diff --git a/packages/app/e2e/regression/tab-navigate-mousedown.spec.ts b/packages/app/e2e/regression/tab-navigate-mousedown.spec.ts
index 254bdbb2bc6..a42b43990ee 100644
--- a/packages/app/e2e/regression/tab-navigate-mousedown.spec.ts
+++ b/packages/app/e2e/regression/tab-navigate-mousedown.spec.ts
@@ -232,6 +232,92 @@ test("vertical tabs show project details, resize, and navigate", async ({ page }
   await expect(tabB).toBeVisible()
 })
 
+for (const direction of ["ltr", "rtl"]) {
+  test(`vertical tabs keep Settings pinned while scrolling in ${direction}`, async ({ page }, testInfo) => {
+    await mockServer(page)
+    await page.addInitScript(
+      ({ server, sessionA, sessionB, directory }) => {
+        localStorage.setItem("settings.v3", JSON.stringify({ appearance: { tabLayout: "vertical" } }))
+        localStorage.setItem(
+          "opencode.window.browser.dat:tabs",
+          JSON.stringify([
+            { type: "session", server, sessionId: sessionA },
+            ...Array.from({ length: 24 }, (_, index) => ({
+              type: "draft",
+              server,
+              directory,
+              draftID: `draft_scroll_${index}`,
+            })),
+            { type: "session", server, sessionId: sessionB },
+          ]),
+        )
+      },
+      { server, sessionA: sessionA.id, sessionB: sessionB.id, directory: sessionA.directory },
+    )
+    await page.goto("/")
+
+    const sidebar = page.locator('[data-slot="vertical-tabs-sidebar"]')
+    const settings = sidebar.getByRole("button", { name: "Settings", exact: true })
+    const scroll = sidebar.locator('[data-slot="vertical-tabs-scroll"]')
+    const hrefB = `/server/${base64Encode(server)}/session/${sessionB.id}`
+    const tabB = sidebar.locator(`[data-titlebar-tab-link][href="${hrefB}"]`)
+    await expect(sidebar.locator("[data-titlebar-tab-slot]")).toHaveCount(26)
+    await expect(settings).toHaveText("Settings")
+    await page.evaluate((direction) => document.documentElement.setAttribute("dir", direction), direction)
+
+    for (const width of [1280, 800]) {
+      await page.setViewportSize({ width, height: 360 })
+      await expect(settings).toBeInViewport({ ratio: 1 })
+      await expect(sidebar).toHaveCSS("padding-inline-start", "10px")
+      await expect(sidebar).toHaveCSS("padding-bottom", "10px")
+      await expect(settings).toHaveCSS("margin-top", "8px")
+      await expect
+        .poll(() =>
+          sidebar.locator('[data-slot="vertical-tabs-footer"]').evaluate((element) => {
+            const content = Math.max(
+              0,
+              ...Array.from(element.children, (child) => child.getBoundingClientRect().height),
+            )
+            return element.getBoundingClientRect().height - content
+          }),
+        )
+        .toBe(0)
+      await expect(scroll).toHaveCSS("mask-image", /linear-gradient/)
+      await scroll.evaluate((element) => element.scrollTo(0, 0))
+      await expect(scroll).toHaveJSProperty("scrollTop", 0)
+      const pinned = await settings.boundingBox()
+      await scroll.hover()
+      await page.mouse.wheel(0, 200)
+      await expect.poll(() => scroll.evaluate((element) => element.scrollTop)).toBeGreaterThan(0)
+      await expect.poll(() => settings.boundingBox()).toEqual(pinned)
+      await testInfo.attach(`vertical-tabs-settings-${width}`, {
+        body: await sidebar.screenshot(),
+        contentType: "image/png",
+      })
+
+      await scroll.evaluate((element) => element.scrollTo(0, element.scrollHeight))
+      await expect(tabB).toBeInViewport({ ratio: 1 })
+      await expect
+        .poll(async () => {
+          const tab = await tabB.boundingBox()
+          const viewport = await scroll.boundingBox()
+          return !!tab && !!viewport && tab.y + tab.height <= viewport.y + viewport.height - 16
+        })
+        .toBe(true)
+      await expect.poll(() => settings.boundingBox()).toEqual(pinned)
+    }
+
+    await settings.click()
+    await expect(page.getByTestId("settings-screen")).toBeVisible()
+    await expect(settings).toHaveAttribute("aria-pressed", "true")
+    await sidebar.getByRole("button", { name: "Home", exact: true }).click()
+    await expect(page.getByTestId("settings-screen")).toBeHidden()
+    await settings.focus()
+    await settings.press("Enter")
+    await expect(page.getByTestId("settings-screen")).toBeVisible()
+  })
+}
+
 for (const profile of [
   { locale: "en", direction: "ltr" },
   { locale: "en", direction: "rtl" },
diff --git a/packages/app/src/shell/shell.tsx b/packages/app/src/shell/shell.tsx
index 9a684177bc0..093743a51c3 100644
--- a/packages/app/src/shell/shell.tsx
+++ b/packages/app/src/shell/shell.tsx
@@ -67,7 +67,7 @@ export default function Layout(props: ParentProps) {
               class="relative flex h-full min-h-0 shrink-0 flex-col bg-v2-background-bg-deep px-2.5 pb-[var(--shell-bottom-inset,8px)] pt-[var(--shell-top-inset,8px)]"
               style={{
                 width: `${state.tabsWidth}px`,
-                "padding-bottom": "max(8px, env(safe-area-inset-bottom, 0px))",
+                "padding-bottom": "max(10px, env(safe-area-inset-bottom, 0px))",
               }}
             >
               <ResizeHandle
diff --git a/packages/app/src/shell/titlebar/titlebar.css b/packages/app/src/shell/titlebar/titlebar.css
index 42e471d8c8e..99cb99463dc 100644
--- a/packages/app/src/shell/titlebar/titlebar.css
+++ b/packages/app/src/shell/titlebar/titlebar.css
@@ -2,6 +2,21 @@
   user-select: none;
 }
 
+[data-slot="vertical-tabs-sidebar"] [data-slot="vertical-tabs"] {
+  display: flex;
+  flex: 1;
+  flex-direction: column;
+}
+
+[data-slot="vertical-tabs-sidebar"] [data-slot="vertical-tabs-scroll"] {
+  min-height: 0;
+  /* Leave enough space to scroll the final tab clear of the fade above Settings. */
+  padding-block-end: 16px;
+  scroll-padding-block-end: 16px;
+  -webkit-mask-image: linear-gradient(to bottom, black calc(100% - 16px), transparent);
+  mask-image: linear-gradient(to bottom, black calc(100% - 16px), transparent);
+}
+
 [data-slot="mobile-tabs-trigger"][aria-expanded="true"] {
   background:
     linear-gradient(var(--v2-overlay-simple-overlay-hover), var(--v2-overlay-simple-overlay-hover)),
diff --git a/packages/app/src/shell/titlebar/titlebar.tsx b/packages/app/src/shell/titlebar/titlebar.tsx
index 373dd741078..9d9f24a670c 100644
--- a/packages/app/src/shell/titlebar/titlebar.tsx
+++ b/packages/app/src/shell/titlebar/titlebar.tsx
@@ -676,10 +676,19 @@ export function Titlebar(props: {
                                 onReorder={(keys) => tabsStoreActions.reorder(keys)}
                               />
                             </div>
-                            <div
-                              data-slot="vertical-tabs-footer"
-                              class="mt-auto flex h-9 w-full shrink-0 items-center gap-1.5"
+                            <button
+                              type="button"
+                              data-action="vertical-tabs-settings"
+                              data-state={layout.route().type === "settings" ? "pressed" : undefined}
+                              class="mt-2 flex h-7 w-full shrink-0 items-center gap-1.5 rounded-[6px] px-1.5 text-[13px] leading-4 text-v2-text-text-faint hover:bg-v2-background-bg-layer-02 hover:text-v2-text-text-base data-[state=pressed]:bg-v2-background-bg-layer-02 data-[state=pressed]:text-v2-text-text-base focus-visible:outline-none focus-visible:bg-v2-background-bg-layer-02 [app-region:no-drag]"
+                              onClick={openSettings}
+                              aria-label={language.t("sidebar.settings")}
+                              aria-pressed={layout.route().type === "settings"}
                             >
+                              <Icon name="settings-gear" />
+                              {language.t("sidebar.settings")}
+                            </button>
+                            <div data-slot="vertical-tabs-footer" class="flex w-full shrink-0 items-center gap-1.5">
                               <TitlebarRightMount />
                             </div>
                           </Portal>