diff --git a/.dockerignore b/.dockerignore
index 80d8499..23674ef 100644
--- a/.dockerignore
+++ b/.dockerignore
@@ -9,6 +9,7 @@ node_modules
 /.svelte-kit
 /build
 /data
+/library
 
 # OS
 .DS_Store
diff --git a/.gitignore b/.gitignore
index 310e494..1dbbe60 100644
--- a/.gitignore
+++ b/.gitignore
@@ -8,6 +8,7 @@ node_modules
 /.svelte-kit
 /build
 /data
+/library
 
 # OS
 .DS_Store
diff --git a/src/routes/(main)/directory/[[id]]/+page.svelte b/src/routes/(main)/directory/[[id]]/+page.svelte
index ff116ec..53f4270 100644
--- a/src/routes/(main)/directory/[[id]]/+page.svelte
+++ b/src/routes/(main)/directory/[[id]]/+page.svelte
@@ -5,12 +5,14 @@
   import CreateBottomSheet from "./CreateBottomSheet.svelte";
   import CreateDirectoryModal from "./CreateDirectoryModal.svelte";
   import DirectoryEntry from "./DirectoryEntry.svelte";
-  import { decryptDirectroyMetadata, requestDirectroyCreation } from "./service";
+  import { decryptDirectroyMetadata, requestDirectroyCreation, requestFileUpload } from "./service";
 
   import IconAdd from "~icons/material-symbols/add";
 
   let { data } = $props();
 
+  let fileInput: HTMLInputElement | undefined = $state();
+
   let isCreateBottomSheetOpen = $state(false);
   let isCreateDirectoryModalOpen = $state(false);
 
@@ -51,12 +53,21 @@
     );
     isCreateDirectoryModalOpen = false;
   };
+
+  const uploadFile = () => {
+    const file = fileInput?.files?.[0];
+    if (!file) return;
+
+    requestFileUpload(file, data.id, $masterKeyStore?.get(1)!, $clientKeyStore?.signKey!);
+  };
 </script>
 
 <svelte:head>
   <title>파일</title>
 </svelte:head>
 
+<input bind:this={fileInput} onchange={uploadFile} type="file" class="hidden" />
+
 <div class="px-4">
   {#if data.id !== "root"}
     {#if !metadata}
@@ -95,7 +106,7 @@
   }}
   onFileUpload={() => {
     isCreateBottomSheetOpen = false;
-    // TODO
+    fileInput?.click();
   }}
 />
 <CreateDirectoryModal bind:isOpen={isCreateDirectoryModalOpen} onCreateClick={createDirectory} />
diff --git a/src/routes/(main)/directory/[[id]]/CreateBottomSheet.svelte b/src/routes/(main)/directory/[[id]]/CreateBottomSheet.svelte
index 9ea26ce..d079980 100644
--- a/src/routes/(main)/directory/[[id]]/CreateBottomSheet.svelte
+++ b/src/routes/(main)/directory/[[id]]/CreateBottomSheet.svelte
@@ -15,7 +15,7 @@
 </script>
 
 <BottomSheet bind:isOpen>
-  <div class="flex w-full flex-col">
+  <div class="flex w-full flex-col py-4">
     <EntryButton onclick={onDirectoryCreate}>
       <div class="flex h-12 items-center justify-center gap-x-4">
         <IconCreateNewFolder class="text-2xl text-yellow-500" />
diff --git a/src/routes/(main)/directory/[[id]]/service.ts b/src/routes/(main)/directory/[[id]]/service.ts
index f90477f..8baead9 100644
--- a/src/routes/(main)/directory/[[id]]/service.ts
+++ b/src/routes/(main)/directory/[[id]]/service.ts
@@ -7,8 +7,14 @@ import {
   unwrapDataKey,
   encryptData,
   decryptData,
+  digestMessage,
+  signRequestBody,
 } from "$lib/modules/crypto";
-import type { DirectroyInfoResponse, DirectoryCreateRequest } from "$lib/server/schemas";
+import type {
+  DirectroyInfoResponse,
+  DirectoryCreateRequest,
+  FileUploadRequest,
+} from "$lib/server/schemas";
 import type { MasterKey } from "$lib/stores";
 
 export const decryptDirectroyMetadata = async (
@@ -43,3 +49,38 @@ export const requestDirectroyCreation = async (
     signKey,
   );
 };
+
+export const requestFileUpload = async (
+  file: File,
+  parentId: "root" | number,
+  masterKey: MasterKey,
+  signKey: CryptoKey,
+) => {
+  const { dataKey } = await generateDataKey();
+  const fileEncrypted = await encryptData(await file.arrayBuffer(), dataKey);
+  const fileEncryptedHash = await digestMessage(fileEncrypted.ciphertext);
+  const nameEncrypted = await encryptData(new TextEncoder().encode(file.name), dataKey);
+
+  const form = new FormData();
+  form.set(
+    "metadata",
+    await signRequestBody<FileUploadRequest>(
+      {
+        parentId,
+        mekVersion: masterKey.version,
+        dek: await wrapDataKey(dataKey, masterKey.key),
+        contentHash: encodeToBase64(fileEncryptedHash),
+        contentIv: fileEncrypted.iv,
+        name: encodeToBase64(nameEncrypted.ciphertext),
+        nameIv: nameEncrypted.iv,
+      },
+      signKey,
+    ),
+  );
+  form.set("content", new Blob([fileEncrypted.ciphertext]));
+
+  // TODO: Progress, Scheduling, ...
+  const xhr = new XMLHttpRequest();
+  xhr.open("POST", "/api/file/upload");
+  xhr.send(form);
+};