diff --git a/src-ui/src/app/components/admin/settings/settings.component.spec.ts b/src-ui/src/app/components/admin/settings/settings.component.spec.ts
index 08ff5c445..f5743e550 100644
--- a/src-ui/src/app/components/admin/settings/settings.component.spec.ts
+++ b/src-ui/src/app/components/admin/settings/settings.component.spec.ts
@@ -226,6 +226,16 @@ describe('SettingsComponent', () => {
     )
   })
 
+  it('enables sidebar item controls on general settings until destroyed', () => {
+    completeSetup()
+
+    expect(settingsService.organizingSidebarItems()).toBe(true)
+
+    component.ngOnDestroy()
+
+    expect(settingsService.organizingSidebarItems()).toBe(false)
+  })
+
   it('should support tabbed settings & change URL, prevent navigation if dirty confirmation rejected', async () => {
     completeSetup()
     const navigateSpy = jest.spyOn(router, 'navigate')
diff --git a/src-ui/src/app/components/admin/settings/settings.component.ts b/src-ui/src/app/components/admin/settings/settings.component.ts
index 583b10c38..09fd12ddb 100644
--- a/src-ui/src/app/components/admin/settings/settings.component.ts
+++ b/src-ui/src/app/components/admin/settings/settings.component.ts
@@ -297,14 +297,17 @@ export class SettingsComponent
 
     this.activatedRoute.paramMap.subscribe((paramMap) => {
       const section = paramMap.get('section')
+      let navID = SettingsNavIDs.General
       if (section) {
         const navIDKey: string = Object.keys(SettingsNavIDs).find(
           (navID) => navID.toLowerCase() == section
         )
         if (navIDKey) {
-          this.activeNavID.set(SettingsNavIDs[navIDKey])
+          navID = SettingsNavIDs[navIDKey]
         }
       }
+      this.activeNavID.set(navID)
+      this.settings.organizingSidebarItems.set(navID === SettingsNavIDs.General)
     })
   }
 
@@ -463,6 +466,7 @@ export class SettingsComponent
   }
 
   ngOnDestroy() {
+    this.settings.organizingSidebarItems.set(false)
     if (this.isDirty) this.settings.updateAppearanceSettings() // in case user changed appearance but didn't save
     this.storeSub && this.storeSub.unsubscribe()
   }
diff --git a/src-ui/src/app/components/app-frame/app-frame.component.html b/src-ui/src/app/components/app-frame/app-frame.component.html
index df3a35710..737528363 100644
--- a/src-ui/src/app/components/app-frame/app-frame.component.html
+++ b/src-ui/src/app/components/app-frame/app-frame.component.html
@@ -74,6 +74,7 @@
   <div class="row">
     <nav id="sidebarMenu" class="d-md-block bg-light sidebar collapse"
       [ngClass]="slimSidebarEnabled ? 'slim' : 'expanded'" [class.animating]="slimSidebarAnimating()"
+      [class.sidebar-customizing]="settingsService.organizingSidebarItems()"
       [ngbCollapse]="isMenuCollapsed()">
       @if (canSaveSettings) {
         <button class="btn btn-sm btn-dark sidebar-slim-toggler" (click)="toggleSlimSidebar()" [aria-label]="slimSidebarEnabled ? 'Expand sidebar' : 'Collapse sidebar'" i18n-aria-label>
@@ -86,12 +87,15 @@
       }
       <div class="sidebar-sticky pt-3 pb-1 d-flex flex-column justify-space-around">
         <ul class="nav flex-column">
-          <li class="nav-item app-link" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Dashboard)">
-            <a class="nav-link" routerLink="dashboard" routerLinkActive="active" (click)="closeMenu()"
+          <li class="nav-item app-link sidebar-customizable-item" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Dashboard) && !settingsService.organizingSidebarItems()">
+            <a class="nav-link" [class.opacity-50]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Dashboard)" routerLink="dashboard" routerLinkActive="active" (click)="closeMenu()"
               ngbPopover="Dashboard" i18n-ngbPopover [disablePopover]="!slimSidebarPopoversEnabled" placement="end"
               container="body" triggers="mouseenter:mouseleave" popoverClass="popover-slim">
               <i-bs class="me-2" name="house"></i-bs><span class="nav-link-label"><ng-container i18n>Dashboard</ng-container></span>
             </a>
+            @if (settingsService.organizingSidebarItems()) {
+              <pngx-input-switch class="sidebar-item-toggle" [compact]="true" title="Dashboard" i18n-title [ngModel]="!settingsService.sidebarItemIsHidden(HideableSidebarItemID.Dashboard)" (ngModelChange)="toggleSidebarItem(HideableSidebarItemID.Dashboard, $event)"></pngx-input-switch>
+            }
           </li>
           <li class="nav-item app-link" *pngxIfPermissions="{ action: PermissionAction.View, type: PermissionType.Document }">
             <a class="nav-link" routerLink="documents" routerLinkActive="active"
@@ -237,29 +241,38 @@
                 </div>
               </li>
             }
-            <li class="nav-item app-link" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.SavedViews)" *pngxIfPermissions="{ action: PermissionAction.View, type: PermissionType.SavedView }">
-              <a class="nav-link" routerLink="savedviews" routerLinkActive="active" (click)="closeMenu()"
+            <li class="nav-item app-link sidebar-customizable-item" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.SavedViews) && !settingsService.organizingSidebarItems()" *pngxIfPermissions="{ action: PermissionAction.View, type: PermissionType.SavedView }">
+              <a class="nav-link" [class.opacity-50]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.SavedViews)" routerLink="savedviews" routerLinkActive="active" (click)="closeMenu()"
                 ngbPopover="Saved Views" i18n-ngbPopover [disablePopover]="!slimSidebarPopoversEnabled" placement="end"
                 container="body" triggers="mouseenter:mouseleave" popoverClass="popover-slim">
                 <i-bs class="me-2" name="window-stack"></i-bs><span class="nav-link-label"><ng-container i18n>Saved Views</ng-container></span>
               </a>
+              @if (settingsService.organizingSidebarItems()) {
+                <pngx-input-switch class="sidebar-item-toggle" [compact]="true" title="Saved Views" i18n-title [ngModel]="!settingsService.sidebarItemIsHidden(HideableSidebarItemID.SavedViews)" (ngModelChange)="toggleSidebarItem(HideableSidebarItemID.SavedViews, $event)"></pngx-input-switch>
+              }
             </li>
-            <li class="nav-item app-link" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Workflows)"
+            <li class="nav-item app-link sidebar-customizable-item" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Workflows) && !settingsService.organizingSidebarItems()"
               *pngxIfPermissions="{ action: PermissionAction.View, type: PermissionType.Workflow }"
               tourAnchor="tour.workflows">
-              <a class="nav-link" routerLink="workflows" routerLinkActive="active" (click)="closeMenu()"
+              <a class="nav-link" [class.opacity-50]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Workflows)" routerLink="workflows" routerLinkActive="active" (click)="closeMenu()"
                 ngbPopover="Workflows" i18n-ngbPopover [disablePopover]="!slimSidebarPopoversEnabled" placement="end"
                 container="body" triggers="mouseenter:mouseleave" popoverClass="popover-slim">
                 <i-bs class="me-2" name="boxes"></i-bs><span class="nav-link-label"><ng-container i18n>Workflows</ng-container></span>
               </a>
+              @if (settingsService.organizingSidebarItems()) {
+                <pngx-input-switch class="sidebar-item-toggle" [compact]="true" title="Workflows" i18n-title [ngModel]="!settingsService.sidebarItemIsHidden(HideableSidebarItemID.Workflows)" (ngModelChange)="toggleSidebarItem(HideableSidebarItemID.Workflows, $event)"></pngx-input-switch>
+              }
             </li>
-            <li class="nav-item app-link" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Mail)" *pngxIfPermissions="{ action: PermissionAction.View, type: PermissionType.MailAccount }"
+            <li class="nav-item app-link sidebar-customizable-item" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Mail) && !settingsService.organizingSidebarItems()" *pngxIfPermissions="{ action: PermissionAction.View, type: PermissionType.MailAccount }"
               tourAnchor="tour.mail">
-              <a class="nav-link" routerLink="mail" routerLinkActive="active" (click)="closeMenu()" ngbPopover="Mail"
+              <a class="nav-link" [class.opacity-50]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Mail)" routerLink="mail" routerLinkActive="active" (click)="closeMenu()" ngbPopover="Mail"
                 i18n-ngbPopover [disablePopover]="!slimSidebarPopoversEnabled" placement="end" container="body"
                 triggers="mouseenter:mouseleave" popoverClass="popover-slim">
                 <i-bs class="me-2" name="envelope"></i-bs><span class="nav-link-label"><ng-container i18n>Mail</ng-container></span>
               </a>
+              @if (settingsService.organizingSidebarItems()) {
+                <pngx-input-switch class="sidebar-item-toggle" [compact]="true" title="Mail" i18n-title [ngModel]="!settingsService.sidebarItemIsHidden(HideableSidebarItemID.Mail)" (ngModelChange)="toggleSidebarItem(HideableSidebarItemID.Mail, $event)"></pngx-input-switch>
+              }
             </li>
             <li class="nav-item app-link" *pngxIfPermissions="{ action: PermissionAction.Delete, type: PermissionType.Document }">
               <a class="nav-link" routerLink="trash" routerLinkActive="active" (click)="closeMenu()" ngbPopover="Trash"
@@ -322,13 +335,16 @@
                 </a>
               </li>
             }
-            <li class="nav-item mt-2" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Documentation)" tourAnchor="tour.outro">
-              <a class="text-muted small d-flex align-items-center flex-wrap text-decoration-none nav-anchor"
+            <li class="nav-item mt-2 sidebar-customizable-item" [class.d-none]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Documentation) && !settingsService.organizingSidebarItems()" tourAnchor="tour.outro">
+              <a class="text-muted small d-flex align-items-center flex-wrap text-decoration-none nav-anchor" [class.opacity-50]="settingsService.sidebarItemIsHidden(HideableSidebarItemID.Documentation)"
                 target="_blank" rel="noopener noreferrer" href="https://docs.paperless-ngx.com" ngbPopover="Documentation"
                 i18n-ngbPopover [disablePopover]="!slimSidebarPopoversEnabled" placement="end" container="body"
                 triggers="mouseenter:mouseleave" popoverClass="popover-slim">
                 <i-bs class="d-flex me-2" name="question-circle"></i-bs><span><ng-container i18n>Documentation</ng-container></span>
               </a>
+              @if (settingsService.organizingSidebarItems()) {
+                <pngx-input-switch class="sidebar-item-toggle" [compact]="true" title="Documentation" i18n-title [ngModel]="!settingsService.sidebarItemIsHidden(HideableSidebarItemID.Documentation)" (ngModelChange)="toggleSidebarItem(HideableSidebarItemID.Documentation, $event)"></pngx-input-switch>
+              }
             </li>
             <li class="nav-item" [class.visually-hidden]="slimSidebarEnabled">
               <div class="text-muted small d-flex align-items-center flex-wrap nav-label">
diff --git a/src-ui/src/app/components/app-frame/app-frame.component.scss b/src-ui/src/app/components/app-frame/app-frame.component.scss
index 44bebd82e..70cc89628 100644
--- a/src-ui/src/app/components/app-frame/app-frame.component.scss
+++ b/src-ui/src/app/components/app-frame/app-frame.component.scss
@@ -33,6 +33,22 @@
     display: none !important;
   }
 
+  &.sidebar-customizing .sidebar-customizable-item {
+    position: relative;
+
+    .nav-link,
+    .nav-anchor {
+      padding-right: 3.5rem;
+    }
+
+    .sidebar-item-toggle {
+      position: absolute;
+      top: 50%;
+      right: 0.25rem;
+      transform: translateY(-50%);
+    }
+  }
+
   @media (min-width: 768px) {
     --pngx-sidebar-width: var(--pngx-sidebar-expanded-width);
   }
@@ -121,6 +137,10 @@ main {
   .sidebar.slim {
     max-width: 55px;
 
+    .sidebar-item-toggle {
+      display: none;
+    }
+
     li.nav-item span.badge {
       display: inline-block;
       margin-right: -4px;
diff --git a/src-ui/src/app/components/app-frame/app-frame.component.spec.ts b/src-ui/src/app/components/app-frame/app-frame.component.spec.ts
index 6d9f75621..8b2587a70 100644
--- a/src-ui/src/app/components/app-frame/app-frame.component.spec.ts
+++ b/src-ui/src/app/components/app-frame/app-frame.component.spec.ts
@@ -308,6 +308,25 @@ describe('AppFrameComponent', () => {
     ).not.toContain('d-none')
   })
 
+  it('should show hidden items and visibility switches while customizing', () => {
+    settingsService.set(SETTINGS_KEYS.SIDEBAR_HIDDEN_ITEMS, [
+      HideableSidebarItemID.Dashboard,
+    ])
+    settingsService.organizingSidebarItems.set(true)
+    fixture.detectChanges()
+
+    expect(
+      fixture.nativeElement.querySelectorAll('pngx-input-switch').length
+    ).toBe(5)
+    expect(
+      fixture.nativeElement.querySelector('[routerLink="dashboard"]')
+        .parentElement.classList
+    ).not.toContain('d-none')
+    expect(
+      fixture.nativeElement.querySelector('[routerLink="dashboard"]').classList
+    ).toContain('opacity-50')
+  })
+
   it('should show error on toggle slim sidebar if store settings fails', () => {
     jest.spyOn(console, 'warn').mockImplementation(() => {})
     const toastSpy = jest.spyOn(toastService, 'showError')
diff --git a/src-ui/src/app/components/app-frame/app-frame.component.ts b/src-ui/src/app/components/app-frame/app-frame.component.ts
index 39df0e438..402cf4458 100644
--- a/src-ui/src/app/components/app-frame/app-frame.component.ts
+++ b/src-ui/src/app/components/app-frame/app-frame.component.ts
@@ -7,6 +7,7 @@ import {
 } from '@angular/cdk/drag-drop'
 import { NgClass } from '@angular/common'
 import { Component, HostListener, inject, OnInit, signal } from '@angular/core'
+import { FormsModule } from '@angular/forms'
 import { ActivatedRoute, Router, RouterModule } from '@angular/router'
 import {
   NgbCollapseModule,
@@ -52,6 +53,7 @@ import { ChatComponent } from '../chat/chat/chat.component'
 import { BrandMarkComponent } from '../common/logo/brand-mark/brand-mark.component'
 import { LogoComponent } from '../common/logo/logo.component'
 import { ProfileEditDialogComponent } from '../common/profile-edit-dialog/profile-edit-dialog.component'
+import { SwitchComponent } from '../common/input/switch/switch.component'
 import { DocumentDetailComponent } from '../document-detail/document-detail.component'
 import { ComponentWithPermissions } from '../with-permissions/with-permissions.component'
 import { GlobalSearchComponent } from './global-search/global-search.component'
@@ -80,6 +82,8 @@ const SCROLL_THRESHOLD = 16
     NgxBootstrapIconsModule,
     DragDropModule,
     TourNgBootstrap,
+    FormsModule,
+    SwitchComponent,
   ],
 })
 export class AppFrameComponent
@@ -200,6 +204,25 @@ export class AppFrameComponent
     }, 200) // slightly longer than css animation for slim sidebar
   }
 
+  toggleSidebarItem(item: HideableSidebarItemID, visible: boolean): void {
+    const previousHiddenItems = this.settingsService.hiddenSidebarItems()
+    this.settingsService
+      .updateSidebarItemVisibility(item, visible)
+      .pipe(first())
+      .subscribe({
+        error: (error) => {
+          this.settingsService.set(
+            SETTINGS_KEYS.SIDEBAR_HIDDEN_ITEMS,
+            previousHiddenItems
+          )
+          this.toastService.showError(
+            $localize`An error occurred while saving settings.`,
+            error
+          )
+        },
+      })
+  }
+
   toggleAttributesSections(event?: Event): void {
     event?.preventDefault()
     event?.stopPropagation()
diff --git a/src-ui/src/app/services/settings.service.spec.ts b/src-ui/src/app/services/settings.service.spec.ts
index 4167858e2..be8e393c9 100644
--- a/src-ui/src/app/services/settings.service.spec.ts
+++ b/src-ui/src/app/services/settings.service.spec.ts
@@ -234,7 +234,7 @@ describe('SettingsService', () => {
     expect(notesEnabled()).toBeFalsy()
   })
 
-  it('reports whether a sidebar item is hidden', () => {
+  it('updates sidebar item visibility', () => {
     httpTestingController
       .expectOne(`${environment.apiBaseUrl}ui_settings/`)
       .flush(ui_settings)
@@ -243,15 +243,19 @@ describe('SettingsService', () => {
       settingsService.sidebarItemIsHidden(HideableSidebarItemID.Workflows)
     ).toBe(false)
 
-    settingsService.set(SETTINGS_KEYS.SIDEBAR_HIDDEN_ITEMS, [
+    settingsService.updateSidebarItemVisibility(
       HideableSidebarItemID.Workflows,
-    ])
+      false
+    )
 
     expect(
       settingsService.sidebarItemIsHidden(HideableSidebarItemID.Workflows)
     ).toBe(true)
 
-    settingsService.set(SETTINGS_KEYS.SIDEBAR_HIDDEN_ITEMS, [])
+    settingsService.updateSidebarItemVisibility(
+      HideableSidebarItemID.Workflows,
+      true
+    )
 
     expect(
       settingsService.sidebarItemIsHidden(HideableSidebarItemID.Workflows)
diff --git a/src-ui/src/app/services/settings.service.ts b/src-ui/src/app/services/settings.service.ts
index 9b1b47e09..f012b56de 100644
--- a/src-ui/src/app/services/settings.service.ts
+++ b/src-ui/src/app/services/settings.service.ts
@@ -314,6 +314,7 @@ export class SettingsService {
   readonly globalDropzoneEnabled = signal(true)
   readonly globalDropzoneActive = signal(false)
   readonly organizingSidebarSavedViews = signal(false)
+  readonly organizingSidebarItems = signal(false)
   readonly hiddenSidebarItems = this.getSignal<HideableSidebarItemID[]>(
     SETTINGS_KEYS.SIDEBAR_HIDDEN_ITEMS
   )
@@ -757,6 +758,20 @@ export class SettingsService {
     return this.hiddenSidebarItems().includes(item)
   }
 
+  updateSidebarItemVisibility(
+    item: HideableSidebarItemID,
+    visible: boolean
+  ): Observable<any> {
+    const hiddenItems = new Set(this.hiddenSidebarItems())
+    if (visible) {
+      hiddenItems.delete(item)
+    } else {
+      hiddenItems.add(item)
+    }
+    this.set(SETTINGS_KEYS.SIDEBAR_HIDDEN_ITEMS, [...hiddenItems])
+    return this.storeSettings()
+  }
+
   updateSavedViewsVisibility(
     dashboardVisibleViewIds: number[],
     sidebarVisibleViewIds: number[]