diff --git a/src-web/components/Sidebar.tsx b/src-web/components/Sidebar.tsx
index 21d8c662..2cc0a912 100644
--- a/src-web/components/Sidebar.tsx
+++ b/src-web/components/Sidebar.tsx
@@ -9,6 +9,8 @@ import { useTheme } from '../hooks/useTheme';
 import { useUpdateRequest } from '../hooks/useUpdateRequest';
 import type { HttpRequest } from '../lib/models';
 import { Button } from './core/Button';
+import { Dropdown, DropdownMenuTrigger } from './core/Dropdown';
+import { Icon } from './core/Icon';
 import { IconButton } from './core/IconButton';
 import { HStack, VStack } from './core/Stacks';
 import { WindowDragRegion } from './core/WindowDragRegion';
@@ -124,15 +126,6 @@ function SidebarItem({ request, active }: { request: HttpRequest; active: boolea
 
   return (
     <li className="group/item relative">
-      <IconButton
-        size="sm"
-        color="custom"
-        iconSize="sm"
-        title="Delete request"
-        icon="trash"
-        className="absolute right-0 transition-opacity opacity-0 group-hover/item:opacity-100"
-        onClick={() => deleteRequest.mutate()}
-      />
       <Button
         color="custom"
         size="sm"
@@ -140,10 +133,10 @@ function SidebarItem({ request, active }: { request: HttpRequest; active: boolea
           editing && 'focus-within:border-blue-400/40',
           active
             ? 'bg-gray-200/70 text-gray-900'
-            : 'text-gray-600 hover:text-gray-800 active:bg-gray-200/30',
+            : 'text-gray-600 group-hover/item:text-gray-800 active:bg-gray-200/30',
 
           // Move out of the way when trash is shown
-          'group-hover/item:pr-6',
+          'group-hover/item:pr-7',
         )}
         onKeyDown={(e) => {
           // Hitting enter on active request during keyboard nav will start edit
@@ -177,6 +170,19 @@ function SidebarItem({ request, active }: { request: HttpRequest; active: boolea
           <span className="truncate">{request.name || request.url}</span>
         )}
       </Button>
+      <Dropdown
+        items={[
+          {
+            label: 'Delete Request',
+            onSelect: deleteRequest.mutate,
+            leftSlot: <Icon icon="trash" />,
+          },
+        ]}
+      >
+        <DropdownMenuTrigger className="absolute right-0 top-0 transition-opacity opacity-0 group-hover/item:opacity-100 focus-visible:opacity-100">
+          <IconButton color="custom" size="sm" iconSize="sm" title="Delete request" icon="dotsH" />
+        </DropdownMenuTrigger>
+      </Dropdown>
     </li>
   );
 }
diff --git a/src-web/components/core/Icon.tsx b/src-web/components/core/Icon.tsx
index ae58ae0e..214734d0 100644
--- a/src-web/components/core/Icon.tsx
+++ b/src-web/components/core/Icon.tsx
@@ -6,24 +6,26 @@ import {
   CodeIcon,
   ColorWheelIcon,
   Cross2Icon,
+  DotsHorizontalIcon,
+  DotsVerticalIcon,
   EyeOpenIcon,
   GearIcon,
   HomeIcon,
-  MoonIcon,
   ListBulletIcon,
+  MagicWandIcon,
+  MagnifyingGlassIcon,
+  MoonIcon,
   PaperPlaneIcon,
   PlusCircledIcon,
   PlusIcon,
   QuestionMarkIcon,
+  RowsIcon,
   SunIcon,
   TrashIcon,
   TriangleDownIcon,
   TriangleLeftIcon,
   TriangleRightIcon,
   UpdateIcon,
-  RowsIcon,
-  MagicWandIcon,
-  MagnifyingGlassIcon,
 } from '@radix-ui/react-icons';
 import classnames from 'classnames';
 
@@ -34,10 +36,14 @@ const icons = {
   clock: ClockIcon,
   code: CodeIcon,
   colorWheel: ColorWheelIcon,
+  dotsH: DotsHorizontalIcon,
+  dotsV: DotsVerticalIcon,
   eye: EyeOpenIcon,
   gear: GearIcon,
   home: HomeIcon,
   listBullet: ListBulletIcon,
+  magicWand: MagicWandIcon,
+  magnifyingGlass: MagnifyingGlassIcon,
   moon: MoonIcon,
   paperPlane: PaperPlaneIcon,
   plus: PlusIcon,
@@ -50,8 +56,6 @@ const icons = {
   triangleLeft: TriangleLeftIcon,
   triangleRight: TriangleRightIcon,
   update: UpdateIcon,
-  magicWand: MagicWandIcon,
-  magnifyingGlass: MagnifyingGlassIcon,
   x: Cross2Icon,
   empty: () => <span />,
 };