diff --git a/backend/__tests__/unit/services/digestEmailService.test.js b/backend/__tests__/unit/services/digestEmailService.test.js
index feca70acfc..941a9485a6 100644
--- a/backend/__tests__/unit/services/digestEmailService.test.js
+++ b/backend/__tests__/unit/services/digestEmailService.test.js
@@ -211,6 +211,23 @@ describe('digestEmailService', () => {
       .resolves.toEqual(expect.objectContaining({ disabled: false, sent: 1 }));
   });
 
+  // sprint-review on #2275: the switch is for an incident, and an incident is
+  // often a run that is already sending.
+  it('a switch flipped mid-run stops the recipients after the flip', async () => {
+    const first = await createUser();
+    const second = await createUser();
+    const digests = [await createDigest(first), await createDigest(second)];
+    mockSendEmail.mockImplementationOnce(async () => {
+      await SystemSetting.create({ key: digestEmailService.DIGEST_SENDING_KEY, value: { enabled: false } });
+      return { data: { data: { succeeded: 1 } } };
+    });
+
+    const result = await digestEmailService.sendDigestEmails(digests.map(runEntry));
+
+    expect(result).toEqual(expect.objectContaining({ sent: 1, disabled: true }));
+    expect(mockSendEmail).toHaveBeenCalledTimes(1);
+  });
+
   it('sends nothing when the switch cannot be read', async () => {
     const user = await createUser();
     const digest = await createDigest(user);
diff --git a/backend/services/attentionItemService.ts b/backend/services/attentionItemService.ts
index 9401743a20..777adf1c3d 100644
--- a/backend/services/attentionItemService.ts
+++ b/backend/services/attentionItemService.ts
@@ -107,6 +107,9 @@ const peopleThisAgentIsAnswering = async (
       instanceId: String(author.botMetadata?.instanceId || 'default'),
       replyToMessageId: message?.reply_to_message_id ?? message?.replyToMessageId,
       // Carried from the post, never stored on the row (agentAnswerService).
+      // Only the PG write carries it: the Mongo fallback's post-save hook
+      // (models/Message.ts) passes the document, so with PG down an unclaimed
+      // addressed answer still opens a row. That fails toward showing an ask.
       answeringMessageId: message?.answeringMessageId,
     });
   } catch (error) {
diff --git a/backend/services/digestEmailService.ts b/backend/services/digestEmailService.ts
index b9ac9f81c0..1a3c352ffa 100644
--- a/backend/services/digestEmailService.ts
+++ b/backend/services/digestEmailService.ts
@@ -10,7 +10,9 @@ const SystemSetting = require('../models/SystemSetting');
 /**
  * The switch that stops digest SENDING in seconds, with no deploy and no
  * restart: a system_settings row { key: 'digest.sending', value: { enabled:
- * false } }. No row means on. Generation still runs; only the send stops.
+ * false } }. No row means on. Generation still runs; only the send stops. It
+ * is read before the run and again before each recipient, so flipping it
+ * also stops a run that is already sending.
  * docs/runbooks/daily-digest.md has the one-line flip. Earned 2026-10-16,
  * when the only fallback for a bad run was "land a fix before 06:00Z".
  */
@@ -156,6 +158,14 @@ export class DigestEmailService {
     result.eligible = summaries.length;
 
     for (const summary of summaries) {
+      // Read again per recipient (sprint-review on #2275): the switch is for an
+      // incident, and an incident is often a run that is already sending.
+      // eslint-disable-next-line no-await-in-loop
+      if (!await digestSendingEnabled()) {
+        console.warn(`Digest email delivery stopped mid-run: switched off (${DIGEST_SENDING_KEY}).`);
+        result.disabled = true;
+        break;
+      }
       const userId = summary.metadata?.userId;
       try {
         if (!userId) {
diff --git a/docs/runbooks/daily-digest.md b/docs/runbooks/daily-digest.md
index 0e3c791809..455e08388f 100644
--- a/docs/runbooks/daily-digest.md
+++ b/docs/runbooks/daily-digest.md
@@ -11,7 +11,10 @@ digest off.
 
 Sending is controlled by one `system_settings` row. A missing row means
 sending is **on**. Flipping it needs no deploy and no restart, and survives
-later deploys. Generation still runs; only the send stops.
+later deploys. Generation still runs; only the send stops. The row is read
+before the run and again before each recipient, so flipping it also stops a
+run that is already sending: whoever was already emailed stays emailed, and
+nobody after the flip is.
 
 ```bash
 # OFF
@@ -27,8 +30,10 @@ m.connect(process.env.MONGO_URI).then(async () => {
 ```
 
 To turn it back on, run the same command with `enabled: true`, or delete the
-row. If the row can't be read, nothing is sent: the switch fails closed. The
-run logs `Digest email delivery skipped: switched off (digest.sending).`
+row. If the row can't be read, nothing is sent: the switch fails closed. A run
+logs `Digest email delivery skipped: switched off (digest.sending).` when it
+starts switched off, and `Digest email delivery stopped mid-run: ...` when the
+switch is flipped while it's sending.
 
 ## Before a change to digest content ships