diff --git a/page/src/App.tsx b/page/src/App.tsx
index 17a58b11..e71e2107 100644
--- a/page/src/App.tsx
+++ b/page/src/App.tsx
@@ -1,4 +1,5 @@
 import { ThemeProvider } from "@/components/theme-provider";
+import { TooltipProvider } from "@/components/ui/tooltip";
 import { HashRouter, Route, Routes, Navigate } from "react-router-dom";
 import { Playground } from "./Playground";
 import { LandingPage } from "./LandingPage";
@@ -18,13 +19,15 @@ import "./App.css";
 function App() {
   return (
     <ThemeProvider defaultTheme="dark" storageKey="vite-ui-theme">
-      <HashRouter>
-        <Routes>
-          <Route path="*" element={<Navigate to="/" replace />} />
-          <Route path="/" element={<LandingPage />} />
-          <Route path="/playground" element={<Playground />} />
-        </Routes>
-      </HashRouter>
+      <TooltipProvider>
+        <HashRouter>
+          <Routes>
+            <Route path="*" element={<Navigate to="/" replace />} />
+            <Route path="/" element={<LandingPage />} />
+            <Route path="/playground" element={<Playground />} />
+          </Routes>
+        </HashRouter>
+      </TooltipProvider>
     </ThemeProvider>
   );
 }
diff --git a/page/src/FilesystemExplorer.tsx b/page/src/FilesystemExplorer.tsx
index a747d0ce..9255fbc9 100644
--- a/page/src/FilesystemExplorer.tsx
+++ b/page/src/FilesystemExplorer.tsx
@@ -15,10 +15,22 @@ import { Input } from "./components/ui/input";
 import { DialogDescription } from "@radix-ui/react-dialog";
 
 import Dropzone from "react-dropzone";
+import {
+  Breadcrumb,
+  BreadcrumbItem,
+  BreadcrumbLink,
+  BreadcrumbList,
+  BreadcrumbPage,
+  BreadcrumbSeparator,
+} from "@/components/ui/breadcrumb";
+
+import { HouseFill } from "react-bootstrap-icons";
 
 export interface FilesystemExplorerProps {
   filesystem: Filesystem;
   runFile: (file: string) => void;
+  resetFilesys: () => void;
+  path: string[];
 }
 export interface FilesystemExplorerState {
   path: string[];
@@ -128,6 +140,43 @@ async function readFiles(files: FileList | File[]): Promise<FileWithData[]> {
   return Promise.all(promises);
 }
 
+function selectFiles(): Promise<FileList> {
+  return new Promise((resolve) => {
+    const fileInput = document.createElement("input");
+    fileInput.type = "file";
+    fileInput.accept = ".exe";
+
+    fileInput.addEventListener("change", function (event) {
+      const files = (event as any).target.files as FileList;
+      resolve(files);
+    });
+
+    fileInput.click();
+  });
+}
+
+interface BreadcrumbElement {
+  node: React.ReactNode;
+  targetPath: string[];
+}
+
+function generateBreadcrumbElements(path: string[]): BreadcrumbElement[] {
+  const elements = path.map((p, index) => {
+    const e: BreadcrumbElement = {
+      node: p,
+      targetPath: path.slice(0, index + 1),
+    };
+
+    return e;
+  });
+  elements.unshift({
+    node: <HouseFill />,
+    targetPath: [],
+  });
+
+  return elements;
+}
+
 export class FilesystemExplorer extends React.Component<
   FilesystemExplorerProps,
   FilesystemExplorerState
@@ -135,11 +184,12 @@ export class FilesystemExplorer extends React.Component<
   constructor(props: FilesystemExplorerProps) {
     super(props);
 
-    this._onFileDrop = this._onFileDrop.bind(this);
+    this._onAddFiles = this._onAddFiles.bind(this);
+    this._uploadFiles = this._uploadFiles.bind(this);
     this._onElementSelect = this._onElementSelect.bind(this);
 
     this.state = {
-      path: [],
+      path: this.props.path,
       createFolder: false,
       errorText: "",
       removeFile: "",
@@ -186,6 +236,11 @@ export class FilesystemExplorer extends React.Component<
     this.forceUpdate();
   }
 
+  async _onAddFiles() {
+    const files = await selectFiles();
+    await this._uploadFiles(files);
+  }
+
   async _onFolderCreate(name: string) {
     this.setState({ createFolder: false });
 
@@ -210,7 +265,16 @@ export class FilesystemExplorer extends React.Component<
     this.forceUpdate();
   }
 
-  async _onFileDrop(files: FileList | File[]) {
+  async _uploadFiles(files: FileList | File[]) {
+    if (files.length == 0) {
+      return;
+    }
+
+    if (this.state.path.length == 0) {
+      this._showError("Files must be within a drive");
+      return;
+    }
+
     const fileData = (await readFiles(files)).map((f) => {
       return {
         name: makeFullPathWithState(this.state, f.file.name.toLowerCase()),
@@ -249,6 +313,11 @@ export class FilesystemExplorer extends React.Component<
               <Button type="submit" className="fancy rounded-lg">
                 Create
               </Button>
+              <DialogClose asChild>
+                <Button variant="secondary" className="fancy rounded-lg">
+                  Cancel
+                </Button>
+              </DialogClose>
             </DialogFooter>
           </form>
         </DialogContent>
@@ -371,6 +440,38 @@ export class FilesystemExplorer extends React.Component<
     );
   }
 
+  _renderBreadcrumbElements() {
+    const elements = generateBreadcrumbElements(this.state.path);
+
+    return elements.map((e, index) => {
+      if (index == this.state.path.length) {
+        return (
+          <BreadcrumbItem key={`breadcrumb-page-${index}`}>
+            <BreadcrumbPage>{e.node}</BreadcrumbPage>
+          </BreadcrumbItem>
+        );
+      }
+
+      const navigate = () => this.setState({ path: e.targetPath });
+      return (
+        <>
+          <BreadcrumbItem key={`breadcrumb-${index}`}>
+            <BreadcrumbLink onClick={navigate}>{e.node}</BreadcrumbLink>
+          </BreadcrumbItem>
+          <BreadcrumbSeparator key={`breadcrumb-separator-${index}`} />
+        </>
+      );
+    });
+  }
+
+  _renderBreadCrumb() {
+    return (
+      <Breadcrumb>
+        <BreadcrumbList>{this._renderBreadcrumbElements()}</BreadcrumbList>
+      </Breadcrumb>
+    );
+  }
+
   render() {
     const elements = getFolderElements(this.props.filesystem, this.state.path);
 
@@ -381,7 +482,9 @@ export class FilesystemExplorer extends React.Component<
         {this._renderErrorDialog()}
         {this._renderRemoveDialog()}
 
-        <Dropzone onDrop={this._onFileDrop} noClick={true}>
+        {this._renderBreadCrumb()}
+
+        <Dropzone onDrop={this._uploadFiles} noClick={true}>
           {({ getRootProps, getInputProps }) => (
             <div {...getRootProps()}>
               <input {...getInputProps()} />
@@ -397,6 +500,7 @@ export class FilesystemExplorer extends React.Component<
                 renameElementHandler={(e) =>
                   this.setState({ renameFile: e.name })
                 }
+                addFilesHandler={this._onAddFiles}
               />
             </div>
           )}
diff --git a/page/src/Playground.tsx b/page/src/Playground.tsx
index 04748301..ab15d6ba 100644
--- a/page/src/Playground.tsx
+++ b/page/src/Playground.tsx
@@ -16,92 +16,62 @@ import {
 import { createDefaultSettings } from "./settings";
 import { SettingsMenu } from "@/components/settings-menu";
 
-import {
-  PlayFill,
-  StopFill,
-  GearFill,
-  PauseFill,
-  FileEarmarkCheckFill,
-  ImageFill,
-} from "react-bootstrap-icons";
+import { PlayFill, StopFill, GearFill, PauseFill } from "react-bootstrap-icons";
 import { StatusIndicator } from "@/components/status-indicator";
 import { Header } from "./Header";
 
-import {
-  DropdownMenu,
-  DropdownMenuContent,
-  DropdownMenuItem,
-  DropdownMenuLabel,
-  DropdownMenuSeparator,
-  DropdownMenuTrigger,
-  DropdownMenuGroup,
-} from "@/components/ui/dropdown-menu";
 import { Button } from "@/components/ui/button";
 
 import {
   Drawer,
-  DrawerClose,
   DrawerContent,
   DrawerDescription,
   DrawerFooter,
   DrawerHeader,
   DrawerTitle,
-  DrawerTrigger,
 } from "@/components/ui/drawer";
 import { FilesystemExplorer } from "./FilesystemExplorer";
 
-/*function selectAndReadFile(): Promise<UserFile> {
-  return new Promise((resolve, reject) => {
-    const fileInput = document.createElement("input");
-    fileInput.type = "file";
-    fileInput.accept = ".exe";
-
-    fileInput.addEventListener("change", function (event) {
-      const file = (event as any).target.files[0];
-      if (file) {
-        const reader = new FileReader();
-
-        reader.onload = function (e: ProgressEvent<FileReader>) {
-          const arrayBuffer = e.target?.result;
-          resolve({
-            name: file.name,
-            data: arrayBuffer as ArrayBuffer,
-          });
-        };
-
-        reader.onerror = function (e: ProgressEvent<FileReader>) {
-          reject(new Error("Error reading file: " + e.target?.error));
-        };
-
-        reader.readAsArrayBuffer(file);
-      } else {
-        reject(new Error("No file selected"));
-      }
-    });
-
-    fileInput.click();
-  });
-}*/
-
 export function Playground() {
   const output = useRef<Output>(null);
   const [settings, setSettings] = useState(createDefaultSettings());
   const [emulator, setEmulator] = useState<Emulator | null>(null);
+  const [drawerOpen, setDrawerOpen] = useState<boolean>(false);
   const [filesystem, setFilesystem] = useState<Filesystem | null>(null);
   const [filesystemPromise, setFilesystemPromise] =
     useState<Promise<Filesystem> | null>(null);
   const [, forceUpdate] = useReducer((x) => x + 1, 0);
 
-  if (!filesystemPromise) {
+  async function resetFilesys() {
+    const fs = await initFilesys();
+    await fs.delete();
+
+    setFilesystem(null);
+    setFilesystemPromise(null);
+    setDrawerOpen(false);
+  }
+
+  function initFilesys() {
+    if (filesystemPromise) {
+      return filesystemPromise;
+    }
+
     const promise = new Promise<Filesystem>((resolve) => {
+      logLine("Loading filesystem...");
       setupFilesystem((current, total, file) => {
         logLine(`Processing filesystem (${current}/${total}): ${file}`);
       }).then(resolve);
     });
 
     promise.then(setFilesystem);
-
     setFilesystemPromise(promise);
+
+    return promise;
+  }
+
+  async function start() {
+    await initFilesys();
+    setDrawerOpen(true);
   }
 
   function logLine(line: string) {
@@ -128,6 +98,8 @@ export function Playground() {
     emulator?.stop();
     output.current?.clear();
 
+    setDrawerOpen(false);
+
     logLine("Starting emulation...");
 
     if (filesystemPromise) {
@@ -141,11 +113,6 @@ export function Playground() {
     new_emulator.start(settings, userFile);
   }
 
-  async function loadAndRunUserFile() {
-    //const fileBuffer = await selectAndReadFile();
-    //await createEmulator(fileBuffer);
-  }
-
   return (
     <>
       <Header
@@ -154,29 +121,9 @@ export function Playground() {
       />
       <div className="h-[100dvh] flex flex-col">
         <header className="flex shrink-0 items-center gap-2 border-b p-2 overflow-y-auto">
-          <DropdownMenu>
-            <DropdownMenuTrigger asChild>
-              <Button size="sm" className="fancy">
-                <PlayFill /> Run
-              </Button>
-            </DropdownMenuTrigger>
-            <DropdownMenuContent className="w-56">
-              <DropdownMenuLabel>Run Application</DropdownMenuLabel>
-              <DropdownMenuSeparator />
-              <DropdownMenuGroup>
-                <DropdownMenuItem
-                  onClick={() => createEmulator("c:/test-sample.exe")}
-                >
-                  <ImageFill className="mr-2" />
-                  <span>Select Sample</span>
-                </DropdownMenuItem>
-                <DropdownMenuItem onClick={() => loadAndRunUserFile()}>
-                  <FileEarmarkCheckFill className="mr-2" />
-                  <span>Select your .exe</span>
-                </DropdownMenuItem>
-              </DropdownMenuGroup>
-            </DropdownMenuContent>
-          </DropdownMenu>
+          <Button size="sm" className="fancy" onClick={start}>
+            <PlayFill /> Start
+          </Button>
 
           <Button
             disabled={!emulator}
@@ -219,12 +166,7 @@ export function Playground() {
           {!filesystem ? (
             <></>
           ) : (
-            <Drawer>
-              <DrawerTrigger asChild>
-                <Button size="sm" variant="secondary" className="fancy">
-                  <GearFill /> Filesystem
-                </Button>
-              </DrawerTrigger>
+            <Drawer open={drawerOpen} onOpenChange={setDrawerOpen}>
               <DrawerContent>
                 <DrawerHeader>
                   <DrawerTitle className="hidden">
@@ -238,6 +180,8 @@ export function Playground() {
                   <FilesystemExplorer
                     filesystem={filesystem}
                     runFile={createEmulator}
+                    resetFilesys={resetFilesys}
+                    path={["c"]}
                   />
                 </DrawerFooter>
               </DrawerContent>
diff --git a/page/src/components/folder.tsx b/page/src/components/folder.tsx
index a32ea608..3c92d8ed 100644
--- a/page/src/components/folder.tsx
+++ b/page/src/components/folder.tsx
@@ -14,10 +14,10 @@ import {
   ContextMenuSeparator,
   ContextMenuLabel,
 } from "@/components/ui/context-menu";
+
 import {
   Tooltip,
   TooltipContent,
-  TooltipProvider,
   TooltipTrigger,
 } from "@/components/ui/tooltip";
 
@@ -35,6 +35,7 @@ type ClickHandler = (element: FolderElement) => void;
 type CreateFolderHandler = () => void;
 type RemoveElementHandler = (element: FolderElement) => void;
 type RenameElementHandler = (element: FolderElement) => void;
+type AddFilesHandler = () => void;
 
 export interface FolderProps {
   elements: FolderElement[];
@@ -42,6 +43,7 @@ export interface FolderProps {
   createFolderHandler: CreateFolderHandler;
   removeElementHandler: RemoveElementHandler;
   renameElementHandler: RenameElementHandler;
+  addFilesHandler: AddFilesHandler;
 }
 
 function elementComparator(e1: FolderElement, e2: FolderElement) {
@@ -100,7 +102,7 @@ function renderElementWithContext(element: FolderElement, props: FolderProps) {
   return (
     <ContextMenu>
       <ContextMenuTrigger>
-        <Tooltip>
+        <Tooltip delayDuration={700}>
           <TooltipTrigger asChild>
             {renderElement(element, props.clickHandler)}
           </TooltipTrigger>
@@ -131,31 +133,26 @@ function renderElementWrapper(element: FolderElement, props: FolderProps) {
   );
 }
 
-function renderFolderCreator(createFolderHandler: CreateFolderHandler) {
-  return (
-    <ContextMenuItem onClick={createFolderHandler}>
-      Create new Folder
-    </ContextMenuItem>
-  );
-}
-
 export function Folder(props: FolderProps) {
   return (
-    <ScrollArea className="h-[50dvh]">
-      <TooltipProvider delayDuration={700}>
-        <ContextMenu>
-          <ContextMenuTrigger>
-            <div className="folder flex flex-wrap">
-              {props.elements
-                .sort(elementComparator)
-                .map((e) => renderElementWrapper(e, props))}
-            </div>
-          </ContextMenuTrigger>
-          <ContextMenuContent>
-            {renderFolderCreator(props.createFolderHandler)}
-          </ContextMenuContent>
-        </ContextMenu>
-      </TooltipProvider>
-    </ScrollArea>
+    <ContextMenu>
+      <ContextMenuTrigger>
+        <ScrollArea className="h-[50dvh]">
+          <div className="folder flex flex-wrap h-full">
+            {props.elements
+              .sort(elementComparator)
+              .map((e) => renderElementWrapper(e, props))}
+          </div>
+        </ScrollArea>
+      </ContextMenuTrigger>
+      <ContextMenuContent>
+        <ContextMenuItem onClick={props.createFolderHandler}>
+          Create new Folder
+        </ContextMenuItem>
+        <ContextMenuItem onClick={props.addFilesHandler}>
+          Add Files
+        </ContextMenuItem>
+      </ContextMenuContent>
+    </ContextMenu>
   );
 }
diff --git a/page/src/filesystem.ts b/page/src/filesystem.ts
index 45d2c3c8..34302912 100644
--- a/page/src/filesystem.ts
+++ b/page/src/filesystem.ts
@@ -43,6 +43,24 @@ export interface FileWithData {
   data: ArrayBuffer;
 }
 
+function deleteDatabase(dbName: string) {
+  return new Promise<void>((resolve, reject) => {
+    const request = indexedDB.deleteDatabase(dbName);
+
+    request.onsuccess = () => {
+      resolve();
+    };
+
+    request.onerror = () => {
+      reject(new Error(`Error deleting database ${dbName}.`));
+    };
+
+    request.onblocked = () => {
+      reject(new Error(`Deletion of database ${dbName} blocked.`));
+    };
+  });
+}
+
 export class Filesystem {
   private idbfs: MainModule;
 
@@ -117,6 +135,10 @@ export class Filesystem {
   isFolder(file: string) {
     return (this.stat(file).mode & 0x4000) != 0;
   }
+
+  delete() {
+    return deleteDatabase("/root");
+  }
 }
 
 export async function setupFilesystem(progressHandler: ProgressHandler) {