,15 @@ packages:
   '@tauri-apps/plugin-dialog@2.6.0':
     resolution: {integrity: sha512-q4Uq3eY87TdcYzXACiYSPhmpBA76shgmQswGkSVio4C82Sz2W4iehe9TnKYwbq7weHiL88Yw19XZm7v28+Micg==}
 
+  '@tauri-apps/plugin-notification@2.3.3':
+    resolution: {integrity: sha512-Zw+ZH18RJb41G4NrfHgIuofJiymusqN+q8fGUIIV7vyCH+5sSn5coqRv/MWB9qETsUs97vmU045q7OyseCV3Qg==}
+
   '@tauri-apps/plugin-opener@2.5.3':
     resolution: {integrity: sha512-CCcUltXMOfUEArbf3db3kCE7Ggy1ExBEBl51Ko2ODJ6GDYHRp1nSNlQm5uNCFY5k7/ufaK5Ib3Du/Zir19IYQQ==}
 
+  '@tauri-apps/plugin-os@2.3.2':
+    resolution: {integrity: sha512-n+nXWeuSeF9wcEsSPmRnBEGrRgOy6jjkSU+UVCOV8YUGKb2erhDOxis7IqRXiRVHhY8XMKks00BJ0OAdkpf6+A==}
+
   '@tauri-apps/plugin-shell@2.3.4':
     resolution: {integrity: sha512-ktsRWf8wHLD17aZEyqE8c5x98eNAuTizR1FSX475zQ4TxaiJnhwksLygQz+AGwckJL5bfEP13nWrlTNQJUpKpA==}
 
@@ -2263,10 +2275,18 @@ snapshots:
     dependencies:
       '@tauri-apps/api': 2.9.1
 
+  '@tauri-apps/plugin-notification@2.3.3':
+    dependencies:
+      '@tauri-apps/api': 2.9.1
+
   '@tauri-apps/plugin-opener@2.5.3':
     dependencies:
       '@tauri-apps/api': 2.9.1
 
+  '@tauri-apps/plugin-os@2.3.2':
+    dependencies:
+      '@tauri-apps/api': 2.9.1
+
   '@tauri-apps/plugin-shell@2.3.4':
     dependencies:
       '@tauri-apps/api': 2.9.1
diff --git a/src-tauri/Cargo.lock b/src-tauri/Cargo.lock
index b3df986..a95f0e3 100644
--- a/src-tauri/Cargo.lock
+++ b/src-tauri/Cargo.lock
@@ -429,6 +429,12 @@ version = "1.0.4"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "9330f8b2ff13f34540b44e946ef35111825727b38d33286ef986142615121801"
 
+[[package]]
+name = "cfg_aliases"
+version = "0.2.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "613afe47fcd5fac7ccf1db93babcb082c5994d996f20b8b159f2ad1658eb5724"
+
 [[package]]
 name = "chrono"
 version = "0.4.43"
@@ -1173,6 +1179,16 @@ dependencies = [
  "version_check",
 ]
 
+[[package]]
+name = "gethostname"
+version = "1.1.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "1bd49230192a3797a9a4d6abe9b3eed6f7fa4c8a8a4947977c6f80025f92cbd8"
+dependencies = [
+ "rustix",
+ "windows-link 0.2.1",
+]
+
 [[package]]
 name = "getrandom"
 version = "0.1.16"
@@ -1401,12 +1417,15 @@ dependencies = [
  "tauri",
  "tauri-build",
  "tauri-plugin-dialog",
+ "tauri-plugin-notification",
  "tauri-plugin-opener",
+ "tauri-plugin-os",
  "tauri-plugin-shell",
  "tauri-plugin-store",
  "tempfile",
  "tokio",
  "uuid",
+ "windows 0.62.2",
 ]
 
 [[package]]
@@ -1909,6 +1928,18 @@ version = "0.1.1"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "c41e0c4fef86961ac6d6f8a82609f55f31b05e4fce149ac5710e439df7619ba4"
 
+[[package]]
+name = "mac-notification-sys"
+version = "0.6.9"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "65fd3f75411f4725061682ed91f131946e912859d0044d39c4ec0aac818d7621"
+dependencies = [
+ "cc",
+ "objc2",
+ "objc2-foundation",
+ "time",
+]
+
 [[package]]
 name = "markup5ever"
 version = "0.14.1"
@@ -2039,12 +2070,38 @@ version = "1.0.6"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "650eef8c711430f1a879fdd01d4745a7deea475becfb90269c06775983bbf086"
 
+[[package]]
+name = "nix"
+version = "0.30.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "74523f3a35e05aba87a1d978330aef40f67b0304ac79c1c00b294c9830543db6"
+dependencies = [
+ "bitflags 2.10.0",
+ "cfg-if",
+ "cfg_aliases",
+ "libc",
+]
+
 [[package]]
 name = "nodrop"
 version = "0.1.14"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "72ef4a56884ca558e5ddb05a1d1e7e1bfd9a68d9ed024c21704cc98872dae1bb"
 
+[[package]]
+name = "notify-rust"
+version = "4.11.7"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "6442248665a5aa2514e794af3b39661a8e73033b1cc5e59899e1276117ee4400"
+dependencies = [
+ "futures-lite",
+ "log",
+ "mac-notification-sys",
+ "serde",
+ "tauri-winrt-notification",
+ "zbus",
+]
+
 [[package]]
 name = "num-conv"
 version = "0.1.0"
@@ -2169,6 +2226,16 @@ dependencies = [
  "objc2-foundation",
 ]
 
+[[package]]
+name = "objc2-core-location"
+version = "0.3.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "ca347214e24bc973fc025fd0d36ebb179ff30536ed1f80252706db19ee452009"
+dependencies = [
+ "objc2",
+ "objc2-foundation",
+]
+
 [[package]]
 name = "objc2-core-text"
 version = "0.3.2"
@@ -2273,8 +2340,27 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "d87d638e33c06f577498cbcc50491496a3ed4246998a7fbba7ccb98b1e7eab22"
 dependencies = [
  "bitflags 2.10.0",
+ "block2",
  "objc2",
+ "objc2-cloud-kit",
+ "objc2-core-data",
  "objc2-core-foundation",
+ "objc2-core-graphics",
+ "objc2-core-image",
+ "objc2-core-location",
+ "objc2-core-text",
+ "objc2-foundation",
+ "objc2-quartz-core",
+ "objc2-user-notifications",
+]
+
+[[package]]
+name = "objc2-user-notifications"
+version = "0.3.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "9df9128cbbfef73cda168416ccf7f837b62737d748333bfe9ab71c245d76613e"
+dependencies = [
+ "objc2",
  "objc2-foundation",
 ]
 
@@ -2328,6 +2414,22 @@ dependencies = [
  "pin-project-lite",
 ]
 
+[[package]]
+name = "os_info"
+version = "3.14.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "e4022a17595a00d6a369236fdae483f0de7f0a339960a53118b818238e132224"
+dependencies = [
+ "android_system_properties",
+ "log",
+ "nix",
+ "objc2",
+ "objc2-foundation",
+ "objc2-ui-kit",
+ "serde",
+ "windows-sys 0.61.2",
+]
+
 [[package]]
 name = "os_pipe"
 version = "1.2.3"
@@ -2575,7 +2677,7 @@ checksum = "740ebea15c5d1428f910cd1a5f52cebf8d25006245ed8ade92702f4943d91e07"
 dependencies = [
  "base64 0.22.1",
  "indexmap 2.13.0",
- "quick-xml",
+ "quick-xml 0.38.4",
  "serde",
  "time",
 ]
@@ -2705,6 +2807,15 @@ dependencies = [
  "unicode-ident",
 ]
 
+[[package]]
+name = "quick-xml"
+version = "0.37.5"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "331e97a1af0bf59823e6eadffe373d7b27f485be8748f71471c662c1f269b7fb"
+dependencies = [
+ "memchr",
+]
+
 [[package]]
 name = "quick-xml"
 version = "0.38.4"
@@ -2754,6 +2865,16 @@ dependencies = [
  "rand_core 0.6.4",
 ]
 
+[[package]]
+name = "rand"
+version = "0.9.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "6db2770f06117d490610c7488547d543617b21bfa07796d7a12f6f1bd53850d1"
+dependencies = [
+ "rand_chacha 0.9.0",
+ "rand_core 0.9.5",
+]
+
 [[package]]
 name = "rand_chacha"
 version = "0.2.2"
@@ -2774,6 +2895,16 @@ dependencies = [
  "rand_core 0.6.4",
 ]
 
+[[package]]
+name = "rand_chacha"
+version = "0.9.0"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "d3022b5f1df60f26e1ffddd6c66e8aa15de382ae63b3a0c1bfc0e4d3e3f325cb"
+dependencies = [
+ "ppv-lite86",
+ "rand_core 0.9.5",
+]
+
 [[package]]
 name = "rand_core"
 version = "0.5.1"
@@ -2792,6 +2923,15 @@ dependencies = [
  "getrandom 0.2.17",
 ]
 
+[[package]]
+name = "rand_core"
+version = "0.9.5"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "76afc826de14238e6e8c374ddcc1fa19e374fd8dd986b0d2af0d02377261d83c"
+dependencies = [
+ "getrandom 0.3.4",
+]
+
 [[package]]
 name = "rand_hc"
 version = "0.2.0"
@@ -3479,6 +3619,15 @@ dependencies = [
  "syn 2.0.114",
 ]
 
+[[package]]
+name = "sys-locale"
+version = "0.3.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "8eab9a99a024a169fe8a903cf9d4a3b3601109bcc13bd9e3c6fff259138626c4"
+dependencies = [
+ "libc",
+]
+
 [[package]]
 name = "system-deps"
 version = "6.2.2"
@@ -3526,7 +3675,7 @@ dependencies = [
  "tao-macros",
  "unicode-segmentation",
  "url",
- "windows",
+ "windows 0.61.3",
  "windows-core 0.61.2",
  "windows-version",
  "x11-dl",
@@ -3597,7 +3746,7 @@ dependencies = [
  "webkit2gtk",
  "webview2-com",
  "window-vibrancy",
- "windows",
+ "windows 0.61.3",
 ]
 
 [[package]]
@@ -3720,6 +3869,25 @@ dependencies = [
  "url",
 ]
 
+[[package]]
+name = "tauri-plugin-notification"
+version = "2.3.3"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "01fc2c5ff41105bd1f7242d8201fdf3efd70749b82fa013a17f2126357d194cc"
+dependencies = [
+ "log",
+ "notify-rust",
+ "rand 0.9.2",
+ "serde",
+ "serde_json",
+ "serde_repr",
+ "tauri",
+ "tauri-plugin",
+ "thiserror 2.0.17",
+ "time",
+ "url",
+]
+
 [[package]]
 name = "tauri-plugin-opener"
 version = "2.5.3"
@@ -3738,10 +3906,28 @@ dependencies = [
  "tauri-plugin",
  "thiserror 2.0.17",
  "url",
- "windows",
+ "windows 0.61.3",
  "zbus",
 ]
 
+[[package]]
+name = "tauri-plugin-os"
+version = "2.3.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "d8f08346c8deb39e96f86973da0e2d76cbb933d7ac9b750f6dc4daf955a6f997"
+dependencies = [
+ "gethostname",
+ "log",
+ "os_info",
+ "serde",
+ "serde_json",
+ "serialize-to-javascript",
+ "sys-locale",
+ "tauri",
+ "tauri-plugin",
+ "thiserror 2.0.17",
+]
+
 [[package]]
 name = "tauri-plugin-shell"
 version = "2.3.4"
@@ -3801,7 +3987,7 @@ dependencies = [
  "url",
  "webkit2gtk",
  "webview2-com",
- "windows",
+ "windows 0.61.3",
 ]
 
 [[package]]
@@ -3827,7 +4013,7 @@ dependencies = [
  "url",
  "webkit2gtk",
  "webview2-com",
- "windows",
+ "windows 0.61.3",
  "wry",
 ]
 
@@ -3880,6 +4066,18 @@ dependencies = [
  "toml 0.9.11+spec-1.1.0",
 ]
 
+[[package]]
+name = "tauri-winrt-notification"
+version = "0.7.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "0b1e66e07de489fe43a46678dd0b8df65e0c973909df1b60ba33874e297ba9b9"
+dependencies = [
+ "quick-xml 0.37.5",
+ "thiserror 2.0.17",
+ "windows 0.61.3",
+ "windows-version",
+]
+
 [[package]]
 name = "tempfile"
 version = "3.24.0"
@@ -4557,7 +4755,7 @@ checksum = "7130243a7a5b33c54a444e54842e6a9e133de08b5ad7b5861cd8ed9a6a5bc96a"
 dependencies = [
  "webview2-com-macros",
  "webview2-com-sys",
- "windows",
+ "windows 0.61.3",
  "windows-core 0.61.2",
  "windows-implement",
  "windows-interface",
@@ -4581,7 +4779,7 @@ source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "381336cfffd772377d291702245447a5251a2ffa5bad679c99e61bc48bacbf9c"
 dependencies = [
  "thiserror 2.0.17",
- "windows",
+ "windows 0.61.3",
  "windows-core 0.61.2",
 ]
 
@@ -4637,11 +4835,23 @@ version = "0.61.3"
 source = "registry+https://github.com/rust-lang/crates.io-index"
 checksum = "9babd3a767a4c1aef6900409f85f5d53ce2544ccdfaa86dad48c91782c6d6893"
 dependencies = [
- "windows-collections",
+ "windows-collections 0.2.0",
  "windows-core 0.61.2",
- "windows-future",
+ "windows-future 0.2.1",
  "windows-link 0.1.3",
- "windows-numerics",
+ "windows-numerics 0.2.0",
+]
+
+[[package]]
+name = "windows"
+version = "0.62.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "527fadee13e0c05939a6a05d5bd6eec6cd2e3dbd648b9f8e447c6518133d8580"
+dependencies = [
+ "windows-collections 0.3.2",
+ "windows-core 0.62.2",
+ "windows-future 0.3.2",
+ "windows-numerics 0.3.1",
 ]
 
 [[package]]
@@ -4653,6 +4863,15 @@ dependencies = [
  "windows-core 0.61.2",
 ]
 
+[[package]]
+name = "windows-collections"
+version = "0.3.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "23b2d95af1a8a14a3c7367e1ed4fc9c20e0a26e79551b1454d72583c97cc6610"
+dependencies = [
+ "windows-core 0.62.2",
+]
+
 [[package]]
 name = "windows-core"
 version = "0.61.2"
@@ -4687,7 +4906,18 @@ checksum = "fc6a41e98427b19fe4b73c550f060b59fa592d7d686537eebf9385621bfbad8e"
 dependencies = [
  "windows-core 0.61.2",
  "windows-link 0.1.3",
- "windows-threading",
+ "windows-threading 0.1.0",
+]
+
+[[package]]
+name = "windows-future"
+version = "0.3.2"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "e1d6f90251fe18a279739e78025bd6ddc52a7e22f921070ccdc67dde84c605cb"
+dependencies = [
+ "windows-core 0.62.2",
+ "windows-link 0.2.1",
+ "windows-threading 0.2.1",
 ]
 
 [[package]]
@@ -4734,6 +4964,16 @@ dependencies = [
  "windows-link 0.1.3",
 ]
 
+[[package]]
+name = "windows-numerics"
+version = "0.3.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "6e2e40844ac143cdb44aead537bbf727de9b044e107a0f1220392177d15b0f26"
+dependencies = [
+ "windows-core 0.62.2",
+ "windows-link 0.2.1",
+]
+
 [[package]]
 name = "windows-result"
 version = "0.3.4"
@@ -4863,6 +5103,15 @@ dependencies = [
  "windows-link 0.1.3",
 ]
 
+[[package]]
+name = "windows-threading"
+version = "0.2.1"
+source = "registry+https://github.com/rust-lang/crates.io-index"
+checksum = "3949bd5b99cafdf1c7ca86b43ca564028dfe27d66958f2470940f73d86d75b37"
+dependencies = [
+ "windows-link 0.2.1",
+]
+
 [[package]]
 name = "windows-version"
 version = "0.1.7"
@@ -5089,7 +5338,7 @@ dependencies = [
  "webkit2gtk",
  "webkit2gtk-sys",
  "webview2-com",
- "windows",
+ "windows 0.61.3",
  "windows-core 0.61.2",
  "windows-version",
  "x11-dl",
diff --git a/src-tauri/Cargo.toml b/src-tauri/Cargo.toml
index ffe1ec5..cb622d0 100644
--- a/src-tauri/Cargo.toml
+++ b/src-tauri/Cargo.toml
@@ -23,5 +23,15 @@ tokio = { version = "1", features = ["full"] }
 parking_lot = "0.12"
 uuid = { version = "1", features = ["v4"] }
 tauri-plugin-store = "2.4.2"
+tauri-plugin-notification = "2"
+tauri-plugin-os = "2"
 tempfile = "3"
 
+[target.'cfg(windows)'.dependencies]
+windows = { version = "0.62", features = [
+    "Data_Xml_Dom",
+    "UI_Notifications",
+    "Win32_System_Com",
+    "Win32_Foundation",
+] }
+
diff --git a/src-tauri/src/config.rs b/src-tauri/src/config.rs
index e8923b6..8aaf580 100644
--- a/src-tauri/src/config.rs
+++ b/src-tauri/src/config.rs
@@ -46,6 +46,12 @@ pub struct HikariConfig {
 
     #[serde(default)]
     pub greeting_custom_prompt: Option<String>,
+
+    #[serde(default = "default_notifications_enabled")]
+    pub notifications_enabled: bool,
+
+    #[serde(default = "default_notification_volume")]
+    pub notification_volume: f32,
 }
 
 impl Default for HikariConfig {
@@ -59,6 +65,8 @@ impl Default for HikariConfig {
             theme: Theme::default(),
             greeting_enabled: true,
             greeting_custom_prompt: None,
+            notifications_enabled: true,
+            notification_volume: 0.7,
         }
     }
 }
@@ -67,6 +75,14 @@ fn default_greeting_enabled() -> bool {
     true
 }
 
+fn default_notifications_enabled() -> bool {
+    true
+}
+
+fn default_notification_volume() -> f32 {
+    0.7
+}
+
 #[derive(Debug, Clone, Serialize, Deserialize, Default, PartialEq)]
 #[serde(rename_all = "lowercase")]
 pub enum Theme {
@@ -103,6 +119,8 @@ mod tests {
             theme: Theme::Light,
             greeting_enabled: true,
             greeting_custom_prompt: Some("Hello!".to_string()),
+            notifications_enabled: true,
+            notification_volume: 0.7,
         };
 
         let json = serde_json::to_string(&config).unwrap();
diff --git a/src-tauri/src/lib.rs b/src-tauri/src/lib.rs
index d529cbc..744d378 100644
--- a/src-tauri/src/lib.rs
+++ b/src-tauri/src/lib.rs
@@ -1,10 +1,18 @@
 mod commands;
 mod config;
+mod notifications;
 mod types;
 mod wsl_bridge;
+mod wsl_notifications;
+mod vbs_notification;
+mod windows_toast;
 
 use commands::*;
+use notifications::*;
 use wsl_bridge::create_shared_bridge;
+use wsl_notifications::*;
+use vbs_notification::*;
+use windows_toast::*;
 
 #[cfg_attr(mobile, tauri::mobile_entry_point)]
 pub fn run() {
@@ -15,6 +23,8 @@ pub fn run() {
         .plugin(tauri_plugin_opener::init())
         .plugin(tauri_plugin_shell::init())
         .plugin(tauri_plugin_store::Builder::new().build())
+        .plugin(tauri_plugin_notification::init())
+        .plugin(tauri_plugin_os::init())
         .manage(bridge)
         .invoke_handler(tauri::generate_handler![
             start_claude,
@@ -25,6 +35,12 @@ pub fn run() {
             select_wsl_directory,
             get_config,
             save_config,
+            send_windows_notification,
+            send_simple_notification,
+            send_windows_toast,
+            send_notify_send,
+            send_wsl_notification,
+            send_vbs_notification,
         ])
         .run(tauri::generate_context!())
         .expect("error while running tauri application");
diff --git a/src-tauri/src/notifications.rs b/src-tauri/src/notifications.rs
new file mode 100644
index 0000000..d0f421c
--- /dev/null
+++ b/src-tauri/src/notifications.rs
@@ -0,0 +1,96 @@
+use tauri::command;
+use std::process::Command;
+
+#[command]
+pub async fn send_notify_send(title: String, body: String) -> Result<(), String> {
+    // Use notify-send for Linux/WSL
+    let output = Command::new("notify-send")
+        .arg(&title)
+        .arg(&body)
+        .arg("--urgency=normal")
+        .arg("--app-name=Hikari Desktop")
+        .output()
+        .map_err(|e| format!("Failed to execute notify-send: {}. Make sure libnotify-bin is installed.", e))?;
+
+    if !output.status.success() {
+        let error = String::from_utf8_lossy(&output.stderr);
+        return Err(format!("notify-send failed: {}", error));
+    }
+
+    Ok(())
+}
+
+#[command]
+pub async fn send_windows_notification(title: String, body: String) -> Result<(), String> {
+    // Create PowerShell script for Windows Toast Notification
+    let ps_script = format!(
+        r#"
+[Windows.UI.Notifications.ToastNotificationManager, Windows.UI.Notifications, ContentType = WindowsRuntime] > $null
+[Windows.Data.Xml.Dom.XmlDocument, Windows.Data.Xml.Dom.XmlDocument, ContentType = WindowsRuntime] > $null
+
+$APP_ID = 'Hikari Desktop'
+
+$template = @"
+<toast>
+    <visual>
+        <binding template="ToastText02">
+            <text id="1">{}</text>
+            <text id="2">{}</text>
+        </binding>
+    </visual>
+    <audio src="ms-winsoundevent:Notification.Default" />
+</toast>
+"@
+
+$xml = New-Object Windows.Data.Xml.Dom.XmlDocument
+$xml.LoadXml($template)
+
+$toast = New-Object Windows.UI.Notifications.ToastNotification $xml
+[Windows.UI.Notifications.ToastNotificationManager]::CreateToastNotifier($APP_ID).Show($toast)
+"#,
+        title.replace("\"", "`\""),
+        body.replace("\"", "`\"")
+    );
+
+    // Try PowerShell Core first (pwsh), then fall back to Windows PowerShell
+    let output = Command::new("pwsh.exe")
+        .arg("-NoProfile")
+        .arg("-WindowStyle")
+        .arg("Hidden")
+        .arg("-Command")
+        .arg(&ps_script)
+        .output()
+        .or_else(|_| {
+            Command::new("powershell.exe")
+                .arg("-NoProfile")
+                .arg("-WindowStyle")
+                .arg("Hidden")
+                .arg("-Command")
+                .arg(&ps_script)
+                .output()
+        })
+        .map_err(|e| format!("Failed to execute PowerShell: {}", e))?;
+
+    if !output.status.success() {
+        let error = String::from_utf8_lossy(&output.stderr);
+        return Err(format!("PowerShell script failed: {}", error));
+    }
+
+    Ok(())
+}
+
+// Alternative: Use Windows built-in MSG command for simple notifications
+#[command]
+pub async fn send_simple_notification(title: String, body: String) -> Result<(), String> {
+    let message = format!("{}\n\n{}", title, body);
+
+    Command::new("cmd.exe")
+        .arg("/c")
+        .arg("msg")
+        .arg("*")
+        .arg(&message)
+        .output()
+        .map_err(|e| format!("Failed to send message: {}", e))?;
+
+    Ok(())
+}
\ No newline at end of file
diff --git a/src-tauri/src/vbs_notification.rs b/src-tauri/src/vbs_notification.rs
new file mode 100644
index 0000000..3667a6e
--- /dev/null
+++ b/src-tauri/src/vbs_notification.rs
@@ -0,0 +1,74 @@
+use std::process::Command;
+use std::io::Write;
+use tempfile::NamedTempFile;
+use tauri::command;
+
+#[command]
+pub async fn send_vbs_notification(title: String, body: String) -> Result<(), String> {
+    // Create a VBScript that shows a Windows notification
+    let vbs_content = format!(
+        r#"
+Set objShell = CreateObject("WScript.Shell")
+objShell.Popup "{}" & vbCrLf & vbCrLf & "{}", 5, "{}", 64
+"#,
+        body.replace("\"", "\"\"").replace("\n", "\" & vbCrLf & \""),
+        title.replace("\"", "\"\""),
+        title.replace("\"", "\"\"")
+    );
+
+    // Create a temporary VBS file
+    let mut temp_file = NamedTempFile::new()
+        .map_err(|e| format!("Failed to create temp file: {}", e))?;
+
+    temp_file
+        .write_all(vbs_content.as_bytes())
+        .map_err(|e| format!("Failed to write VBS content: {}", e))?;
+
+    let temp_path = temp_file.path().to_string_lossy().to_string();
+
+    // Convert WSL path to Windows path
+    let windows_path = if temp_path.starts_with("/mnt/") {
+        // Convert /mnt/c/... to C:\...
+        let path_parts: Vec<&str> = temp_path.split('/').collect();
+        if path_parts.len() > 2 {
+            let drive_letter = path_parts[2].to_uppercase();
+            let rest_of_path = path_parts[3..].join("\\");
+            format!("{}:\\{}", drive_letter, rest_of_path)
+        } else {
+            temp_path.clone()
+        }
+    } else if temp_path.starts_with("/tmp/") {
+        // WSL temp files might be in a different location
+        // Try to use wslpath to convert
+        let output = Command::new("wslpath")
+            .arg("-w")
+            .arg(&temp_path)
+            .output();
+
+        if let Ok(result) = output {
+            if result.status.success() {
+                String::from_utf8_lossy(&result.stdout).trim().to_string()
+            } else {
+                temp_path.clone()
+            }
+        } else {
+            temp_path.clone()
+        }
+    } else {
+        temp_path.clone()
+    };
+
+    // Execute the VBScript using wscript.exe
+    let output = Command::new("/mnt/c/Windows/System32/wscript.exe")
+        .arg("//NoLogo")
+        .arg(&windows_path)
+        .output()
+        .map_err(|e| format!("Failed to execute VBScript: {}", e))?;
+
+    if !output.status.success() {
+        let error = String::from_utf8_lossy(&output.stderr);
+        return Err(format!("VBScript execution failed: {}", error));
+    }
+
+    Ok(())
+}
\ No newline at end of file
diff --git a/src-tauri/src/windows_toast.rs b/src-tauri/src/windows_toast.rs
new file mode 100644
index 0000000..8bf3e48
--- /dev/null
+++ b/src-tauri/src/windows_toast.rs
@@ -0,0 +1,63 @@
+use tauri::command;
+
+#[cfg(target_os = "windows")]
+use windows::{
+    core::{HSTRING, Result as WindowsResult},
+    Data::Xml::Dom::*,
+    UI::Notifications::*,
+};
+
+#[cfg(target_os = "windows")]
+#[command]
+pub async fn send_windows_toast(title: String, body: String) -> Result<(), String> {
+    show_toast_notification(&title, &body)
+        .map_err(|e| format!("Failed to show toast notification: {}", e))
+}
+
+#[cfg(target_os = "windows")]
+fn show_toast_notification(title: &str, body: &str) -> WindowsResult<()> {
+    // Create the XML for the toast notification
+    let toast_xml = format!(
+        r#"<toast>
+            <visual>
+                <binding template="ToastGeneric">
+                    <text>{}</text>
+                    <text>{}</text>
+                </binding>
+            </visual>
+            <audio src="ms-winsoundevent:Notification.Default" />
+        </toast>"#,
+        escape_xml(title),
+        escape_xml(body)
+    );
+
+    let xml_doc = XmlDocument::new()?;
+    xml_doc.LoadXml(&HSTRING::from(toast_xml))?;
+
+    // Create the toast notification
+    let toast = ToastNotification::CreateToastNotification(&xml_doc)?;
+
+    // Create a toast notifier with an application ID
+    let notifier = ToastNotificationManager::CreateToastNotifierWithId(&HSTRING::from("Hikari Desktop"))?;
+
+    // Show the notification
+    notifier.Show(&toast)?;
+
+    Ok(())
+}
+
+#[cfg(target_os = "windows")]
+fn escape_xml(text: &str) -> String {
+    text.replace('&', "&amp;")
+        .replace('<', "&lt;")
+        .replace('>', "&gt;")
+        .replace('"', "&quot;")
+        .replace('\'', "&apos;")
+}
+
+// Stub for non-Windows platforms
+#[cfg(not(target_os = "windows"))]
+#[command]
+pub async fn send_windows_toast(_title: String, _body: String) -> Result<(), String> {
+    Err("Windows toast notifications are only available on Windows".to_string())
+}
\ No newline at end of file
diff --git a/src-tauri/src/wsl_notifications.rs b/src-tauri/src/wsl_notifications.rs
new file mode 100644
index 0000000..ea61d5c
--- /dev/null
+++ b/src-tauri/src/wsl_notifications.rs
@@ -0,0 +1,84 @@
+use std::process::Command;
+use tauri::command;
+
+#[command]
+pub async fn send_wsl_notification(title: String, body: String) -> Result<(), String> {
+    // Method 1: Try Windows 10/11 toast notification using PowerShell
+    let toast_command = format!(
+        r#"
+Add-Type -AssemblyName System.Runtime.WindowsRuntime
+$null = [Windows.UI.Notifications.ToastNotificationManager, Windows.UI.Notifications, ContentType = WindowsRuntime]
+$null = [Windows.Data.Xml.Dom.XmlDocument, Windows.Data.Xml.Dom.XmlDocument, ContentType = WindowsRuntime]
+
+$APP_ID = 'Hikari Desktop'
+
+$template = @"
+<toast>
+    <visual>
+        <binding template="ToastGeneric">
+            <text>{0}</text>
+            <text>{1}</text>
+        </binding>
+    </visual>
+</toast>
+"@
+
+$xml = New-Object Windows.Data.Xml.Dom.XmlDocument
+$xml.LoadXml($template -f ('{0}' -replace "'", "''"), ('{1}' -replace "'", "''"))
+
+$toast = New-Object Windows.UI.Notifications.ToastNotification $xml
+$notifier = [Windows.UI.Notifications.ToastNotificationManager]::CreateToastNotifier($APP_ID)
+$notifier.Show($toast)
+"#,
+        title.replace("'", "''").replace("\"", "\\\""),
+        body.replace("'", "''").replace("\"", "\\\"")
+    );
+
+    // Try PowerShell.exe through WSL
+    let output = Command::new("/mnt/c/Windows/System32/WindowsPowerShell/v1.0/powershell.exe")
+        .arg("-NoProfile")
+        .arg("-ExecutionPolicy")
+        .arg("Bypass")
+        .arg("-WindowStyle")
+        .arg("Hidden")
+        .arg("-Command")
+        .arg(&toast_command)
+        .output();
+
+    match output {
+        Ok(result) => {
+            if result.status.success() {
+                println!("WSL notification sent successfully");
+                return Ok(());
+            } else {
+                let stderr = String::from_utf8_lossy(&result.stderr);
+                println!("PowerShell toast failed: {}", stderr);
+            }
+        }
+        Err(e) => {
+            println!("Failed to run PowerShell: {}", e);
+        }
+    }
+
+    // Skip msg.exe as it creates alert boxes
+    // Method 2 removed
+
+    // Method 3: Try wsl-notify-send if available
+    let notify_result = Command::new("wsl-notify-send")
+        .arg("--appId")
+        .arg("HikariDesktop")
+        .arg("--category")
+        .arg(&title)
+        .arg(&body)
+        .output();
+
+    if let Ok(result) = notify_result {
+        if result.status.success() {
+            println!("Notification sent via wsl-notify-send");
+            return Ok(());
+        }
+    }
+
+    // If all methods fail, return an error
+    Err("All WSL notification methods failed".to_string())
+}
\ No newline at end of file
diff --git a/src/lib/components/ConfigSidebar.svelte b/src/lib/components/ConfigSidebar.svelte
index fe53587..69366aa 100644
--- a/src/lib/components/ConfigSidebar.svelte
+++ b/src/lib/components/ConfigSidebar.svelte
@@ -11,6 +11,8 @@
     theme: "dark",
     greeting_enabled: true,
     greeting_custom_prompt: null,
+    notifications_enabled: true,
+    notification_volume: 0.7,
   });
 
   let isOpen = $state(false);
@@ -394,6 +396,51 @@
       </div>
     </section>
 
+    <!-- Notifications Section -->
+    <section class="mb-6">
+      <h3 class="text-sm font-medium text-[var(--accent-primary)] uppercase tracking-wider mb-3">
+        Notifications
+      </h3>
+
+      <!-- Enable/Disable Notifications -->
+      <div class="mb-4">
+        <label class="flex items-center gap-3 cursor-pointer">
+          <input
+            type="checkbox"
+            bind:checked={config.notifications_enabled}
+            class="w-4 h-4 text-[var(--accent-primary)] bg-[var(--bg-primary)] border-[var(--border-color)] rounded focus:ring-[var(--accent-primary)] focus:ring-2"
+          />
+          <span class="text-sm text-gray-300">Enable sound notifications</span>
+        </label>
+      </div>
+
+      <!-- Volume Control -->
+      <div class="mb-4">
+        <label for="notification-volume" class="block text-sm text-gray-400 mb-2">
+          Notification Volume
+        </label>
+        <div class="flex items-center gap-3">
+          <input
+            id="notification-volume"
+            type="range"
+            bind:value={config.notification_volume}
+            min="0"
+            max="1"
+            step="0.1"
+            disabled={!config.notifications_enabled}
+            class="flex-1 h-2 bg-[var(--bg-primary)] rounded-lg appearance-none cursor-pointer disabled:opacity-50"
+          />
+          <span class="text-sm text-gray-300 w-12 text-right">
+            {Math.round(config.notification_volume * 100)}%
+          </span>
+        </div>
+      </div>
+
+      <div class="text-xs text-gray-500">
+        Sound notifications will play when I complete tasks, encounter errors, or need permissions.
+      </div>
+    </section>
+
     <!-- Save Button -->
     <div class="sticky bottom-0 pt-4 pb-2 bg-[var(--bg-secondary)]">
       <button
@@ -406,3 +453,34 @@
     </div>
   </div>
 </aside>
+
+<style>
+  /* Custom range input styling */
+  input[type="range"]::-webkit-slider-thumb {
+    appearance: none;
+    width: 16px;
+    height: 16px;
+    background: var(--accent-primary);
+    border-radius: 50%;
+    cursor: pointer;
+  }
+
+  input[type="range"]::-moz-range-thumb {
+    width: 16px;
+    height: 16px;
+    background: var(--accent-primary);
+    border-radius: 50%;
+    cursor: pointer;
+    border: none;
+  }
+
+  input[type="range"]:disabled::-webkit-slider-thumb {
+    background: var(--text-tertiary);
+    cursor: not-allowed;
+  }
+
+  input[type="range"]:disabled::-moz-range-thumb {
+    background: var(--text-tertiary);
+    cursor: not-allowed;
+  }
+</style>
diff --git a/src/lib/components/InputBar.svelte b/src/lib/components/InputBar.svelte
index 3696dd9..025ca8d 100644
--- a/src/lib/components/InputBar.svelte
+++ b/src/lib/components/InputBar.svelte
@@ -2,6 +2,7 @@
   import { invoke } from "@tauri-apps/api/core";
   import { claudeStore } from "$lib/stores/claude";
   import { characterState } from "$lib/stores/character";
+  import { handleNewUserMessage } from "$lib/notifications/rules";
 
   let inputValue = $state("");
   let isSubmitting = $state(false);
@@ -20,6 +21,9 @@
     isSubmitting = true;
     inputValue = "";
 
+    // Reset notification state for new user message
+    handleNewUserMessage();
+
     claudeStore.addLine("user", message);
     characterState.setState("thinking");
 
diff --git a/src/lib/components/NotificationDebugger.svelte b/src/lib/components/NotificationDebugger.svelte
new file mode 100644
index 0000000..5084006
--- /dev/null
+++ b/src/lib/components/NotificationDebugger.svelte
@@ -0,0 +1,153 @@
+<script lang="ts">
+  import { invoke } from "@tauri-apps/api/core";
+  import { notificationManager } from "$lib/notifications/notificationManager";
+
+  let results: { method: string; success: boolean; error?: string }[] = [];
+  let testing = false;
+
+  async function testNotificationMethod(method: string, invokeCommand: string) {
+    try {
+      await invoke(invokeCommand, {
+        title: "Hikari Test",
+        body: `Testing ${method} notification method`,
+      });
+      return { method, success: true };
+    } catch (error) {
+      return { method, success: false, error: String(error) };
+    }
+  }
+
+  async function testAllMethods() {
+    testing = true;
+    results = [];
+
+    const methods = [
+      { name: "WSL Toast (System Tray)", command: "send_wsl_notification" },
+      { name: "VBScript (Popup Dialog)", command: "send_vbs_notification" },
+      { name: "Notify-send (Linux)", command: "send_notify_send" },
+      { name: "Windows PowerShell", command: "send_windows_notification" },
+      { name: "Simple Message (Dialog)", command: "send_simple_notification" },
+    ];
+
+    for (const method of methods) {
+      const result = await testNotificationMethod(method.name, method.command);
+      results = [...results, result];
+      // Wait a bit between tests
+      await new Promise((resolve) => setTimeout(resolve, 500));
+    }
+
+    testing = false;
+  }
+
+  async function testIntegratedNotification() {
+    await notificationManager.notifySuccess("Integrated notification test!");
+  }
+</script>
+
+<div class="notification-debugger">
+  <h3>Notification Method Debugger</h3>
+
+  <div class="test-buttons">
+    <button on:click={testAllMethods} disabled={testing}>
+      {testing ? "Testing..." : "Test All Methods"}
+    </button>
+
+    <button on:click={testIntegratedNotification}> Test Integrated Notification </button>
+  </div>
+
+  {#if results.length > 0}
+    <div class="results">
+      <h4>Test Results:</h4>
+      {#each results as result (result.method)}
+        <div class="result" class:success={result.success} class:failed={!result.success}>
+          <span class="method">{result.method}:</span>
+          <span class="status">{result.success ? "✓ Success" : "✗ Failed"}</span>
+          {#if result.error}
+            <div class="error">{result.error}</div>
+          {/if}
+        </div>
+      {/each}
+    </div>
+  {/if}
+</div>
+
+<style>
+  .notification-debugger {
+    padding: 1rem;
+    border: 1px solid var(--border-color);
+    border-radius: 0.5rem;
+    margin: 1rem;
+    background: var(--bg-secondary);
+  }
+
+  h3,
+  h4 {
+    margin-top: 0;
+    color: var(--text-primary);
+  }
+
+  .test-buttons {
+    display: flex;
+    gap: 1rem;
+    margin: 1rem 0;
+  }
+
+  button {
+    padding: 0.5rem 1rem;
+    background: var(--accent-color);
+    color: white;
+    border: none;
+    border-radius: 0.25rem;
+    cursor: pointer;
+    transition: opacity 0.2s;
+  }
+
+  button:hover:not(:disabled) {
+    opacity: 0.8;
+  }
+
+  button:disabled {
+    opacity: 0.5;
+    cursor: not-allowed;
+  }
+
+  .results {
+    margin-top: 1rem;
+  }
+
+  .result {
+    padding: 0.5rem;
+    margin: 0.25rem 0;
+    border-radius: 0.25rem;
+    display: flex;
+    align-items: center;
+    gap: 1rem;
+  }
+
+  .result.success {
+    background: rgba(0, 255, 0, 0.1);
+    border: 1px solid rgba(0, 255, 0, 0.3);
+  }
+
+  .result.failed {
+    background: rgba(255, 0, 0, 0.1);
+    border: 1px solid rgba(255, 0, 0, 0.3);
+  }
+
+  .method {
+    font-weight: bold;
+    min-width: 150px;
+  }
+
+  .status {
+    flex: 1;
+  }
+
+  .error {
+    width: 100%;
+    margin-top: 0.25rem;
+    font-size: 0.875rem;
+    color: var(--error-color);
+    word-break: break-word;
+  }
+</style>
diff --git a/src/lib/components/StatusBar.svelte b/src/lib/components/StatusBar.svelte
index 4d6ca1f..2d3b7b2 100644
--- a/src/lib/components/StatusBar.svelte
+++ b/src/lib/components/StatusBar.svelte
@@ -25,6 +25,8 @@
     theme: "dark",
     greeting_enabled: true,
     greeting_custom_prompt: null,
+    notifications_enabled: true,
+    notification_volume: 0.5,
   });
 
   onMount(async () => {
diff --git a/src/lib/notifications/index.ts b/src/lib/notifications/index.ts
new file mode 100644
index 0000000..6afb31b
--- /dev/null
+++ b/src/lib/notifications/index.ts
@@ -0,0 +1,4 @@
+export * from "./types";
+export { soundPlayer } from "./soundPlayer";
+export { notificationManager } from "./notificationManager";
+export { initializeNotificationRules } from "./rules";
diff --git a/src/lib/notifications/notificationManager.ts b/src/lib/notifications/notificationManager.ts
new file mode 100644
index 0000000..6900281
--- /dev/null
+++ b/src/lib/notifications/notificationManager.ts
@@ -0,0 +1,121 @@
+import { soundPlayer } from "./soundPlayer";
+import { NotificationType, NOTIFICATION_SOUNDS } from "./types";
+import { invoke } from "@tauri-apps/api/core";
+import { sendTerminalNotification } from "./terminalNotifier";
+
+class NotificationManager {
+  async notify(type: NotificationType, message?: string): Promise<void> {
+    // Always play sound (if enabled)
+    await soundPlayer.play(type);
+
+    const sound = NOTIFICATION_SOUNDS[type];
+    const title = sound.phrase;
+    const body = message || this.getDefaultMessage(type);
+
+    // Try multiple notification methods in order
+    const notificationMethods = [
+      // Method 1: Try Windows PowerShell (best for system tray notifications)
+      async () => {
+        console.log("Trying Windows PowerShell notifications...");
+        await invoke("send_windows_notification", { title, body });
+      },
+
+      // Method 2: Try native Windows toast (for Windows builds)
+      async () => {
+        console.log("Trying native Windows toast...");
+        await invoke("send_windows_toast", { title, body });
+      },
+
+      // Method 3: Try WSL-specific notification (Windows toast via PowerShell - for WSL)
+      async () => {
+        console.log("Trying WSL notification...");
+        await invoke("send_wsl_notification", { title, body });
+      },
+
+      // Method 4: Try native Tauri notifications
+      async () => {
+        console.log("Trying Tauri native notifications...");
+        const { sendNotification, isPermissionGranted, requestPermission } =
+          await import("@tauri-apps/plugin-notification");
+
+        let hasPermission = await isPermissionGranted();
+        if (!hasPermission) {
+          const permission = await requestPermission();
+          hasPermission = permission === "granted";
+        }
+
+        if (hasPermission) {
+          await sendNotification({ title, body });
+        } else {
+          throw new Error("Notification permission denied");
+        }
+      },
+
+      // Method 5: Try notify-send (for native Linux)
+      async () => {
+        console.log("Trying notify-send...");
+        await invoke("send_notify_send", { title, body });
+      },
+
+      // Skip VBScript and simple message as they create popup dialogs
+      // Only use them in the debugger for testing
+    ];
+
+    // Try each method until one succeeds
+    for (const method of notificationMethods) {
+      try {
+        await method();
+        console.log("Notification sent successfully");
+        return; // Success, stop trying other methods
+      } catch (error) {
+        console.warn("Notification method failed:", error);
+        // Continue to next method
+      }
+    }
+
+    console.error("All notification methods failed, using terminal notification");
+    // Final fallback: Show in terminal
+    sendTerminalNotification(type, body);
+  }
+
+  private getDefaultMessage(type: NotificationType): string {
+    switch (type) {
+      case NotificationType.SUCCESS:
+        return "Task completed successfully!";
+      case NotificationType.ERROR:
+        return "Something went wrong...";
+      case NotificationType.PERMISSION:
+        return "Permission needed to continue";
+      case NotificationType.CONNECTION:
+        return "Successfully connected to Claude Code";
+      case NotificationType.TASK_START:
+        return "Starting task...";
+      default:
+        return "Notification";
+    }
+  }
+
+  // Helper methods for common notifications
+  async notifySuccess(message?: string): Promise<void> {
+    await this.notify(NotificationType.SUCCESS, message);
+  }
+
+  async notifyError(message?: string): Promise<void> {
+    await this.notify(NotificationType.ERROR, message);
+  }
+
+  async notifyPermission(message?: string): Promise<void> {
+    await this.notify(NotificationType.PERMISSION, message);
+  }
+
+  async notifyConnection(message?: string): Promise<void> {
+    await this.notify(NotificationType.CONNECTION, message);
+  }
+
+  async notifyTaskStart(message?: string): Promise<void> {
+    await this.notify(NotificationType.TASK_START, message);
+  }
+}
+
+// Export singleton instance
+export const notificationManager = new NotificationManager();
diff --git a/src/lib/notifications/rules.ts b/src/lib/notifications/rules.ts
new file mode 100644
index 0000000..6756e28
--- /dev/null
+++ b/src/lib/notifications/rules.ts
@@ -0,0 +1,103 @@
+import { characterState } from "$lib/stores/character";
+import { notificationManager } from "./notificationManager";
+import type { CharacterState } from "$lib/types/states";
+import type { ConnectionStatus } from "$lib/types/messages";
+
+// Track previous states to detect transitions
+let previousCharacterState: CharacterState | null = null;
+let previousConnectionStatus: ConnectionStatus | null = null;
+let taskStartTime: number | null = null;
+let hasNotifiedTaskStart = false;
+
+export function handleCharacterStateChange(newState: CharacterState): void {
+  // Detect state transitions
+  if (previousCharacterState === newState) return;
+
+  // Task completion: any state -> success
+  if (newState === "success" && previousCharacterState !== null) {
+    const taskDuration = taskStartTime ? Date.now() - taskStartTime : 0;
+    // Only notify for tasks that took more than 2 seconds
+    if (taskDuration > 2000) {
+      notificationManager.notifySuccess();
+    }
+    taskStartTime = null;
+  }
+
+  // Error occurred
+  if (newState === "error" && previousCharacterState !== "error") {
+    notificationManager.notifyError();
+  }
+
+  // Permission needed
+  if (newState === "permission") {
+    notificationManager.notifyPermission();
+  }
+
+  // Starting long tasks - only notify once per response
+  if (
+    (newState === "coding" || newState === "searching") &&
+    previousCharacterState !== "coding" &&
+    previousCharacterState !== "searching" &&
+    !hasNotifiedTaskStart
+  ) {
+    taskStartTime = Date.now();
+    hasNotifiedTaskStart = true;
+    notificationManager.notifyTaskStart();
+  }
+
+  previousCharacterState = newState;
+}
+
+export function handleConnectionStatusChange(newStatus: ConnectionStatus): void {
+  // Only notify on successful connection after being disconnected
+  if (
+    newStatus === "connected" &&
+    previousConnectionStatus &&
+    previousConnectionStatus !== "connected"
+  ) {
+    notificationManager.notifyConnection();
+  }
+
+  previousConnectionStatus = newStatus;
+}
+
+// eslint-disable-next-line @typescript-eslint/no-unused-vars
+export function handleToolExecution(_toolName: string): void {
+  // For now, we don't notify on every tool execution
+  // But we could add specific rules here if needed
+}
+
+// Reset notification state for a new response
+export function handleNewUserMessage(): void {
+  hasNotifiedTaskStart = false;
+}
+
+// Store unsubscribe functions
+let unsubscribeCharacterState: (() => void) | null = null;
+
+// Initialize listeners
+export function initializeNotificationRules(): void {
+  // Clean up any existing subscriptions first
+  cleanupNotificationRules();
+
+  // Subscribe to character state changes
+  unsubscribeCharacterState = characterState.subscribe((state) => {
+    handleCharacterStateChange(state);
+  });
+
+  // We'll connect to connection status in the next step
+}
+
+// Cleanup function to prevent duplicate listeners
+export function cleanupNotificationRules(): void {
+  if (unsubscribeCharacterState) {
+    unsubscribeCharacterState();
+    unsubscribeCharacterState = null;
+  }
+
+  // Reset state tracking
+  previousCharacterState = null;
+  previousConnectionStatus = null;
+  taskStartTime = null;
+  hasNotifiedTaskStart = false;
+}
diff --git a/src/lib/notifications/soundPlayer.ts b/src/lib/notifications/soundPlayer.ts
new file mode 100644
index 0000000..8157a80
--- /dev/null
+++ b/src/lib/notifications/soundPlayer.ts
@@ -0,0 +1,61 @@
+import { NOTIFICATION_SOUNDS, type NotificationType } from "./types";
+
+class SoundPlayer {
+  private audioCache: Map<NotificationType, HTMLAudioElement> = new Map();
+  private enabled: boolean = true;
+  private globalVolume: number = 1.0;
+
+  constructor() {
+    // Preload all essential sounds
+    this.preloadSounds();
+  }
+
+  private preloadSounds(): void {
+    Object.entries(NOTIFICATION_SOUNDS).forEach(([type, sound]) => {
+      const audio = new Audio(`/sounds/${sound.filename}`);
+      audio.preload = "auto";
+      audio.volume = (sound.volume || 0.7) * this.globalVolume;
+      this.audioCache.set(type as NotificationType, audio);
+    });
+  }
+
+  async play(type: NotificationType): Promise<void> {
+    if (!this.enabled) return;
+
+    try {
+      const audio = this.audioCache.get(type);
+      if (!audio) {
+        console.warn(`No audio found for notification type: ${type}`);
+        return;
+      }
+
+      // Clone the audio to allow overlapping sounds
+      const audioClone = audio.cloneNode() as HTMLAudioElement;
+      audioClone.volume = audio.volume;
+
+      await audioClone.play();
+    } catch (error) {
+      console.error("Failed to play notification sound:", error);
+    }
+  }
+
+  setEnabled(enabled: boolean): void {
+    this.enabled = enabled;
+  }
+
+  setGlobalVolume(volume: number): void {
+    this.globalVolume = Math.max(0, Math.min(1, volume));
+    // Update all cached audio volumes
+    this.audioCache.forEach((audio, type) => {
+      const sound = NOTIFICATION_SOUNDS[type];
+      audio.volume = (sound.volume || 0.7) * this.globalVolume;
+    });
+  }
+
+  isEnabled(): boolean {
+    return this.enabled;
+  }
+}
+
+// Export singleton instance
+export const soundPlayer = new SoundPlayer();
diff --git a/src/lib/notifications/terminalNotifier.ts b/src/lib/notifications/terminalNotifier.ts
new file mode 100644
index 0000000..970626e
--- /dev/null
+++ b/src/lib/notifications/terminalNotifier.ts
@@ -0,0 +1,50 @@
+import { claudeStore } from "$lib/stores/claude";
+import { NOTIFICATION_SOUNDS, type NotificationType } from "./types";
+
+export function sendTerminalNotification(type: NotificationType, message?: string): void {
+  const sound = NOTIFICATION_SOUNDS[type];
+  const title = sound.phrase;
+
+  // Create a formatted notification message
+  const separator = "═".repeat(50);
+  const timestamp = new Date().toLocaleTimeString();
+
+  let emoji = "";
+  let color = "";
+
+  switch (type) {
+    case "success":
+      emoji = "✨";
+      color = "\x1b[32m"; // Green
+      break;
+    case "error":
+      emoji = "❌";
+      color = "\x1b[31m"; // Red
+      break;
+    case "permission":
+      emoji = "🔐";
+      color = "\x1b[33m"; // Yellow
+      break;
+    case "connection":
+      emoji = "🔗";
+      color = "\x1b[36m"; // Cyan
+      break;
+    case "task_start":
+      emoji = "🚀";
+      color = "\x1b[34m"; // Blue
+      break;
+  }
+
+  const reset = "\x1b[0m";
+
+  // Format the notification
+  const notification = `
+${color}${separator}${reset}
+${emoji} ${color}NOTIFICATION${reset} - ${timestamp}
+${color}${title}${reset}
+${message || ""}
+${color}${separator}${reset}`;
+
+  // Add to terminal as a special system message
+  claudeStore.addLine("system", notification);
+}
diff --git a/src/lib/notifications/testNotifications.ts b/src/lib/notifications/testNotifications.ts
new file mode 100644
index 0000000..262c411
--- /dev/null
+++ b/src/lib/notifications/testNotifications.ts
@@ -0,0 +1,42 @@
+import { notificationManager } from "./notificationManager";
+
+// Test function to trigger each notification type
+export async function testAllNotifications() {
+  console.log("Testing all notification types...");
+
+  // Test success notification
+  setTimeout(async () => {
+    console.log("Testing SUCCESS notification");
+    await notificationManager.notifySuccess("Test task completed!");
+  }, 1000);
+
+  // Test error notification
+  setTimeout(async () => {
+    console.log("Testing ERROR notification");
+    await notificationManager.notifyError("Test error occurred!");
+  }, 3000);
+
+  // Test permission notification
+  setTimeout(async () => {
+    console.log("Testing PERMISSION notification");
+    await notificationManager.notifyPermission("Test permission request!");
+  }, 5000);
+
+  // Test connection notification
+  setTimeout(async () => {
+    console.log("Testing CONNECTION notification");
+    await notificationManager.notifyConnection("Test connection established!");
+  }, 7000);
+
+  // Test task start notification
+  setTimeout(async () => {
+    console.log("Testing TASK_START notification");
+    await notificationManager.notifyTaskStart("Test task starting!");
+  }, 9000);
+}
+
+// Make it available on window for easy testing
+if (typeof window !== "undefined") {
+  (window as unknown as { testNotifications: typeof testAllNotifications }).testNotifications =
+    testAllNotifications;
+}
diff --git a/src/lib/notifications/types.ts b/src/lib/notifications/types.ts
new file mode 100644
index 0000000..ceeae60
--- /dev/null
+++ b/src/lib/notifications/types.ts
@@ -0,0 +1,48 @@
+export enum NotificationType {
+  SUCCESS = "success",
+  ERROR = "error",
+  PERMISSION = "permission",
+  CONNECTION = "connection",
+  TASK_START = "task_start",
+}
+
+export interface NotificationSound {
+  type: NotificationType;
+  filename: string;
+  phrase: string;
+  volume?: number;
+}
+
+// Essential notification sounds mapping
+export const NOTIFICATION_SOUNDS: Record<NotificationType, NotificationSound> = {
+  [NotificationType.SUCCESS]: {
+    type: NotificationType.SUCCESS,
+    filename: "im-done.mp3",
+    phrase: "I'm done!",
+    volume: 0.7,
+  },
+  [NotificationType.ERROR]: {
+    type: NotificationType.ERROR,
+    filename: "oh-no.mp3",
+    phrase: "Oh no...",
+    volume: 0.8,
+  },
+  [NotificationType.PERMISSION]: {
+    type: NotificationType.PERMISSION,
+    filename: "access-please.mp3",
+    phrase: "Access please!",
+    volume: 0.9,
+  },
+  [NotificationType.CONNECTION]: {
+    type: NotificationType.CONNECTION,
+    filename: "connected.mp3",
+    phrase: "Connected!",
+    volume: 0.7,
+  },
+  [NotificationType.TASK_START]: {
+    type: NotificationType.TASK_START,
+    filename: "working-on-it.mp3",
+    phrase: "Working on it!",
+    volume: 0.6,
+  },
+};
diff --git a/src/lib/notifications/wslNotificationHelper.ts b/src/lib/notifications/wslNotificationHelper.ts
new file mode 100644
index 0000000..8851f00
--- /dev/null
+++ b/src/lib/notifications/wslNotificationHelper.ts
@@ -0,0 +1,16 @@
+import { invoke } from "@tauri-apps/api/core";
+import { platform } from "@tauri-apps/plugin-os";
+
+export async function sendWSLNotification(title: string, body: string): Promise<void> {
+  const currentPlatform = await platform();
+
+  // Check if we're on Windows (WSL shows as 'windows')
+  if (currentPlatform === "windows") {
+    try {
+      // Use PowerShell to send Windows native notifications
+      await invoke("send_windows_notification", { title, body });
+    } catch (error) {
+      console.error("Failed to send Windows notification:", error);
+    }
+  }
+}
diff --git a/src/lib/stores/config.ts b/src/lib/stores/config.ts
index 7d5aa45..3187e4d 100644
--- a/src/lib/stores/config.ts
+++ b/src/lib/stores/config.ts
@@ -12,6 +12,8 @@ export interface HikariConfig {
   theme: Theme;
   greeting_enabled: boolean;
   greeting_custom_prompt: string | null;
+  notifications_enabled: boolean;
+  notification_volume: number;
 }
 
 const defaultConfig: HikariConfig = {
@@ -23,6 +25,8 @@ const defaultConfig: HikariConfig = {
   theme: "dark",
   greeting_enabled: true,
   greeting_custom_prompt: null,
+  notifications_enabled: true,
+  notification_volume: 0.7,
 };
 
 function createConfigStore() {
diff --git a/src/lib/stores/notifications.ts b/src/lib/stores/notifications.ts
new file mode 100644
index 0000000..c001417
--- /dev/null
+++ b/src/lib/stores/notifications.ts
@@ -0,0 +1,22 @@
+import { derived } from "svelte/store";
+import { configStore } from "./config";
+import { soundPlayer } from "$lib/notifications";
+
+// Sync notification settings with config
+export const notificationSettings = derived(configStore.config, ($config) => {
+  soundPlayer.setEnabled($config.notifications_enabled);
+  soundPlayer.setGlobalVolume($config.notification_volume);
+
+  return {
+    enabled: $config.notifications_enabled,
+    volume: $config.notification_volume,
+  };
+});
+
+// Helper to update notification settings
+export async function updateNotificationSettings(enabled: boolean, volume: number) {
+  await configStore.updateConfig({
+    notifications_enabled: enabled,
+    notification_volume: volume,
+  });
+}
diff --git a/src/lib/tauri.ts b/src/lib/tauri.ts
index 69f5461..849574f 100644
--- a/src/lib/tauri.ts
+++ b/src/lib/tauri.ts
@@ -5,6 +5,12 @@ import { characterState } from "$lib/stores/character";
 import { configStore } from "$lib/stores/config";
 import type { ConnectionStatus, PermissionPromptEvent } from "$lib/types/messages";
 import type { CharacterState } from "$lib/types/states";
+import {
+  initializeNotificationRules,
+  cleanupNotificationRules,
+  handleConnectionStatusChange,
+  handleNewUserMessage,
+} from "$lib/notifications/rules";
 
 interface StateChangePayload {
   state: CharacterState;
@@ -12,6 +18,7 @@ interface StateChangePayload {
 }
 
 let hasConnectedThisSession = false;
+let unlisteners: Array<() => void> = [];
 
 function getTimeOfDay(): string {
   const hour = new Date().getHours();
@@ -44,6 +51,9 @@ async function sendGreeting() {
   // Don't show the system prompt in the UI - just trigger Claude to respond
   characterState.setState("thinking");
 
+  // Reset notification state for greeting
+  handleNewUserMessage();
+
   try {
     await invoke("send_prompt", { message: greetingPrompt });
   } catch (error) {
@@ -60,10 +70,19 @@ interface OutputPayload {
 }
 
 export async function initializeTauriListeners() {
-  await listen<string>("claude:connection", async (event) => {
+  // Cleanup any existing listeners first
+  cleanupTauriListeners();
+
+  // Initialize notification rules
+  initializeNotificationRules();
+
+  const connectionUnlisten = await listen<string>("claude:connection", async (event) => {
     const status = event.payload as ConnectionStatus;
     claudeStore.setConnectionStatus(status);
 
+    // Handle notification for connection status
+    handleConnectionStatusChange(status);
+
     if (status === "connected") {
       claudeStore.addLine("system", "Connected to Claude Code");
       characterState.setState("idle");
@@ -81,8 +100,9 @@ export async function initializeTauriListeners() {
       characterState.setTemporaryState("error", 3000);
     }
   });
+  unlisteners.push(connectionUnlisten);
 
-  await listen<StateChangePayload>("claude:state", (event) => {
+  const stateUnlisten = await listen<StateChangePayload>("claude:state", (event) => {
     const { state } = event.payload;
 
     const stateMap: Record<string, CharacterState> = {
@@ -105,8 +125,9 @@ export async function initializeTauriListeners() {
       characterState.setState(mappedState);
     }
   });
+  unlisteners.push(stateUnlisten);
 
-  await listen<OutputPayload>("claude:output", (event) => {
+  const outputUnlisten = await listen<OutputPayload>("claude:output", (event) => {
     const { line_type, content, tool_name } = event.payload;
     claudeStore.addLine(
       line_type as "user" | "assistant" | "system" | "tool" | "error",
@@ -114,21 +135,25 @@ export async function initializeTauriListeners() {
       tool_name || undefined
     );
   });
+  unlisteners.push(outputUnlisten);
 
-  await listen<string>("claude:stream", () => {
+  const streamUnlisten = await listen<string>("claude:stream", () => {
     // no-op
   });
+  unlisteners.push(streamUnlisten);
 
-  await listen<string>("claude:session", (event) => {
+  const sessionUnlisten = await listen<string>("claude:session", (event) => {
     claudeStore.setSessionId(event.payload);
     claudeStore.addLine("system", `Session: ${event.payload.substring(0, 8)}...`);
   });
+  unlisteners.push(sessionUnlisten);
 
-  await listen<string>("claude:cwd", (event) => {
+  const cwdUnlisten = await listen<string>("claude:cwd", (event) => {
     claudeStore.setWorkingDirectory(event.payload);
   });
+  unlisteners.push(cwdUnlisten);
 
-  await listen<PermissionPromptEvent>("claude:permission", (event) => {
+  const permissionUnlisten = await listen<PermissionPromptEvent>("claude:permission", (event) => {
     const { id, tool_name, tool_input, description } = event.payload;
     claudeStore.requestPermission({
       id,
@@ -138,6 +163,18 @@ export async function initializeTauriListeners() {
     });
     claudeStore.addLine("system", `Permission requested for: ${tool_name}`);
   });
+  unlisteners.push(permissionUnlisten);
 
   console.log("Tauri event listeners initialized");
 }
+
+export function cleanupTauriListeners() {
+  // Cleanup all event listeners
+  unlisteners.forEach((unlisten) => unlisten());
+  unlisteners = [];
+
+  // Cleanup notification rules
+  cleanupNotificationRules();
+
+  console.log("Tauri event listeners cleaned up");
+}
diff --git a/src/routes/+page.svelte b/src/routes/+page.svelte
index c76da79..6c309a8 100644
--- a/src/routes/+page.svelte
+++ b/src/routes/+page.svelte
@@ -1,7 +1,8 @@
 <script lang="ts">
-  import { onMount } from "svelte";
-  import { initializeTauriListeners } from "$lib/tauri";
+  import { onMount, onDestroy } from "svelte";
+  import { initializeTauriListeners, cleanupTauriListeners } from "$lib/tauri";
   import { configStore, applyTheme } from "$lib/stores/config";
+  import "$lib/notifications/testNotifications";
   import Terminal from "$lib/components/Terminal.svelte";
   import InputBar from "$lib/components/InputBar.svelte";
   import StatusBar from "$lib/components/StatusBar.svelte";
@@ -9,13 +10,25 @@
   import PermissionModal from "$lib/components/PermissionModal.svelte";
   import ConfigSidebar from "$lib/components/ConfigSidebar.svelte";
 
-  onMount(async () => {
-    await initializeTauriListeners();
-    await configStore.loadConfig();
+  let initialized = false;
 
-    // Apply saved theme on startup
-    const config = configStore.getConfig();
-    applyTheme(config.theme);
+  onMount(async () => {
+    if (!initialized) {
+      initialized = true;
+      await initializeTauriListeners();
+      await configStore.loadConfig();
+
+      // Apply saved theme on startup
+      const config = configStore.getConfig();
+      applyTheme(config.theme);
+    }
+  });
+
+  onDestroy(() => {
+    if (initialized) {
+      cleanupTauriListeners();
+      initialized = false;
+    }
   });
 </script>
 
diff --git a/static/sounds/access-please.mp3 b/static/sounds/access-please.mp3
new file mode 100644
index 0000000..bc20791
Binary files /dev/null and b/static/sounds/access-please.mp3 differ
diff --git a/static/sounds/connected.mp3 b/static/sounds/connected.mp3
new file mode 100644
index 0000000..3981aee
Binary files /dev/null and b/static/sounds/connected.mp3 differ
diff --git a/static/sounds/im-done.mp3 b/static/sounds/im-done.mp3
new file mode 100644
index 0000000..23251cd
Binary files /dev/null and b/static/sounds/im-done.mp3 differ
diff --git a/static/sounds/oh-no.mp3 b/static/sounds/oh-no.mp3
new file mode 100644
index 0000000..a7bb9aa
Binary files /dev/null and b/static/sounds/oh-no.mp3 differ
diff --git a/static/sounds/test-notification.html b/static/sounds/test-notification.html
new file mode 100644
index 0000000..0892844
--- /dev/null
+++ b/static/sounds/test-notification.html
@@ -0,0 +1,93 @@
+<!doctype html>
+<html>
+  <head>
+    <title>Notification Sound Test</title>
+    <style>
+      body {
+        font-family: Arial, sans-serif;
+        max-width: 600px;
+        margin: 50px auto;
+        padding: 20px;
+        background: #1a1a1a;
+        color: #fff;
+      }
+      .test-button {
+        padding: 10px 20px;
+        margin: 10px;
+        background: #0066ff;
+        color: white;
+        border: none;
+        border-radius: 5px;
+        cursor: pointer;
+        font-size: 16px;
+      }
+      .test-button:hover {
+        background: #0052cc;
+      }
+      .info {
+        margin-top: 20px;
+        padding: 15px;
+        background: #333;
+        border-radius: 5px;
+        font-size: 14px;
+        line-height: 1.6;
+      }
+      .sound-item {
+        margin: 10px 0;
+        padding: 10px;
+        background: #2a2a2a;
+        border-radius: 3px;
+      }
+    </style>
+  </head>
+  <body>
+    <h1>🎵 Hikari Notification Test Page</h1>
+
+    <div class="info">
+      <h2>Required Sound Files:</h2>
+      <p>Please generate these TTS sounds and place them in <code>/static/sounds/</code>:</p>
+
+      <div class="sound-item">
+        <strong>im-done.mp3</strong> - "I'm done!" (cheerful, accomplished)
+      </div>
+      <div class="sound-item">
+        <strong>oh-no.mp3</strong> - "Oh no..." (concerned, but not panicked)
+      </div>
+      <div class="sound-item">
+        <strong>access-please.mp3</strong> - "Access please!" (polite, questioning)
+      </div>
+      <div class="sound-item"><strong>connected.mp3</strong> - "Connected!" (happy, energetic)</div>
+      <div class="sound-item">
+        <strong>working-on-it.mp3</strong> - "Working on it!" (determined, focused)
+      </div>
+    </div>
+
+    <h2>Test Sounds:</h2>
+    <p>Click to test each notification sound (once files are in place):</p>
+
+    <button class="test-button" onclick="playSound('im-done.mp3')">Success - "I'm done!"</button>
+    <button class="test-button" onclick="playSound('oh-no.mp3')">Error - "Oh no..."</button>
+    <button class="test-button" onclick="playSound('access-please.mp3')">
+      Permission - "Access please!"
+    </button>
+    <button class="test-button" onclick="playSound('connected.mp3')">
+      Connection - "Connected!"
+    </button>
+    <button class="test-button" onclick="playSound('working-on-it.mp3')">
+      Task Start - "Working on it!"
+    </button>
+
+    <script>
+      function playSound(filename) {
+        const audio = new Audio("/sounds/" + filename);
+        audio.volume = 0.7;
+        audio.play().catch((err) => {
+          alert(
+            "Sound file not found: " + filename + "\n\nPlease add the sound file to /static/sounds/"
+          );
+          console.error("Audio playback failed:", err);
+        });
+      }
+    </script>
+  </body>
+</html>
diff --git a/static/sounds/working-on-it.mp3 b/static/sounds/working-on-it.mp3
new file mode 100644
index 0000000..b30a106
Binary files /dev/null and b/static/sounds/working-on-it.mp3 differ