diff --git a/apps/desktop/src/components/shortcut-input.tsx b/apps/desktop/src/components/shortcut-input.tsx
index 6fc9cb2..2f40520 100644
--- a/apps/desktop/src/components/shortcut-input.tsx
+++ b/apps/desktop/src/components/shortcut-input.tsx
@@ -6,8 +6,8 @@ import { api } from "@/trpc/react";
 import { toast } from "sonner";
 
 interface ShortcutInputProps {
-  value?: string;
-  onChange: (value: string) => void;
+  value?: string[];
+  onChange: (value: string[]) => void;
   isRecordingShortcut?: boolean;
   onRecordingShortcutChange: (recording: boolean) => void;
 }
@@ -17,7 +17,7 @@ const MAX_KEY_COMBINATION_LENGTH = 4;
 
 type ValidationResult = {
   valid: boolean;
-  shortcut?: string;
+  shortcut?: string[];
   error?: string;
 };
 
@@ -45,7 +45,8 @@ function validateShortcut(keys: string[]): ValidationResult {
     };
   }
 
-  return { valid: true, shortcut: [...modifierKeys, ...regularKeys].join("+") };
+  // Return array format: modifiers first, then regular keys
+  return { valid: true, shortcut: [...modifierKeys, ...regularKeys] };
 }
 
 function RecordingDisplay({
@@ -90,17 +91,20 @@ function ShortcutDisplay({
   value,
   onEdit,
 }: {
-  value?: string;
+  value?: string[];
   onEdit: () => void;
 }) {
+  // Format array as display string (e.g., ["Fn", "Space"] -> "Fn+Space")
+  const displayValue = value?.length ? value.join("+") : undefined;
+
   return (
     <>
-      {value && (
+      {displayValue && (
         <kbd
           onClick={onEdit}
           className="inline-flex items-center px-3 py-1 bg-muted hover:bg-muted/70 rounded-md text-sm font-mono cursor-pointer transition-colors"
         >
-          {value}
+          {displayValue}
         </kbd>
       )}
       <Button
diff --git a/apps/desktop/src/db/app-settings.ts b/apps/desktop/src/db/app-settings.ts
index c9a354a..098d495 100644
--- a/apps/desktop/src/db/app-settings.ts
+++ b/apps/desktop/src/db/app-settings.ts
@@ -10,6 +10,11 @@
  * - To update a single field, fetch the current section, modify it, and save the complete section
  * - The SettingsService handles this pattern correctly for all methods
  * - Direct calls to updateAppSettings should pass complete sections
+ *
+ * Settings Versioning:
+ * - Settings have a version number for migrations
+ * - When schema changes, increment CURRENT_SETTINGS_VERSION and add a migration function
+ * - Migrations run automatically when loading settings with an older version
  */
 
 import { eq } from "drizzle-orm";
@@ -21,21 +26,82 @@ import {
 } from "./schema";
 import { isWindows, isMacOS } from "../utils/platform";
 
+// Current settings schema version - increment when making breaking changes
+const CURRENT_SETTINGS_VERSION = 2;
+
+// Type for v1 settings (before shortcuts array migration)
+interface AppSettingsDataV1 extends Omit<AppSettingsData, "shortcuts"> {
+  shortcuts?: {
+    pushToTalk?: string;
+    toggleRecording?: string;
+    toggleWindow?: string;
+  };
+}
+
+// Migration function type
+type MigrationFn = (data: unknown) => AppSettingsData;
+
+// Migration functions - keyed by target version
+const migrations: Record<number, MigrationFn> = {
+  // v1 -> v2: Convert shortcuts from string ("Fn+Space") to array (["Fn", "Space"])
+  2: (data: unknown): AppSettingsData => {
+    const oldData = data as AppSettingsDataV1;
+    const oldShortcuts = oldData.shortcuts;
+
+    // Convert string shortcuts to arrays
+    const convertShortcut = (
+      shortcut: string | undefined,
+    ): string[] | undefined => {
+      if (!shortcut || shortcut === "") {
+        return undefined;
+      }
+      return shortcut.split("+");
+    };
+
+    return {
+      ...oldData,
+      shortcuts: oldShortcuts
+        ? {
+            pushToTalk: convertShortcut(oldShortcuts.pushToTalk),
+            toggleRecording: convertShortcut(oldShortcuts.toggleRecording),
+          }
+        : undefined,
+    } as AppSettingsData;
+  },
+};
+
+/**
+ * Run migrations from current version to target version
+ */
+function migrateSettings(data: unknown, fromVersion: number): AppSettingsData {
+  let currentData = data;
+
+  for (let v = fromVersion + 1; v <= CURRENT_SETTINGS_VERSION; v++) {
+    const migrationFn = migrations[v];
+    if (migrationFn) {
+      currentData = migrationFn(currentData);
+      console.log(`[Settings] Migrated settings from v${v - 1} to v${v}`);
+    }
+  }
+
+  return currentData as AppSettingsData;
+}
+
 // Singleton ID for app settings (we only have one settings record)
 const SETTINGS_ID = 1;
 
-// Platform-specific default shortcuts
+// Platform-specific default shortcuts (array format)
 const getDefaultShortcuts = () => {
   if (isMacOS()) {
     return {
-      pushToTalk: "Fn",
-      toggleRecording: "Fn+Space",
+      pushToTalk: ["Fn"],
+      toggleRecording: ["Fn", "Space"],
     };
   } else {
     // Windows and Linux
     return {
-      pushToTalk: "Ctrl+Win",
-      toggleRecording: "Ctrl+Win+Space",
+      pushToTalk: ["Ctrl", "Win"],
+      toggleRecording: ["Ctrl", "Win", "Space"],
     };
   }
 };
@@ -75,7 +141,7 @@ const defaultSettings: AppSettingsData = {
   },
 };
 
-// Get all app settings
+// Get all app settings (with automatic migration if needed)
 export async function getAppSettings(): Promise<AppSettingsData> {
   const result = await db
     .select()
@@ -88,7 +154,30 @@ export async function getAppSettings(): Promise<AppSettingsData> {
     return defaultSettings;
   }
 
-  return result[0].data;
+  const record = result[0];
+
+  // Check if migration is needed
+  if (record.version < CURRENT_SETTINGS_VERSION) {
+    const migratedData = migrateSettings(record.data, record.version);
+
+    // Save migrated data with new version
+    const now = new Date();
+    await db
+      .update(appSettings)
+      .set({
+        data: migratedData,
+        version: CURRENT_SETTINGS_VERSION,
+        updatedAt: now,
+      })
+      .where(eq(appSettings.id, SETTINGS_ID));
+
+    console.log(
+      `[Settings] Migration complete: v${record.version} -> v${CURRENT_SETTINGS_VERSION}`,
+    );
+    return migratedData;
+  }
+
+  return record.data;
 }
 
 // Update app settings (shallow merge at top level only)
@@ -167,7 +256,7 @@ async function createDefaultSettings(): Promise<void> {
   const newSettings: NewAppSettings = {
     id: SETTINGS_ID,
     data: defaultSettings,
-    version: 1,
+    version: CURRENT_SETTINGS_VERSION,
     createdAt: now,
     updatedAt: now,
   };
diff --git a/apps/desktop/src/db/schema.ts b/apps/desktop/src/db/schema.ts
index 5981235..d1493b6 100644
--- a/apps/desktop/src/db/schema.ts
+++ b/apps/desktop/src/db/schema.ts
@@ -132,9 +132,8 @@ export interface AppSettingsData {
     preferredMicrophoneName?: string;
   };
   shortcuts?: {
-    pushToTalk?: string;
-    toggleRecording?: string;
-    toggleWindow?: string;
+    pushToTalk?: string[];
+    toggleRecording?: string[];
   };
 
   modelProvidersConfig?: {
diff --git a/apps/desktop/src/main/managers/shortcut-manager.ts b/apps/desktop/src/main/managers/shortcut-manager.ts
index ab18623..696b644 100644
--- a/apps/desktop/src/main/managers/shortcut-manager.ts
+++ b/apps/desktop/src/main/managers/shortcut-manager.ts
@@ -15,15 +15,15 @@ interface KeyInfo {
 }
 
 interface ShortcutConfig {
-  pushToTalk: string;
-  toggleRecording: string;
+  pushToTalk: string[];
+  toggleRecording: string[];
 }
 
 export class ShortcutManager extends EventEmitter {
   private activeKeys = new Map<string, KeyInfo>();
   private shortcuts: ShortcutConfig = {
-    pushToTalk: "",
-    toggleRecording: "",
+    pushToTalk: [],
+    toggleRecording: [],
   };
   private settingsService: SettingsService;
   private nativeBridge: NativeBridge | null = null;
@@ -162,26 +162,26 @@ export class ShortcutManager extends EventEmitter {
   }
 
   private isPTTShortcutPressed(): boolean {
-    if (!this.shortcuts.pushToTalk) {
+    const pttKeys = this.shortcuts.pushToTalk;
+    if (!pttKeys || pttKeys.length === 0) {
       return false;
     }
 
-    const pttKeys = this.shortcuts.pushToTalk.split("+");
     const activeKeysList = this.getActiveKeys();
 
-    //! This should only be a subset match
+    // PTT: subset match - all PTT keys must be pressed (can have extra keys)
     return pttKeys.every((key) => activeKeysList.includes(key));
   }
 
   private isToggleRecordingShortcutPressed(): boolean {
-    if (!this.shortcuts.toggleRecording) {
+    const toggleKeys = this.shortcuts.toggleRecording;
+    if (!toggleKeys || toggleKeys.length === 0) {
       return false;
     }
 
-    const toggleKeys = this.shortcuts.toggleRecording.split("+");
     const activeKeysList = this.getActiveKeys();
 
-    // Check if toggle recording keys match active keys exactly
+    // Toggle: exact match - only these keys pressed, no extra keys
     return (
       toggleKeys.length === activeKeysList.length &&
       toggleKeys.every((key) => activeKeysList.includes(key))
diff --git a/apps/desktop/src/renderer/main/pages/settings/shortcuts/index.tsx b/apps/desktop/src/renderer/main/pages/settings/shortcuts/index.tsx
index c1908d1..2fa89c8 100644
--- a/apps/desktop/src/renderer/main/pages/settings/shortcuts/index.tsx
+++ b/apps/desktop/src/renderer/main/pages/settings/shortcuts/index.tsx
@@ -7,8 +7,10 @@ import { api } from "@/trpc/react";
 import { toast } from "sonner";
 
 export function ShortcutsSettingsPage() {
-  const [pushToTalkShortcut, setPushToTalkShortcut] = useState("");
-  const [toggleRecordingShortcut, setToggleRecordingShortcut] = useState("");
+  const [pushToTalkShortcut, setPushToTalkShortcut] = useState<string[]>([]);
+  const [toggleRecordingShortcut, setToggleRecordingShortcut] = useState<
+    string[]
+  >([]);
   const [recordingShortcut, setRecordingShortcut] = useState<
     "pushToTalk" | "toggleRecording" | null
   >(null);
@@ -40,7 +42,7 @@ export function ShortcutsSettingsPage() {
     }
   }, [shortcutsQuery.data]);
 
-  const handlePushToTalkChange = (shortcut: string) => {
+  const handlePushToTalkChange = (shortcut: string[]) => {
     setPushToTalkShortcut(shortcut);
     setShortcutMutation.mutate({
       type: "pushToTalk",
@@ -48,7 +50,7 @@ export function ShortcutsSettingsPage() {
     });
   };
 
-  const handleToggleRecordingChange = (shortcut: string) => {
+  const handleToggleRecordingChange = (shortcut: string[]) => {
     setToggleRecordingShortcut(shortcut);
     setShortcutMutation.mutate({
       type: "toggleRecording",
diff --git a/apps/desktop/src/renderer/onboarding/components/shared/OnboardingShortcutInput.tsx b/apps/desktop/src/renderer/onboarding/components/shared/OnboardingShortcutInput.tsx
index 0308a13..98a6615 100644
--- a/apps/desktop/src/renderer/onboarding/components/shared/OnboardingShortcutInput.tsx
+++ b/apps/desktop/src/renderer/onboarding/components/shared/OnboardingShortcutInput.tsx
@@ -8,7 +8,7 @@ import { api } from "@/trpc/react";
  * Wraps ShortcutInput with label and handles data fetching/saving
  */
 export function OnboardingShortcutInput() {
-  const [pushToTalkShortcut, setPushToTalkShortcut] = useState("");
+  const [pushToTalkShortcut, setPushToTalkShortcut] = useState<string[]>([]);
   const [isRecording, setIsRecording] = useState(false);
 
   const utils = api.useUtils();
@@ -26,7 +26,7 @@ export function OnboardingShortcutInput() {
     }
   }, [shortcutsQuery.data]);
 
-  const handleShortcutChange = (shortcut: string) => {
+  const handleShortcutChange = (shortcut: string[]) => {
     setPushToTalkShortcut(shortcut);
     setShortcutMutation.mutate({
       type: "pushToTalk",
diff --git a/apps/desktop/src/services/settings-service.ts b/apps/desktop/src/services/settings-service.ts
index 48da0b1..1d9cc80 100644
--- a/apps/desktop/src/services/settings-service.ts
+++ b/apps/desktop/src/services/settings-service.ts
@@ -8,14 +8,13 @@ import {
   updateAppSettings,
 } from "../db/app-settings";
 import type { AppSettingsData } from "../db/schema";
-import { isMacOS } from "../utils/platform";
 
 /**
  * Database-backed settings service with typed configuration
  */
 export interface ShortcutsConfig {
-  pushToTalk: string;
-  toggleRecording: string;
+  pushToTalk: string[];
+  toggleRecording: string[];
 }
 
 export interface AppPreferences {
@@ -133,18 +132,14 @@ export class SettingsService extends EventEmitter {
   }
 
   /**
-   * Get shortcuts configuration with defaults
+   * Get shortcuts configuration
+   * Defaults are handled by app-settings.ts during initialization/migration
    */
   async getShortcuts(): Promise<ShortcutsConfig> {
     const shortcuts = await getSettingsSection("shortcuts");
-    // Return platform-specific defaults if not set
-    const defaults = isMacOS()
-      ? { pushToTalk: "Fn", toggleRecording: "Fn+Space" }
-      : { pushToTalk: "Ctrl+Win", toggleRecording: "Ctrl+Win+Space" };
-
     return {
-      pushToTalk: shortcuts?.pushToTalk || defaults.pushToTalk,
-      toggleRecording: shortcuts?.toggleRecording || defaults.toggleRecording,
+      pushToTalk: shortcuts?.pushToTalk ?? [],
+      toggleRecording: shortcuts?.toggleRecording ?? [],
     };
   }
 
@@ -152,10 +147,14 @@ export class SettingsService extends EventEmitter {
    * Update shortcuts configuration
    */
   async setShortcuts(shortcuts: ShortcutsConfig): Promise<void> {
-    // Store empty strings as undefined to clear shortcuts
+    // Store empty arrays as undefined to clear shortcuts
     const dataToStore = {
-      pushToTalk: shortcuts.pushToTalk || undefined,
-      toggleRecording: shortcuts.toggleRecording || undefined,
+      pushToTalk: shortcuts.pushToTalk?.length
+        ? shortcuts.pushToTalk
+        : undefined,
+      toggleRecording: shortcuts.toggleRecording?.length
+        ? shortcuts.toggleRecording
+        : undefined,
     };
     await updateSettingsSection("shortcuts", dataToStore);
   }
diff --git a/apps/desktop/src/trpc/routers/settings.ts b/apps/desktop/src/trpc/routers/settings.ts
index a0fba67..5db791d 100644
--- a/apps/desktop/src/trpc/routers/settings.ts
+++ b/apps/desktop/src/trpc/routers/settings.ts
@@ -11,10 +11,10 @@ const FormatterConfigSchema = z.object({
   enabled: z.boolean(),
 });
 
-// Shortcut schema
+// Shortcut schema (array of key names)
 const SetShortcutSchema = z.object({
   type: z.enum(["pushToTalk", "toggleRecording"]),
-  shortcut: z.string(),
+  shortcut: z.array(z.string()),
 });
 
 // Model providers schemas