diff --git a/components/system/Taskbar/AI/AIButton.tsx b/components/system/Taskbar/AI/AIButton.tsx
index cd091b15..7a31038b 100644
--- a/components/system/Taskbar/AI/AIButton.tsx
+++ b/components/system/Taskbar/AI/AIButton.tsx
@@ -1,3 +1,4 @@
+import { importAIChat } from "components/system/Taskbar/functions";
 import {
   AI_DISPLAY_TITLE,
   WINDOW_ID,
@@ -8,6 +9,7 @@ import { DIV_BUTTON_PROPS } from "utils/constants";
 import { label } from "utils/functions";
 import useTaskbarContextMenu from "components/system/Taskbar/useTaskbarContextMenu";
 import { useSession } from "contexts/session";
+import { useMenuPreload } from "hooks/useMenuPreload";
 
 type AIButtonProps = {
   aiVisible: boolean;
@@ -15,6 +17,7 @@ type AIButtonProps = {
 };
 
 const AIButton: FC<AIButtonProps> = ({ aiVisible, toggleAI }) => {
+  const menuPreloadHandler = useMenuPreload(importAIChat);
   const { removeFromStack } = useSession();
 
   return (
@@ -26,6 +29,7 @@ const AIButton: FC<AIButtonProps> = ({ aiVisible, toggleAI }) => {
       {...DIV_BUTTON_PROPS}
       {...label(AI_DISPLAY_TITLE)}
       {...useTaskbarContextMenu()}
+      {...menuPreloadHandler}
     >
       <AIIcon />
     </StyledAIButton>
diff --git a/components/system/Taskbar/Clock/index.tsx b/components/system/Taskbar/Clock/index.tsx
index 5841d808..f84bbd76 100644
--- a/components/system/Taskbar/Clock/index.tsx
+++ b/components/system/Taskbar/Clock/index.tsx
@@ -1,5 +1,6 @@
 import { useTheme } from "styled-components";
 import { memo, useCallback, useEffect, useMemo, useRef, useState } from "react";
+import { importCalendar } from "components/system/Taskbar/functions";
 import { measureText } from "components/system/Files/FileEntry/functions";
 import StyledClock from "components/system/Taskbar/Clock/StyledClock";
 import { type LocaleTimeDate } from "components/system/Taskbar/Clock/functions";
@@ -14,6 +15,7 @@ import {
   TASKBAR_HEIGHT,
 } from "utils/constants";
 import { createOffscreenCanvas } from "utils/functions";
+import { useMenuPreload } from "hooks/useMenuPreload";
 
 type ClockWorkerResponse = LocaleTimeDate | "source";
 
@@ -170,6 +172,7 @@ const Clock: FC<ClockProps> = ({
     },
     [toggleCalendar]
   );
+  const menuPreloadHandler = useMenuPreload(importCalendar);
 
   useEffect(() => {
     offScreenClockCanvas.current = undefined;
@@ -212,6 +215,7 @@ const Clock: FC<ClockProps> = ({
       suppressHydrationWarning
       {...clockContextMenu}
       {...FOCUSABLE_ELEMENT}
+      {...menuPreloadHandler}
     >
       {supportsOffscreenCanvas ? undefined : time}
     </StyledClock>
diff --git a/components/system/Taskbar/Search/SearchButton.tsx b/components/system/Taskbar/Search/SearchButton.tsx
index df0855f2..163d58c6 100644
--- a/components/system/Taskbar/Search/SearchButton.tsx
+++ b/components/system/Taskbar/Search/SearchButton.tsx
@@ -1,10 +1,14 @@
 import { useTheme } from "styled-components";
 import { Search as SearchIcon } from "components/system/Taskbar/Search/Icons";
 import StyledTaskbarButton from "components/system/Taskbar/StyledTaskbarButton";
-import { SEARCH_BUTTON_TITLE } from "components/system/Taskbar/functions";
+import {
+  importSearch,
+  SEARCH_BUTTON_TITLE,
+} from "components/system/Taskbar/functions";
 import useTaskbarContextMenu from "components/system/Taskbar/useTaskbarContextMenu";
 import { DIV_BUTTON_PROPS } from "utils/constants";
 import { label } from "utils/functions";
+import { useMenuPreload } from "hooks/useMenuPreload";
 
 type StartButtonProps = {
   searchVisible: boolean;
@@ -27,6 +31,7 @@ const SearchButton: FC<StartButtonProps> = ({
       {...DIV_BUTTON_PROPS}
       {...label(SEARCH_BUTTON_TITLE)}
       {...useTaskbarContextMenu()}
+      {...useMenuPreload(importSearch)}
     >
       <SearchIcon />
     </StyledTaskbarButton>
diff --git a/components/system/Taskbar/Search/index.tsx b/components/system/Taskbar/Search/index.tsx
index 53caa41d..f3cd8cb4 100644
--- a/components/system/Taskbar/Search/index.tsx
+++ b/components/system/Taskbar/Search/index.tsx
@@ -2,6 +2,7 @@ import { basename, extname } from "path";
 import { useTheme } from "styled-components";
 import { useCallback, useEffect, useMemo, useRef, useState } from "react";
 import { m as motion } from "motion/react";
+import dynamic from "next/dynamic";
 import { Search as SearchIcon } from "components/apps/FileExplorer/NavigationIcons";
 import {
   getCachedShortcut,
@@ -14,9 +15,7 @@ import {
   Pictures,
   Videos,
 } from "components/system/StartMenu/Sidebar/SidebarIcons";
-import Details from "components/system/Taskbar/Search/Details";
 import { Games } from "components/system/Taskbar/Search/Icons";
-import ResultSection from "components/system/Taskbar/Search/ResultSection";
 import StyledFiles from "components/system/Taskbar/Search/StyledFiles";
 import StyledResults from "components/system/Taskbar/Search/StyledResults";
 import StyledSearch from "components/system/Taskbar/Search/StyledSearch";
@@ -95,6 +94,13 @@ const METADATA = {
   },
 } as Record<TabName, TabData>;
 
+const Details = dynamic(
+  () => import("components/system/Taskbar/Search/Details")
+);
+const ResultSection = dynamic(
+  () => import("components/system/Taskbar/Search/ResultSection")
+);
+
 const Search: FC<SearchProps> = ({ toggleSearch }) => {
   const inputRef = useRef<HTMLInputElement | null>(null);
   const menuRef = useRef<HTMLElement | null>(null);
diff --git a/components/system/Taskbar/StartButton/index.tsx b/components/system/Taskbar/StartButton/index.tsx
index b3713b65..34a5d259 100644
--- a/components/system/Taskbar/StartButton/index.tsx
+++ b/components/system/Taskbar/StartButton/index.tsx
@@ -1,37 +1,36 @@
-import { useCallback, useRef, useState } from "react";
+import { useCallback } from "react";
 import StartButtonIcon from "components/system/Taskbar/StartButton/StartButtonIcon";
 import StyledTaskbarButton from "components/system/Taskbar/StyledTaskbarButton";
-import { START_BUTTON_TITLE } from "components/system/Taskbar/functions";
+import {
+  importStartMenu,
+  START_BUTTON_TITLE,
+} from "components/system/Taskbar/functions";
 import useTaskbarContextMenu from "components/system/Taskbar/useTaskbarContextMenu";
 import { DIV_BUTTON_PROPS } from "utils/constants";
 import { label, preloadImage } from "utils/functions";
+import { useMenuPreload } from "hooks/useMenuPreload";
 
 type StartButtonProps = {
   startMenuVisible: boolean;
   toggleStartMenu: (showMenu?: boolean) => void;
 };
 
+const preloadStartMenu = async (): Promise<void> => {
+  const preloadedStartMenu = importStartMenu();
+  const { default: startMenuIcons } =
+    (await import("public/.index/startMenuIcons.json")) || {};
+
+  startMenuIcons?.forEach((icon) => preloadImage(icon));
+
+  await preloadedStartMenu;
+};
+
 const StartButton: FC<StartButtonProps> = ({
   startMenuVisible,
   toggleStartMenu,
 }) => {
-  const [preloaded, setPreloaded] = useState(false);
-  const initalizedPreload = useRef(false);
-  const preloadIcons = useCallback(async (): Promise<void> => {
-    if (initalizedPreload.current) return;
-    initalizedPreload.current = true;
-
-    const startMenuIcons = (await import("public/.index/startMenuIcons.json"))
-      .default;
-
-    startMenuIcons?.forEach((icon) => preloadImage(icon));
-
-    setPreloaded(true);
-  }, []);
   const onClick = useCallback(
     async ({ ctrlKey, shiftKey }: React.MouseEvent): Promise<void> => {
-      if (!preloaded) preloadIcons();
-
       toggleStartMenu();
 
       if (ctrlKey && shiftKey) {
@@ -40,18 +39,18 @@ const StartButton: FC<StartButtonProps> = ({
         spawnSheep();
       }
     },
-    [preloadIcons, preloaded, toggleStartMenu]
+    [toggleStartMenu]
   );
 
   return (
     <StyledTaskbarButton
       $active={startMenuVisible}
       onClick={onClick}
-      onMouseOver={preloaded ? undefined : preloadIcons}
       $highlight
       {...DIV_BUTTON_PROPS}
       {...label(START_BUTTON_TITLE)}
       {...useTaskbarContextMenu(true)}
+      {...useMenuPreload(preloadStartMenu)}
     >
       <StartButtonIcon />
     </StyledTaskbarButton>
diff --git a/components/system/Taskbar/functions.ts b/components/system/Taskbar/functions.ts
index a411997a..61a03135 100644
--- a/components/system/Taskbar/functions.ts
+++ b/components/system/Taskbar/functions.ts
@@ -3,6 +3,16 @@ import { PREVENT_SCROLL } from "utils/constants";
 export const START_BUTTON_TITLE = "Start";
 export const SEARCH_BUTTON_TITLE = "Type here to search";
 
+/* eslint-disable @typescript-eslint/explicit-function-return-type, @typescript-eslint/explicit-module-boundary-types */
+export const importAIButton = () =>
+  import("components/system/Taskbar/AI/AIButton");
+export const importAIChat = () => import("components/system/Taskbar/AI/AIChat");
+export const importCalendar = () =>
+  import("components/system/Taskbar/Calendar");
+export const importSearch = () => import("components/system/Taskbar/Search");
+export const importStartMenu = () => import("components/system/StartMenu");
+/* eslint-enable @typescript-eslint/explicit-function-return-type */
+
 export const maybeCloseTaskbarMenu = (
   { relatedTarget: focusedElement }: React.FocusEvent<HTMLElement>,
   menuElement: HTMLElement | null,
diff --git a/components/system/Taskbar/index.tsx b/components/system/Taskbar/index.tsx
index 62f43202..dc464b73 100644
--- a/components/system/Taskbar/index.tsx
+++ b/components/system/Taskbar/index.tsx
@@ -1,6 +1,13 @@
 import { memo, useCallback, useState } from "react";
 import dynamic from "next/dynamic";
 import { AnimatePresence } from "motion/react";
+import {
+  importAIButton,
+  importAIChat,
+  importCalendar,
+  importSearch,
+  importStartMenu,
+} from "components/system/Taskbar/functions";
 import Clock from "components/system/Taskbar/Clock";
 import SearchButton from "components/system/Taskbar/Search/SearchButton";
 import StartButton from "components/system/Taskbar/StartButton";
@@ -11,11 +18,11 @@ import { CLOCK_CANVAS_BASE_WIDTH, FOCUSABLE_ELEMENT } from "utils/constants";
 import { useWindowAI } from "hooks/useWindowAI";
 import { useSession } from "contexts/session";
 
-const AIButton = dynamic(() => import("components/system/Taskbar/AI/AIButton"));
-const AIChat = dynamic(() => import("components/system/Taskbar/AI/AIChat"));
-const Calendar = dynamic(() => import("components/system/Taskbar/Calendar"));
-const Search = dynamic(() => import("components/system/Taskbar/Search"));
-const StartMenu = dynamic(() => import("components/system/StartMenu"));
+const AIButton = dynamic(importAIButton);
+const AIChat = dynamic(importAIChat);
+const Calendar = dynamic(importCalendar);
+const Search = dynamic(importSearch);
+const StartMenu = dynamic(importStartMenu);
 
 const Taskbar: FC = () => {
   const [startMenuVisible, setStartMenuVisible] = useState(false);
diff --git a/hooks/useMenuPreload.ts b/hooks/useMenuPreload.ts
new file mode 100644
index 00000000..a131b841
--- /dev/null
+++ b/hooks/useMenuPreload.ts
@@ -0,0 +1,19 @@
+import { useState, useRef, useCallback } from "react";
+
+export const useMenuPreload = (
+  preloadCallback: () => Promise<unknown>
+): {
+  onMouseOver?: React.MouseEventHandler<HTMLButtonElement | HTMLDivElement>;
+} => {
+  const [preloaded, setPreloaded] = useState(false);
+  const initalizedPreload = useRef(false);
+  const preloadMenu = useCallback((): void => {
+    if (initalizedPreload.current) return;
+
+    initalizedPreload.current = true;
+
+    preloadCallback().then(() => setPreloaded(true));
+  }, [preloadCallback]);
+
+  return preloaded ? {} : { onMouseOver: preloadMenu };
+};