diff --git a/backend/src/api/auth.rs b/backend/src/api/auth.rs
index 1622059..305e4c6 100644
--- a/backend/src/api/auth.rs
+++ b/backend/src/api/auth.rs
@@ -445,41 +445,61 @@ fn logout(cookies: &CookieJar<'_>) -> String {
     String::from("User logged out")
 }
 
+#[serde_as]
+#[derive(Debug, Serialize)]
+#[serde(rename_all = "camelCase")]
+struct AuthToken {
+    token: String,
+    #[serde_as(as = "TimestampSeconds<String>")]
+    created_at: SystemTime,
+}
+
+impl From<models::AuthToken> for AuthToken {
+    fn from(value: models::AuthToken) -> Self {
+        Self {
+            token: value.token,
+            created_at: value.creation_time,
+        }
+    }
+}
+
 /// Beware: this replaces the current auth token with a new one. The old one becomes invalid.
 #[post("/auth/token")]
-async fn create_auth_token(user: UserId, db: DbConn) -> Result<String, AuthError> {
+async fn create_auth_token(user: UserId, db: DbConn) -> Result<Json<AuthToken>, AuthError> {
     let uid = BigDecimal::from_u64(user.0).ok_or_else(AuthError::bigdecimal_error)?;
 
-    let auth_token: String = iter::repeat(())
+    let random_token: String = iter::repeat(())
         .map(|_| OsRng.sample(Alphanumeric))
         .map(char::from)
         .take(32)
         .collect();
 
+    let auth_token = models::AuthToken {
+        user_id: uid,
+        token: random_token.clone(),
+        creation_time: SystemTime::now(),
+    };
+
     {
-        let auth_token = models::AuthToken {
-            user_id: uid,
-            token: auth_token.clone(),
-            creation_time: SystemTime::now(),
-        };
+        let auth_token = auth_token.clone();
         db.run(move |c| {
             use crate::db::schema::authtokens::dsl::*;
 
             diesel::insert_into(authtokens)
-                .values(&auth_token.clone())
+                .values(&auth_token)
                 .on_conflict(user_id)
                 .do_update()
-                .set(auth_token)
+                .set(&auth_token)
                 .execute(c)
         })
         .await?;
     }
 
-    Ok(auth_token)
+    Ok(Json(auth_token.into()))
 }
 
 #[get("/auth/token")]
-async fn get_auth_token(user: UserId, db: DbConn) -> Result<String, AuthError> {
+async fn get_auth_token(user: UserId, db: DbConn) -> Result<Json<AuthToken>, AuthError> {
     let uid = BigDecimal::from_u64(user.0).ok_or_else(AuthError::bigdecimal_error)?;
 
     let token = db
@@ -497,5 +517,5 @@ async fn get_auth_token(user: UserId, db: DbConn) -> Result<String, AuthError> {
             }
         })?;
 
-    Ok(token.token)
+    Ok(Json(token.into()))
 }
diff --git a/backend/src/api/sounds.rs b/backend/src/api/sounds.rs
index d0ab043..c80bda2 100644
--- a/backend/src/api/sounds.rs
+++ b/backend/src/api/sounds.rs
@@ -1,14 +1,8 @@
-use crate::api::auth::UserId;
-use crate::api::Snowflake;
-use crate::audio_utils;
-use crate::db::models;
-use crate::db::DbConn;
-use crate::discord::management::check_guild_moderator;
-use crate::discord::management::check_guild_user;
-use crate::discord::management::get_guilds_for_user;
-use crate::discord::management::PermissionError;
-use crate::file_handling;
-use crate::CacheHttp;
+use std::convert::TryFrom;
+use std::num::TryFromIntError;
+use std::path::PathBuf;
+use std::time::SystemTime;
+
 use bigdecimal::BigDecimal;
 use bigdecimal::FromPrimitive;
 use bigdecimal::ToPrimitive;
@@ -26,12 +20,20 @@ use serde::Serialize;
 use serde_with::serde_as;
 use serde_with::TimestampSeconds;
 use serenity::model::id::GuildId;
-use std::convert::TryFrom;
-use std::num::TryFromIntError;
-use std::path::PathBuf;
-use std::time::SystemTime;
 use tokio::fs;
 
+use crate::api::auth::UserId;
+use crate::api::Snowflake;
+use crate::audio_utils;
+use crate::db::models;
+use crate::db::DbConn;
+use crate::discord::management::check_guild_moderator;
+use crate::discord::management::check_guild_user;
+use crate::discord::management::get_guilds_for_user;
+use crate::discord::management::PermissionError;
+use crate::file_handling;
+use crate::CacheHttp;
+
 pub fn get_routes() -> Vec<Route> {
     routes![
         list_sounds,
@@ -114,7 +116,7 @@ struct Sound {
     #[serde_as(as = "TimestampSeconds<String>")]
     created_at: SystemTime,
     volume_adjustment: Option<f32>,
-    soundfile: Option<Soundfile>,
+    sound_file: Option<Soundfile>,
 }
 
 #[serde_as]
@@ -144,7 +146,7 @@ impl TryFrom<(models::Sound, Option<models::Soundfile>)> for Sound {
             category: s.category,
             created_at: s.created_at,
             volume_adjustment: s.volume_adjustment,
-            soundfile: f.map(|f| Soundfile {
+            sound_file: f.map(|f| Soundfile {
                 max_volume: f.max_volume,
                 mean_volume: f.mean_volume,
                 length: f.length,
diff --git a/frontend/src/app/keybind-generator/keybind-generator.component.html b/frontend/src/app/keybind-generator/keybind-generator.component.html
index b63aa4c..bc43c02 100644
--- a/frontend/src/app/keybind-generator/keybind-generator.component.html
+++ b/frontend/src/app/keybind-generator/keybind-generator.component.html
@@ -14,9 +14,19 @@
     automatically play sounds when a key combination on your computer is pressed.</p
   >
   <p
-    >The generated script contains a personal auth token for your account. Do not share it with others. It expires after a week, at which
-    point you will have to re-download the AutoHotkey script.</p
+    >The generated script contains a personal auth token for your account. Do not share it with others. You can regenerate it manually,
+    making all previously downloaded scripts invalid.</p
   >
+  <p class="auth-token-row" [ngSwitch]="authToken() != null">
+    <ng-container *ngSwitchCase="false">
+      <span>No auth token generated.</span>
+      <button mat-button (click)="regenerateToken()"><mat-icon>autorenew</mat-icon> Generate token</button>
+    </ng-container>
+    <ng-container *ngSwitchCase="true">
+      <span>Auth token generated on {{ authToken().createdAt * 1000 | date : 'short' }}</span>
+      <button mat-button (click)="regenerateToken()"><mat-icon>autorenew</mat-icon> Regenerate token</button>
+    </ng-container>
+  </p>
   <div class="table-wrapper mat-elevation-z8">
     <mat-table [dataSource]="keybinds" cdkDropList [cdkDropListData]="keybinds" (cdkDropListDropped)="onDrop($event)">
       <ng-container matColumnDef="dragDrop">
diff --git a/frontend/src/app/keybind-generator/keybind-generator.component.scss b/frontend/src/app/keybind-generator/keybind-generator.component.scss
index cd17686..187ee26 100644
--- a/frontend/src/app/keybind-generator/keybind-generator.component.scss
+++ b/frontend/src/app/keybind-generator/keybind-generator.component.scss
@@ -35,6 +35,12 @@ mat-toolbar {
   }
 }
 
+.auth-token-row {
+  display: flex;
+  align-items: center;
+  gap: 8px;
+}
+
 .table-wrapper {
   margin-bottom: 16px;
   overflow-x: auto;
diff --git a/frontend/src/app/keybind-generator/keybind-generator.component.ts b/frontend/src/app/keybind-generator/keybind-generator.component.ts
index 63c3956..81c871f 100644
--- a/frontend/src/app/keybind-generator/keybind-generator.component.ts
+++ b/frontend/src/app/keybind-generator/keybind-generator.component.ts
@@ -2,10 +2,11 @@ import { ChangeDetectionStrategy, ChangeDetectorRef, Component, signal } from '@
 import { MatSnackBar } from '@angular/material/snack-bar';
 import { pull } from 'lodash-es';
 import { CdkDragDrop, moveItemInArray } from '@angular/cdk/drag-drop';
-import { Subject } from 'rxjs';
+import { catchError, forkJoin, of, Subject, tap, throwError } from 'rxjs';
 import { takeUntilDestroyed } from '@angular/core/rxjs-interop';
+import { HttpErrorResponse } from '@angular/common/http';
 import { AppSettingsService } from '../services/app-settings.service';
-import { ApiService } from '../services/api.service';
+import { ApiService, AuthToken } from '../services/api.service';
 import { Sound, SoundsService } from '../services/sounds.service';
 import { KeyCombination } from './keycombination-input/key-combination-input.component';
 
@@ -29,10 +30,16 @@ export class KeybindGeneratorComponent {
 
   readonly user = this.apiService.user();
 
-  readonly data$ = this.soundsService.loadSounds();
-  readonly dataLoaded$ = new Subject<Sound[]>();
+  readonly data$ = forkJoin([
+    this.soundsService.loadSounds(),
+    this.apiService
+      .getAuthToken()
+      .pipe(catchError(error => (error instanceof HttpErrorResponse && error.status === 404 ? of(null) : throwError(() => error)))),
+  ]);
+  readonly dataLoaded$ = new Subject<[Array<Sound>, AuthToken | null]>();
 
   readonly sounds = signal<Sound[]>(null);
+  readonly authToken = signal<AuthToken | null>(null);
   keybinds: Keybind[];
 
   constructor(
@@ -51,9 +58,10 @@ export class KeybindGeneratorComponent {
     }
     this.keybinds = initialKeybinds;
 
-    this.dataLoaded$.pipe(takeUntilDestroyed()).subscribe(sounds => {
+    this.dataLoaded$.pipe(takeUntilDestroyed()).subscribe(([sounds, authToken]) => {
       this.cleanupKeybinds(this.keybinds, sounds);
       this.sounds.set(sounds);
+      this.authToken.set(authToken);
     });
   }
 
@@ -64,6 +72,8 @@ export class KeybindGeneratorComponent {
       const sound = sounds.find(s => keybind.command && typeof keybind.command === 'object' && s.id === keybind.command.id);
       if (sound != null) {
         keybind.command = sound;
+      } else if (typeof keybind.command !== 'string') {
+        keybind.command = null;
       }
     }
   }
@@ -90,10 +100,26 @@ export class KeybindGeneratorComponent {
     this.downloadText(JSON.stringify(this.keybinds), 'keybinds.json');
   }
 
-  generateAutohotkey() {
+  regenerateToken() {
     this.apiService.generateAuthToken().subscribe({
-      next: authtoken => {
-        const script = this.generateAutohotkeyScript(authtoken, this.keybinds);
+      next: newToken => this.authToken.set(newToken),
+      error: error => {
+        console.error(error);
+        this.snackBar.open('Failed to generate new auth token.', 'Damn');
+      },
+    });
+  }
+
+  generateAutohotkey() {
+    const authToken = this.authToken();
+
+    const observable = authToken
+      ? of(authToken)
+      : this.apiService.generateAuthToken().pipe(tap(authToken => this.authToken.set(authToken)));
+
+    observable.subscribe({
+      next: authToken => {
+        const script = this.generateAutohotkeyScript(authToken.token, this.keybinds);
         this.downloadText(script, 'soundboard.ahk');
       },
       error: error => {
@@ -124,9 +150,9 @@ export class KeybindGeneratorComponent {
     };
   }
 
-  private generateAutohotkeyScript(authtoken: string, keybinds: Keybind[]) {
+  private generateAutohotkeyScript(authToken: string, keybinds: Keybind[]) {
     let script = 'PlaySound(server, id) {\n';
-    script += `command := "curl -X POST -H ""Authorization: Bearer ${authtoken}"" `;
+    script += `command := "curl -X POST -H ""Authorization: Bearer ${authToken}"" `;
     // eslint-disable-next-line max-len
     script += `""${window.location.protocol}//${window.location.hostname}:${window.location.port}/api/guilds/" . server . "/play/" . id . """"\n`;
     script += 'shell := ComObjCreate("WScript.Shell")\n';
@@ -135,7 +161,7 @@ export class KeybindGeneratorComponent {
     script += '}\n';
 
     script += 'ExecCommand(server, cmd) {\n';
-    script += `command := "curl -X POST -H ""Authorization: Bearer ${authtoken}"" `;
+    script += `command := "curl -X POST -H ""Authorization: Bearer ${authToken}"" `;
     // eslint-disable-next-line max-len
     script += `""${window.location.protocol}//${window.location.hostname}:${window.location.port}/api/guilds/" . server . "/" . cmd . """"\n`;
     script += 'shell := ComObjCreate("WScript.Shell")\n';
diff --git a/frontend/src/app/services/api.service.ts b/frontend/src/app/services/api.service.ts
index 497c693..fd8066e 100644
--- a/frontend/src/app/services/api.service.ts
+++ b/frontend/src/app/services/api.service.ts
@@ -35,6 +35,11 @@ export interface RandomInfix {
   displayName: string;
 }
 
+export interface AuthToken {
+  token: string;
+  createdAt: number;
+}
+
 @Injectable({
   providedIn: 'root',
 })
@@ -71,10 +76,10 @@ export class ApiService {
   }
 
   generateAuthToken() {
-    return this.http.post('/api/auth/token', {}, { responseType: 'text' });
+    return this.http.post<AuthToken>('/api/auth/token', {});
   }
 
   getAuthToken() {
-    return this.http.get('/api/auth/token', { responseType: 'text' });
+    return this.http.get<AuthToken>('/api/auth/token');
   }
 }
diff --git a/frontend/src/app/services/sounds.service.ts b/frontend/src/app/services/sounds.service.ts
index 311ac3a..e59ffc4 100644
--- a/frontend/src/app/services/sounds.service.ts
+++ b/frontend/src/app/services/sounds.service.ts
@@ -11,7 +11,7 @@ interface ApiSound {
   category: string;
   createdAt: number;
   volumeAdjustment?: number;
-  soundfile?: Readonly<SoundFile>;
+  soundFile?: Readonly<SoundFile>;
 }
 
 export interface SoundFile {
@@ -28,7 +28,7 @@ export class Sound implements ApiSound {
   category: string;
   createdAt: number;
   volumeAdjustment?: number;
-  soundfile?: Readonly<SoundFile>;
+  soundFile?: Readonly<SoundFile>;
 
   constructor(base: ApiSound) {
     this.id = base.id;
@@ -37,7 +37,7 @@ export class Sound implements ApiSound {
     this.category = base.category;
     this.createdAt = base.createdAt;
     this.volumeAdjustment = base.volumeAdjustment;
-    this.soundfile = base.soundfile;
+    this.soundFile = base.soundFile;
   }
 
   getDownloadUrl() {
diff --git a/frontend/src/app/settings/sound-manager/sound-details/sound-details.component.html b/frontend/src/app/settings/sound-manager/sound-details/sound-details.component.html
index ad51053..ac30830 100644
--- a/frontend/src/app/settings/sound-manager/sound-details/sound-details.component.html
+++ b/frontend/src/app/settings/sound-manager/sound-details/sound-details.component.html
@@ -2,7 +2,7 @@
   <mat-expansion-panel-header>
     <mat-panel-title>
       {{ sound().name }}{{ soundEntry.hasChanges() ? '*' : '' }}
-      <mat-icon *ngIf="sound().soundfile == null" matTooltip="No sound file uploaded. Click the upload button below."
+      <mat-icon *ngIf="sound().soundFile == null" matTooltip="No sound file uploaded. Click the upload button below."
         >error_outline</mat-icon
       >
     </mat-panel-title>
@@ -53,25 +53,25 @@ <h3>Statistics</h3>
           <div>Created</div>
           <div timeago [date]="sound().createdAt * 1000" [matTooltip]="sound().createdAt * 1000 | date : 'medium'"></div>
         </div>
-        <ng-container *ngIf="sound().soundfile != null; else noFile">
+        <ng-container *ngIf="sound().soundFile != null; else noFile">
           <div>
             <div>Max Volume</div>
-            <div>{{ sound().soundfile.maxVolume | number : '1.1-1' }} dB</div>
+            <div>{{ sound().soundFile.maxVolume | number : '1.1-1' }} dB</div>
           </div>
           <div>
             <div>Mean Volume</div>
-            <div>{{ sound().soundfile.meanVolume | number : '1.1-1' }} dB</div>
+            <div>{{ sound().soundFile.meanVolume | number : '1.1-1' }} dB</div>
           </div>
           <div>
             <div>Length</div>
-            <div>{{ sound().soundfile.length | number : '1.3-3' }} s</div>
+            <div>{{ sound().soundFile.length | number : '1.3-3' }} s</div>
           </div>
           <div>
             <div>Uploaded</div>
             <div
               timeago
-              [date]="sound().soundfile.uploadedAt * 1000"
-              [matTooltip]="sound().soundfile.uploadedAt * 1000 | date : 'medium'"
+              [date]="sound().soundFile.uploadedAt * 1000"
+              [matTooltip]="sound().soundFile.uploadedAt * 1000 | date : 'medium'"
             ></div>
           </div>
         </ng-container>
@@ -89,7 +89,7 @@ <h3>Statistics</h3>
     </button>
     <div class="spinner-button-container">
       <button mat-stroked-button [disabled]="isBusy" (click)="!isBusy && fileImport.click()"
-        ><mat-icon>file_upload</mat-icon> {{ sound().soundfile == null ? 'Upload' : 'Replace' }} sound</button
+        ><mat-icon>file_upload</mat-icon> {{ sound().soundFile == null ? 'Upload' : 'Replace' }} sound</button
       >
       <div class="spinner-container" *ngIf="isBusy">
         <mat-spinner diameter="24"></mat-spinner>
diff --git a/frontend/src/app/settings/sound-manager/sound-manager.component.ts b/frontend/src/app/settings/sound-manager/sound-manager.component.ts
index d7d4393..67dbbda 100644
--- a/frontend/src/app/settings/sound-manager/sound-manager.component.ts
+++ b/frontend/src/app/settings/sound-manager/sound-manager.component.ts
@@ -139,7 +139,7 @@ export class SoundManagerComponent {
               mergeMap(sound =>
                 this.soundsService
                   .uploadSound(sound, file)
-                  .pipe(map(soundfile => new SoundEntry(this.soundsService, new Sound({ ...sound, soundfile }))))
+                  .pipe(map(soundFile => new SoundEntry(this.soundsService, new Sound({ ...sound, soundFile }))))
               )
             );
         }, 5),
@@ -231,7 +231,7 @@ export class SoundEntry {
   }
 
   replaceSoundFile(soundFile: SoundFile) {
-    this.sound.mutate(sound => (sound.soundfile = soundFile));
-    this.internalSound.mutate(internalSound => (internalSound.soundfile = soundFile));
+    this.sound.mutate(sound => (sound.soundFile = soundFile));
+    this.internalSound.mutate(internalSound => (internalSound.soundFile = soundFile));
   }
 }
diff --git a/frontend/src/app/soundboard/soundboard.component.ts b/frontend/src/app/soundboard/soundboard.component.ts
index ded65f4..892c82e 100644
--- a/frontend/src/app/soundboard/soundboard.component.ts
+++ b/frontend/src/app/soundboard/soundboard.component.ts
@@ -85,8 +85,8 @@ export class SoundboardComponent {
       next: () => {
         if (this.settings.debug()) {
           let volString =
-            sound.soundfile != null
-              ? `Volume: Max ${sound.soundfile.maxVolume.toFixed(1)} dB, Average ${sound.soundfile.meanVolume.toFixed(1)} dB, `
+            sound.soundFile != null
+              ? `Volume: Max ${sound.soundFile.maxVolume.toFixed(1)} dB, Average ${sound.soundFile.meanVolume.toFixed(1)} dB, `
               : '';
           volString += sound.volumeAdjustment != null ? `Manual adjustment ${sound.volumeAdjustment} dB` : 'Automatic adjustment';
           this.snackBar.open(volString, 'Ok');