diff --git a/apps/server/src/engine/service.ts b/apps/server/src/engine/service.ts
index 0e071ba87..60bccd193 100644
--- a/apps/server/src/engine/service.ts
+++ b/apps/server/src/engine/service.ts
@@ -1089,11 +1089,14 @@ export class AgentService {
     const currentHash = hash(text);
     const previousHash =
       typeof task.state.lastHash === "string" ? task.state.lastHash : monitor.lastHash;
+    // Collapse whitespace in the watched text the same way as in the page text, so a
+    // trailing space from a phone keyboard or a line break in the value still matches.
+    const wanted = monitor.value.replace(/\s+/g, " ").trim().toLowerCase();
     const matched =
       monitor.condition === "change"
         ? Boolean(previousHash && previousHash !== currentHash)
         : monitor.condition === "contains"
-          ? text.toLowerCase().includes(monitor.value.toLowerCase())
+          ? text.toLowerCase().includes(wanted)
           : this.matchesPrice(text, Number(monitor.value));
     const previouslyMatched = Boolean(task.state.matched);
     // For change watches, keep the page lines and a relative-time-free fingerprint of the whole text.
diff --git a/tests/monitor-contains-spacing.test.ts b/tests/monitor-contains-spacing.test.ts
new file mode 100644
index 000000000..6acf2b91b
--- /dev/null
+++ b/tests/monitor-contains-spacing.test.ts
@@ -0,0 +1,48 @@
+import assert from "node:assert/strict";
+import test from "node:test";
+import { createApp } from "../apps/server/src/app.ts";
+import type { AgentNotification } from "../packages/domain/src/agent.ts";
+import { browserFixture } from "./helpers/browser.ts";
+
+for (const [value, text, expected] of [
+  ["In stock", "Status: In stock", true],
+  ["In stock ", "Status: In stock", true],
+  [" in stock", "Status: In stock", true],
+  ["In  stock", "Status: In stock.", true],
+  ["In\nstock", "Status: In\n  stock", true],
+  ["In\u00a0stock", "Status: In stock now", true],
+  ["Sold out ", "Status: In stock", false],
+] as const) {
+  test(`contains watch matches ${JSON.stringify(value)} in ${JSON.stringify(text)}`, async (t) => {
+    const url = "https://example.com/product";
+    const fixture = await browserFixture(t, (path, body) => ({
+      data: path.endsWith("/read")
+        ? { url, title: "Product", text, truncated: false }
+        : {
+            id: body.id,
+            title: "Product",
+            url,
+            status: "active",
+            updatedAt: new Date().toISOString(),
+          },
+    }));
+    const server = await createApp(fixture.db, fixture.config);
+    t.after(() => server.agent.stop());
+    const owner = "contains-spacing-user";
+    const monitor = await server.agent.createMonitor(owner, {
+      title: "Stock watch",
+      url,
+      condition: "contains",
+      value,
+    });
+    await server.agent.worker.tick();
+    const task = await server.agent.getTask(owner, monitor.taskId);
+    assert.equal(task.status, "scheduled");
+    assert.equal(task.state.matched, expected);
+    const notifications = await fixture.db.list<AgentNotification>(owner, "notifications");
+    assert.equal(
+      notifications.filter((entry) => entry.taskId === task.id).length,
+      expected ? 1 : 0,
+    );
+  });
+}