diff --git a/site/src/modules/tasks/TasksSidebar/TasksSidebar.stories.tsx b/site/src/modules/tasks/TasksSidebar/TasksSidebar.stories.tsx
new file mode 100644
index 0000000000..ce49156530
--- /dev/null
+++ b/site/src/modules/tasks/TasksSidebar/TasksSidebar.stories.tsx
@@ -0,0 +1,89 @@
+import { MockTasks, MockUserOwner, mockApiError } from "testHelpers/entities";
+import { withAuthProvider } from "testHelpers/storybook";
+import type { Meta, StoryObj } from "@storybook/react-vite";
+import { API } from "api/api";
+import { MockUsers } from "pages/UsersPage/storybookData/users";
+import { spyOn, userEvent, within } from "storybook/test";
+import { reactRouterParameters } from "storybook-addon-remix-react-router";
+import { TasksSidebar } from "./TasksSidebar";
+
+const meta: Meta<typeof TasksSidebar> = {
+	title: "modules/tasks/TasksSidebar",
+	component: TasksSidebar,
+	decorators: [withAuthProvider],
+	parameters: {
+		user: MockUserOwner,
+		layout: "fullscreen",
+		permissions: {
+			viewAllUsers: true,
+		},
+	},
+	beforeEach: () => {
+		spyOn(API, "getUsers").mockResolvedValue({
+			users: MockUsers,
+			count: MockUsers.length,
+		});
+	},
+};
+
+export default meta;
+type Story = StoryObj<typeof TasksSidebar>;
+
+export const Loading: Story = {
+	beforeEach: () => {
+		spyOn(API.experimental, "getTasks").mockReturnValue(new Promise(() => {}));
+	},
+};
+
+export const Failed: Story = {
+	beforeEach: () => {
+		spyOn(API.experimental, "getTasks").mockRejectedValue(
+			mockApiError({
+				message: "Failed to fetch tasks",
+			}),
+		);
+	},
+};
+
+export const Loaded: Story = {
+	beforeEach: () => {
+		spyOn(API.experimental, "getTasks").mockResolvedValue(MockTasks);
+	},
+	parameters: {
+		reactRouter: reactRouterParameters({
+			location: {
+				pathParams: {
+					workspace: MockTasks[0].workspace.name,
+				},
+			},
+			routing: { path: "/tasks/:workspace" },
+		}),
+	},
+};
+
+export const Empty: Story = {
+	beforeEach: () => {
+		spyOn(API.experimental, "getTasks").mockResolvedValue([]);
+	},
+};
+
+export const Closed: Story = {
+	beforeEach: () => {
+		spyOn(API.experimental, "getTasks").mockResolvedValue(MockTasks);
+	},
+	parameters: {
+		reactRouter: reactRouterParameters({
+			location: {
+				pathParams: {
+					workspace: MockTasks[0].workspace.name,
+				},
+			},
+			routing: { path: "/tasks/:workspace" },
+		}),
+	},
+	play: async ({ canvasElement }) => {
+		const canvas = within(canvasElement);
+		const button = canvas.getByRole("button", { name: /close sidebar/i });
+		await userEvent.click(button);
+	},
+};
diff --git a/site/src/modules/tasks/TasksSidebar/TasksSidebar.tsx b/site/src/modules/tasks/TasksSidebar/TasksSidebar.tsx
new file mode 100644
index 0000000000..cbf76efcd0
--- /dev/null
+++ b/site/src/modules/tasks/TasksSidebar/TasksSidebar.tsx
@@ -0,0 +1,237 @@
+import { API } from "api/api";
+import { getErrorMessage } from "api/errors";
+import { cva } from "class-variance-authority";
+import { Button } from "components/Button/Button";
+import { CoderIcon } from "components/Icons/CoderIcon";
+import {
+	Tooltip,
+	TooltipContent,
+	TooltipProvider,
+	TooltipTrigger,
+} from "components/Tooltip/Tooltip";
+import { useAuthenticated } from "hooks";
+import { useSearchParamsKey } from "hooks/useSearchParamsKey";
+import { EditIcon, PanelLeftIcon } from "lucide-react";
+import type { Task } from "modules/tasks/tasks";
+import { type FC, useState } from "react";
+import { useQuery } from "react-query";
+import { Link as RouterLink, useParams } from "react-router";
+import { cn } from "utils/cn";
+import { UserCombobox } from "./UserCombobox";
+
+export const TasksSidebar: FC = () => {
+	const { user, permissions } = useAuthenticated();
+	const usernameParam = useSearchParamsKey({
+		key: "username",
+		defaultValue: user.username,
+	});
+
+	const [isCollapsed, setIsCollapsed] = useState(false);
+
+	return (
+		<div
+			className={cn(
+				"h-full flex flex-col flex-1 min-h-0 gap-6 bg-surface-secondary max-w-80",
+				"border-solid border-0 border-r transition-all p-3",
+				{ "max-w-16 items-center": isCollapsed },
+			)}
+		>
+			<div className="flex items-center place-content-between">
+				{!isCollapsed && (
+					<Button
+						size="icon"
+						variant="subtle"
+						className={cn([
+							"size-8 p-0 transition-[margin,opacity]",
+							"group-data-[collapsible=icon]:-ml-10 group-data-[collapsible=icon]:opacity-0",
+						])}
+					>
+						<CoderIcon className="fill-content-primary !size-6 !p-0" />
+					</Button>
+				)}
+
+				<TooltipProvider>
+					<Tooltip>
+						<TooltipTrigger asChild>
+							<Button
+								size="icon"
+								variant="subtle"
+								onClick={() => setIsCollapsed((v) => !v)}
+								className="[&_svg]:p-0"
+							>
+								<PanelLeftIcon />
+								<span className="sr-only">
+									{isCollapsed ? "Open" : "Close"} Sidebar
+								</span>
+							</Button>
+						</TooltipTrigger>
+						<TooltipContent side="right" align="center">
+							{isCollapsed ? "Open" : "Close"} Sidebar
+						</TooltipContent>
+					</Tooltip>
+				</TooltipProvider>
+			</div>
+
+			<TooltipProvider>
+				<Tooltip>
+					<TooltipTrigger asChild>
+						<Button
+							variant={isCollapsed ? "subtle" : "default"}
+							size={isCollapsed ? "icon" : "sm"}
+							asChild={true}
+							className={cn({
+								"[&_svg]:p-0": isCollapsed,
+							})}
+						>
+							<RouterLink to="/tasks">
+								<span className={isCollapsed ? "hidden" : ""}>New Task</span>{" "}
+								<EditIcon />
+							</RouterLink>
+						</Button>
+					</TooltipTrigger>
+					<TooltipContent side="right" align="center">
+						New task
+					</TooltipContent>
+				</Tooltip>
+			</TooltipProvider>
+
+			{!isCollapsed && (
+				<>
+					{permissions.viewAllUsers && (
+						<UserCombobox
+							value={usernameParam.value}
+							onValueChange={(username) => {
+								if (username === usernameParam.value) {
+									usernameParam.setValue("");
+									return;
+								}
+								usernameParam.setValue(username);
+							}}
+						/>
+					)}
+					<TasksSidebarGroup username={usernameParam.value} />
+				</>
+			)}
+		</div>
+	);
+};
+
+type TasksSidebarGroupProps = {
+	username: string;
+};
+
+const TasksSidebarGroup: FC<TasksSidebarGroupProps> = ({ username }) => {
+	const filter = { username };
+	const tasksQuery = useQuery({
+		queryKey: ["tasks", filter],
+		queryFn: () => API.experimental.getTasks(filter),
+		refetchInterval: 10_000,
+	});
+
+	return (
+		<div className="flex flex-col flex-1 gap-2 min-h-0 transition-[opacity] group-data-[collapsible=icon]:opacity-0">
+			<div className="text-content-secondary text-xs">Tasks</div>
+			<div className="flex flex-col flex-1 gap-1 min-h-0 overflow-y-auto">
+				{tasksQuery.data ? (
+					tasksQuery.data.length > 0 ? (
+						tasksQuery.data.map((t) => (
+							<TaskSidebarMenuItem key={t.workspace.id} task={t} />
+						))
+					) : (
+						<div className="text-content-secondary text-xs p-4 border-border border-solid rounded text-center">
+							No tasks found
+						</div>
+					)
+				) : tasksQuery.error ? (
+					<div className="text-content-secondary text-xs p-4 border-border border-solid rounded text-center">
+						{getErrorMessage(tasksQuery.error, "Failed to load tasks")}
+					</div>
+				) : (
+					<div className="flex flex-col gap-1">
+						{Array.from({ length: 5 }).map((_, index) => (
+							<div
+								key={index}
+								aria-hidden={true}
+								className="h-8 w-full rounded-lg bg-surface-tertiary animate-pulse"
+							/>
+						))}
+					</div>
+				)}
+			</div>
+		</div>
+	);
+};
+
+type TaskSidebarMenuItemProps = {
+	task: Task;
+};
+
+const TaskSidebarMenuItem: FC<TaskSidebarMenuItemProps> = ({ task }) => {
+	const { workspace } = useParams<{ workspace: string }>();
+	const isActive = task.workspace.name === workspace;
+
+	return (
+		<Button
+			size="sm"
+			variant="subtle"
+			className={cn(
+				"w-full justify-start text-content-secondary hover:bg-surface-tertiary gap-2",
+				{
+					"text-content-primary bg-surface-quaternary pointer-events-none":
+						isActive,
+				},
+			)}
+			asChild
+		>
+			<RouterLink
+				to={{
+					pathname: `/tasks/${task.workspace.owner_name}/${task.workspace.name}`,
+					search: window.location.search,
+				}}
+			>
+				<TaskSidebarMenuItemStatus task={task} />
+				{task.workspace.name}
+			</RouterLink>
+		</Button>
+	);
+};
+
+const taskStatusVariants = cva("block size-2 rounded-full shrink-0", {
+	variants: {
+		state: {
+			default: "border border-content-secondary border-solid",
+			complete: "bg-content-success",
+			failure: "bg-content-destructive",
+			idle: "bg-content-secondary",
+			working: "bg-highlight-sky",
+		},
+	},
+	defaultVariants: {
+		state: "default",
+	},
+});
+
+const TaskSidebarMenuItemStatus: FC<{ task: Task }> = ({ task }) => {
+	const statusText = task.workspace.latest_app_status
+		? task.workspace.latest_app_status.state
+		: "No activity yet";
+
+	return (
+		<TooltipProvider>
+			<Tooltip>
+				<TooltipTrigger asChild>
+					<div
+						className={taskStatusVariants({
+							state: task.workspace.latest_app_status?.state ?? "default",
+						})}
+					>
+						<span className="sr-only">{statusText}</span>
+					</div>
+				</TooltipTrigger>
+				<TooltipContent className="first-letter:capitalize">
+					{statusText}
+				</TooltipContent>
+			</Tooltip>
+		</TooltipProvider>
+	);
+};
diff --git a/site/src/modules/tasks/TasksSidebar/UserCombobox.stories.tsx b/site/src/modules/tasks/TasksSidebar/UserCombobox.stories.tsx
index 3f4900000a..00acf7ee9d 100644
--- a/site/src/modules/tasks/TasksSidebar/UserCombobox.stories.tsx
+++ b/site/src/modules/tasks/TasksSidebar/UserCombobox.stories.tsx
@@ -34,9 +34,12 @@ export const Loading: Story = {
 	},
 };
 
-export const AllUsers: Story = {
-	parameters: {
-		queries: [{ key: ["users"], data: MockUsers }],
+export const Loaded: Story = {
+	beforeEach: () => {
+		spyOn(API, "getUsers").mockResolvedValue({
+			count: MockUsers.length,
+			users: MockUsers,
+		});
 	},
 };
 
diff --git a/site/src/modules/tasks/TasksSidebar/UserCombobox.tsx b/site/src/modules/tasks/TasksSidebar/UserCombobox.tsx
index af5c199c99..761329175b 100644
--- a/site/src/modules/tasks/TasksSidebar/UserCombobox.tsx
+++ b/site/src/modules/tasks/TasksSidebar/UserCombobox.tsx
@@ -43,6 +43,9 @@ export const UserCombobox: FC<UserComboboxProps> = ({
 	const [open, setOpen] = useState(false);
 	const [search, setSearch] = useState("");
 	const debouncedSearch = useDebouncedValue(search, 250);
+	// By default, this combobox filters by the authenticated user.
+	// To ensure consistent behavior, we must always include the
+	// authenticated user in the list of options.
 	const { user } = useAuthenticated();
 	const { data: options, isFetched } = useQuery({
 		...users({ q: debouncedSearch }),
@@ -58,7 +61,7 @@ export const UserCombobox: FC<UserComboboxProps> = ({
 					disabled={!isFetched}
 					role="combobox"
 					aria-expanded={open}
-					className="justify-between rounded-full bg-surface-tertiary border border-border hover:bg-surface-quaternary text-content-primary pl-3 w-full"
+					className="justify-between rounded-full bg-surface-tertiary border border-border hover:bg-surface-quaternary text-content-primary pl-3 w-fit"
 					size="sm"
 				>
 					{isFetched ? (
diff --git a/site/src/testHelpers/entities.ts b/site/src/testHelpers/entities.ts
index 0530c04ad3..79084d50ad 100644
--- a/site/src/testHelpers/entities.ts
+++ b/site/src/testHelpers/entities.ts
@@ -4877,6 +4877,7 @@ export const MockTasks = [
 	{
 		workspace: {
 			...MockWorkspace,
+			name: "create-competitors-page",
 			latest_app_status: MockWorkspaceAppStatus,
 		},
 		prompt: "Create competitors page",
@@ -4885,6 +4886,7 @@ export const MockTasks = [
 		workspace: {
 			...MockWorkspace,
 			id: "workspace-2",
+			name: "fix-avatar-size",
 			latest_app_status: {
 				...MockWorkspaceAppStatus,
 				message: "Avatar size fixed!",
@@ -4896,6 +4898,7 @@ export const MockTasks = [
 		workspace: {
 			...MockWorkspace,
 			id: "workspace-3",
+			name: "fix-accessibility-issues",
 			latest_app_status: {
 				...MockWorkspaceAppStatus,
 				message: "Accessibility issues fixed!",