diff --git a/site/src/pages/AgentsPage/components/AgentChatInput.stories.tsx b/site/src/pages/AgentsPage/components/AgentChatInput.stories.tsx
index 85aebb0abaa..f10c8829573 100644
--- a/site/src/pages/AgentsPage/components/AgentChatInput.stories.tsx
+++ b/site/src/pages/AgentsPage/components/AgentChatInput.stories.tsx
@@ -1479,6 +1479,21 @@ export const OverflowBadges: Story = {
 		],
 		selectedWorkspaceId: "ws-1",
 		onWorkspaceChange: fn(),
+		attachedWorkspace: {
+			id: "ws-1",
+			name: "my-long-workspace-name",
+			route: "/@admin/my-long-workspace-name",
+			statusIcon: <MonitorDotIcon className="size-3" />,
+			statusLabel: "Workspace running",
+		},
+		workspace: {
+			...MockWorkspace,
+			id: "ws-1",
+			name: "my-long-workspace-name",
+			owner_name: "admin",
+		},
+		workspaceAgent: MockWorkspaceAgent,
+		chatId: "overflow-chat-id",
 	},
 	parameters: {
 		viewport: { defaultViewport: "mobile2" },
@@ -1546,12 +1561,19 @@ export const ContextNearLimit: Story = {
 	},
 };
 
-/** Long workspace name at iPhone SE width — verifies truncation. */
+/** Long workspace name at iPhone SE width collapses into +N overflow. */
 export const LongWorkspaceNameMobile: Story = {
 	args: {
 		...mcpDefaults,
 		mcpServers: [githubMCPConnected],
 		selectedMCPServerIds: [githubMCPConnected.id],
+		attachedWorkspace: {
+			id: MockWorkspace.id,
+			name: "my-super-extremely-long-workspace-name-that-overflows",
+			route: `/@${MockWorkspace.owner_name}/my-super-extremely-long-workspace-name-that-overflows`,
+			statusIcon: <MonitorDotIcon className="size-3" />,
+			statusLabel: "Workspace running",
+		},
 		workspace: {
 			...MockWorkspace,
 			name: "my-super-extremely-long-workspace-name-that-overflows",
@@ -1565,15 +1587,23 @@ export const LongWorkspaceNameMobile: Story = {
 	},
 	play: async ({ canvasElement }) => {
 		const canvas = within(canvasElement);
-		// The workspace pill button should be present.
-		const pill = await canvas.findByRole("button", {
-			name: /workspace menu/,
+		// Too narrow for the pill's minimum width: it must collapse into
+		// the overflow popover instead of clipping to a tiny pill.
+		const overflowPill = await canvas.findByRole("button", {
+			name: /more item/,
 		});
 		await waitFor(() => {
-			expect(pill).toBeVisible();
+			expect(overflowPill).toBeVisible();
 		});
+		await userEvent.click(overflowPill);
+		const popover = await within(document.body).findByRole("dialog");
+		expect(
+			within(popover).getByText(
+				"my-super-extremely-long-workspace-name-that-overflows",
+			),
+		).toBeInTheDocument();
 		// The toolbar row should not cause horizontal overflow.
-		const toolbar = pill.closest(
+		const toolbar = overflowPill.closest(
 			".flex.items-center.justify-between",
 		) as HTMLElement;
 		if (toolbar?.parentElement) {
diff --git a/site/src/pages/AgentsPage/components/AgentChatInput.tsx b/site/src/pages/AgentsPage/components/AgentChatInput.tsx
index cad62b611b6..4d48c3d254b 100644
--- a/site/src/pages/AgentsPage/components/AgentChatInput.tsx
+++ b/site/src/pages/AgentsPage/components/AgentChatInput.tsx
@@ -585,16 +585,25 @@ export const AgentChatInput: FC<AgentChatInputProps> = ({
 	const shouldOverflowPlanningBadge =
 		planModeEnabled && contextUsage !== undefined;
 
+	// When workspace data is available the badge renders as the
+	// interactive WorkspacePill; its overflow-popover fallback uses the
+	// richer attachedWorkspace data when present.
+	let workspacePillBadge: ToolBadgeData | undefined;
+	if (workspace && workspaceAgent && chatId) {
+		workspacePillBadge = attachedWorkspace
+			? { kind: "attached-workspace", ...attachedWorkspace }
+			: { kind: "workspace", name: workspace.name };
+	}
+
 	// Ordered list of active tool badge data so we can determine
 	// which ones ended up in the overflow popover.
 	const allBadges: ToolBadgeData[] = [];
 	if (shouldOverflowPlanningBadge) {
 		allBadges.push({ kind: "planning" });
 	}
-	// When workspace data is available, WorkspacePill handles
-	// the display (including app dropdown). Otherwise fall back
-	// to the simple attached-workspace ToolBadge.
-	if (!(workspace && workspaceAgent && chatId) && attachedWorkspace) {
+	if (workspacePillBadge) {
+		allBadges.push(workspacePillBadge);
+	} else if (attachedWorkspace) {
 		allBadges.push({ kind: "attached-workspace", ...attachedWorkspace });
 	}
 	if (shouldShowSelectedWorkspaceBadge && selectedWorkspace) {
@@ -1447,24 +1456,37 @@ export const AgentChatInput: FC<AgentChatInputProps> = ({
 						 * hide and reorder via CSS. The pill is invisible
 						 * when there's no overflow but still occupies
 						 * layout space, preventing measurement flicker. */}
-						{workspace && workspaceAgent && chatId && (
-							<span className="ml-1 sm:ml-0">
-								<WorkspacePill
-									workspace={workspace}
-									agent={workspaceAgent}
-									chatId={chatId}
-									sshCommand={sshCommand}
-									folder={folder}
-									onRemoveWorkspace={removeWorkspaceHandler}
-								/>
-							</span>
-						)}
 						<div
 							ref={badgeContainerRef}
 							className="flex min-w-0 items-center gap-1 overflow-hidden"
 						>
 							{allBadges.map((badge, i) => {
 								const isOverflow = overflowCount > 0 && i >= visibleCount;
+								if (
+									badge === workspacePillBadge &&
+									workspace &&
+									workspaceAgent &&
+									chatId
+								) {
+									return (
+										<span
+											key="workspace-pill"
+											className={cn(
+												"flex min-w-[calc(8ch_+_3.125rem)] text-xs",
+												isOverflow && "invisible order-1",
+											)}
+										>
+											<WorkspacePill
+												workspace={workspace}
+												agent={workspaceAgent}
+												chatId={chatId}
+												sshCommand={sshCommand}
+												folder={folder}
+												onRemoveWorkspace={removeWorkspaceHandler}
+											/>
+										</span>
+									);
+								}
 								return (
 									<ToolBadge
 										key={badge.kind === "mcp" ? badge.server.id : badge.kind}
diff --git a/site/src/pages/AgentsPage/components/ChatElements/ModelSelector.tsx b/site/src/pages/AgentsPage/components/ChatElements/ModelSelector.tsx
index 0ec76e0c1eb..d2e53e702dd 100644
--- a/site/src/pages/AgentsPage/components/ChatElements/ModelSelector.tsx
+++ b/site/src/pages/AgentsPage/components/ChatElements/ModelSelector.tsx
@@ -162,8 +162,10 @@ export const ModelSelector: FC<ModelSelectorProps> = ({
 					role="combobox"
 					type="button"
 					variant="subtle"
+					// min-w floor: ~8ch of the label plus 3.125rem of fixed chrome
+					// stay visible before truncation kicks in.
 					className={cn(
-						"h-7 min-w-0 shrink justify-start gap-1 rounded-full border-0 bg-surface-secondary px-2 py-0.5 text-xs font-medium shadow-none transition-colors hover:bg-surface-tertiary hover:text-content-primary focus:ring-0 focus-visible:ring-2 focus-visible:ring-content-link [&>svg]:!size-3.5 [&>svg]:p-0 [&>svg]:shrink-0 [&>svg]:transition [&>svg]:hover:text-content-primary [&>img]:!size-3 [&>img]:!p-0",
+						"h-7 min-w-[calc(8ch_+_3.125rem)] shrink justify-start gap-1 rounded-full border-0 bg-surface-secondary px-2 py-0.5 text-xs font-medium shadow-none transition-colors hover:bg-surface-tertiary hover:text-content-primary focus:ring-0 focus-visible:ring-2 focus-visible:ring-content-link [&>svg]:!size-3.5 [&>svg]:p-0 [&>svg]:shrink-0 [&>svg]:transition [&>svg]:hover:text-content-primary [&>img]:!size-3 [&>img]:!p-0",
 						className,
 					)}
 					onTouchStart={onTriggerTouchStart}
@@ -196,11 +198,9 @@ export const ModelSelector: FC<ModelSelectorProps> = ({
 					contentClassName,
 				)}
 				onOpenAutoFocus={(event) => {
-					// On touch devices, auto-focusing the search input pops the
-					// software keyboard as soon as the picker opens, hiding the
-					// model list behind it. Only keep the WAI-ARIA combobox
-					// focus-into-input behavior for fine pointers (keyboard and
-					// mouse users on desktop).
+					// Touch devices auto-focus search on open, and the software
+					// keyboard hides the model list. Keep the WAI-ARIA combobox
+					// focus-into-input behavior for fine pointers only.
 					if (matchMedia("(pointer: coarse)").matches) {
 						event.preventDefault();
 					}
diff --git a/site/src/pages/AgentsPage/components/WorkspacePill.tsx b/site/src/pages/AgentsPage/components/WorkspacePill.tsx
index c72851e8835..fb3eb8131b7 100644
--- a/site/src/pages/AgentsPage/components/WorkspacePill.tsx
+++ b/site/src/pages/AgentsPage/components/WorkspacePill.tsx
@@ -126,7 +126,10 @@ export const WorkspacePill: FC<WorkspacePillProps> = ({
 				}
 			}}
 		>
-			<span className="inline-flex min-w-0 items-center overflow-hidden rounded-full bg-surface-secondary text-xs font-medium text-content-secondary md:min-w-[2.75rem]">
+			{/* Floor of ~8ch of name + 3.125rem chrome (padding, status icon,
+			 * gaps, chevron). Below the floor the overflow system moves the
+			 * pill into the +N popover instead of shrinking it further. */}
+			<span className="inline-flex min-w-[calc(8ch_+_3.125rem)] items-center overflow-hidden rounded-full bg-surface-secondary text-xs font-medium text-content-secondary">
 				<Tooltip
 					open={tooltipOpen}
 					onOpenChange={(v) => setTooltipOpen(v && !open)}
@@ -137,29 +140,22 @@ export const WorkspacePill: FC<WorkspacePillProps> = ({
 								type="button"
 								aria-label={`${workspace.name} workspace menu`}
 								className={cn(
-									"inline-flex min-w-0 cursor-pointer items-center justify-center gap-1 rounded-full border-0 bg-transparent p-0 text-xs font-medium text-content-secondary transition-colors hover:bg-surface-tertiary hover:text-content-primary",
-									"size-7 md:size-auto md:max-w-[200px] md:justify-start md:px-2 md:py-0.5",
+									"inline-flex min-w-0 cursor-pointer items-center justify-start gap-1 rounded-full border-0 bg-transparent p-0 text-xs font-medium text-content-secondary transition-colors hover:bg-surface-tertiary hover:text-content-primary",
+									"h-7 w-full max-w-[200px] px-2 py-0.5",
 								)}
 							>
-								<StatusIcon
-									type={effectiveType}
-									className="size-icon-sm shrink-0 md:size-3"
-								/>
-								<span className="hidden min-w-0 truncate md:inline">
-									{workspace.name}
-								</span>
+								<StatusIcon type={effectiveType} className="size-3 shrink-0" />
+								<span className="min-w-0 truncate">{workspace.name}</span>
 								<ChevronDownIcon
 									className={cn(
-										"hidden size-3.5 shrink-0 transition-transform md:block",
+										"size-3.5 shrink-0 transition-transform",
 										open && "rotate-180",
 									)}
 								/>
 							</button>
 						</DropdownMenuTrigger>
 					</TooltipTrigger>
-					<TooltipContent className="hidden md:block">
-						{statusLabel}
-					</TooltipContent>
+					<TooltipContent>{statusLabel}</TooltipContent>
 				</Tooltip>
 			</span>