diff --git a/assets/entitlements.plist b/assets/entitlements.plist
new file mode 100644
index 0000000..cf673fc
--- /dev/null
+++ b/assets/entitlements.plist
@@ -0,0 +1,13 @@
+<?xml version="1.0" encoding="UTF-8"?>
+<!DOCTYPE plist PUBLIC "-//Apple//DTD PLIST 1.0//EN"
+  "http://www.apple.com/DTDs/PropertyList-1.0.dtd">
+<plist version="1.0">
+<dict>
+    <key>com.apple.security.app-sandbox</key>
+    <false/>
+    <key>com.apple.security.device.input-monitoring</key>
+    <true/>
+    <key>com.apple.security.temporary-exception.accessibility</key>
+    <true/>
+</dict>
+</plist>
diff --git a/scripts/sign-macos.sh b/scripts/sign-macos.sh
index 881f50f..3b1c162 100755
--- a/scripts/sign-macos.sh
+++ b/scripts/sign-macos.sh
@@ -1,5 +1,7 @@
 #!/usr/bin/env -S bash -e
 
+ENTITLEMENTS_PATH="assets/entitlements.plist"
+
 APP_BUNDLE_PATH="${APP_BUNDLE_PATH:?APP_BUNDLE_PATH not set}"
 
 # 1. Create a temporary keychain and import certificate
@@ -29,6 +31,7 @@ security set-key-partition-list -S apple-tool:,apple:,codesign: \
 
 # 2. Sign app bundle
 codesign --deep --force --options runtime --timestamp \
+  --entitlements $ENTITLEMENTS_PATH \
   --sign "$MACOS_CERTIFICATE_NAME" \
   "$APP_BUNDLE_PATH"
 
diff --git a/src/platform/macos/accessibility.rs b/src/platform/macos/accessibility.rs
new file mode 100644
index 0000000..38b4b73
--- /dev/null
+++ b/src/platform/macos/accessibility.rs
@@ -0,0 +1,90 @@
+/// Taken from: <https://github.com/acsandmann/rift/blob/main/src/sys/accessibility.rs>
+use std::ffi::c_void;
+use std::thread;
+use std::time::{Duration, Instant};
+
+use log::info;
+use objc2::rc::autoreleasepool;
+use objc2::runtime::AnyObject;
+use objc2::{class, msg_send};
+
+#[link(name = "ApplicationServices", kind = "framework")]
+unsafe extern "C" {
+    fn AXIsProcessTrustedWithOptions(options: *const c_void) -> bool;
+
+    static kAXTrustedCheckOptionPrompt: *const c_void;
+}
+
+#[link(name = "CoreFoundation", kind = "framework")]
+unsafe extern "C" {
+    static kCFBooleanTrue: *const c_void;
+    static kCFBooleanFalse: *const c_void;
+}
+
+const AX_POLL_INTERVAL: Duration = Duration::from_millis(250);
+const AX_POLL_TIMEOUT: Duration = Duration::from_secs(30);
+
+#[inline]
+fn ax_is_trusted() -> bool {
+    unsafe {
+        autoreleasepool(|_| {
+            let keys: [*mut AnyObject; 1] = [kAXTrustedCheckOptionPrompt as *mut AnyObject];
+            let vals: [*mut AnyObject; 1] = [kCFBooleanFalse as *mut AnyObject];
+            let dict: *mut AnyObject = msg_send![
+                class!(NSDictionary),
+                dictionaryWithObjects: vals.as_ptr(),
+                forKeys:              keys.as_ptr(),
+                count:                1usize
+            ];
+
+            AXIsProcessTrustedWithOptions(dict.cast())
+        })
+    }
+}
+
+#[allow(unsafe_op_in_unsafe_fn)]
+unsafe fn prompt_ax_trust_dialog() {
+    autoreleasepool(|_| {
+        let keys: [*mut AnyObject; 1] = [kAXTrustedCheckOptionPrompt as *mut AnyObject];
+        let vals: [*mut AnyObject; 1] = [kCFBooleanTrue as *mut AnyObject];
+
+        let dict: *mut AnyObject = msg_send![
+            class!(NSDictionary),
+            dictionaryWithObjects: vals.as_ptr(),
+            forKeys:              keys.as_ptr(),
+            count:                1usize
+        ];
+
+        let _ = AXIsProcessTrustedWithOptions(dict.cast());
+    });
+}
+
+pub fn ensure_accessibility_permission() {
+    if ax_is_trusted() {
+        return;
+    }
+
+    info!("Accessibility permission is not granted; prompting user for permission now.");
+
+    unsafe { prompt_ax_trust_dialog() };
+
+    let start = Instant::now();
+    loop {
+        if ax_is_trusted() {
+            info!("Accessibility permission granted");
+            return;
+        }
+
+        if start.elapsed() >= AX_POLL_TIMEOUT {
+            break;
+        }
+
+        thread::sleep(AX_POLL_INTERVAL);
+    }
+
+    println!(
+        "Rustcast still does not have accessibility permission. Enable it in System Settings > Privacy & Security > Accessibility, then restart Rustcast."
+    );
+
+    std::process::exit(1);
+}
diff --git a/src/platform/macos/launching.rs b/src/platform/macos/launching.rs
index 5ef49b4..e6d22a9 100644
--- a/src/platform/macos/launching.rs
+++ b/src/platform/macos/launching.rs
@@ -3,9 +3,13 @@ use std::sync::{Arc, Mutex};
 use block2::RcBlock;
 use objc2_app_kit::{NSEvent, NSEventMask, NSEventModifierFlags, NSEventType};
 
-use crate::app::{Message, tile::ExtSender};
+use crate::{
+    app::{Message, tile::ExtSender},
+    platform::macos::accessibility::ensure_accessibility_permission,
+};
 
 pub fn global_handler(sender: ExtSender) {
+    ensure_accessibility_permission();
     local_handler(sender.clone());
     let mask = NSEventMask::KeyDown | NSEventMask::FlagsChanged;
     let sender = Arc::new(Mutex::new(sender.0.clone()));
diff --git a/src/platform/macos/login.rs b/src/platform/macos/login.rs
deleted file mode 100644
index e69de29..0000000
diff --git a/src/platform/macos/mod.rs b/src/platform/macos/mod.rs
index 0441f05..4a6a340 100644
--- a/src/platform/macos/mod.rs
+++ b/src/platform/macos/mod.rs
@@ -1,4 +1,5 @@
 //! Macos specific logic, such as window settings, etc.
+pub mod accessibility;
 pub mod discovery;
 pub mod haptics;
 pub mod launching;