diff --git a/ui/src/api/issues.ts b/ui/src/api/issues.ts
index b3409342703..4fc2e7f58de 100644
--- a/ui/src/api/issues.ts
+++ b/ui/src/api/issues.ts
@@ -213,7 +213,7 @@ export const issuesApi = {
   acceptInteraction: (
     id: string,
     interactionId: string,
-    data?: { selectedClientKeys?: string[] },
+    data?: { selectedClientKeys?: string[]; selectedOptionIds?: string[] },
   ) =>
     api.post<IssueThreadInteraction>(`/issues/${id}/interactions/${interactionId}/accept`, data ?? {}),
   rejectInteraction: (id: string, interactionId: string, reason?: string) =>
diff --git a/ui/src/components/IssueChatThread.tsx b/ui/src/components/IssueChatThread.tsx
index a7642d91a39..aeab5d70140 100644
--- a/ui/src/components/IssueChatThread.tsx
+++ b/ui/src/components/IssueChatThread.tsx
@@ -59,6 +59,7 @@ import type {
   AskUserQuestionsAnswer,
   AskUserQuestionsInteraction,
   IssueThreadInteraction,
+  RequestCheckboxConfirmationInteraction,
   RequestConfirmationInteraction,
   SuggestTasksInteraction,
 } from "../lib/issue-thread-interactions";
@@ -161,11 +162,18 @@ interface IssueChatMessageContext {
   onDeleteComment?: (commentId: string) => Promise<void> | void;
   onImageClick?: (src: string) => void;
   onAcceptInteraction?: (
-    interaction: SuggestTasksInteraction | RequestConfirmationInteraction,
+    interaction:
+      | SuggestTasksInteraction
+      | RequestConfirmationInteraction
+      | RequestCheckboxConfirmationInteraction,
     selectedClientKeys?: string[],
+    selectedOptionIds?: string[],
   ) => Promise<void> | void;
   onRejectInteraction?: (
-    interaction: SuggestTasksInteraction | RequestConfirmationInteraction,
+    interaction:
+      | SuggestTasksInteraction
+      | RequestConfirmationInteraction
+      | RequestCheckboxConfirmationInteraction,
     reason?: string,
   ) => Promise<void> | void;
   onSubmitInteractionAnswers?: (
@@ -361,11 +369,18 @@ interface IssueChatThreadProps {
   stoppingRunId?: string | null;
   onImageClick?: (src: string) => void;
   onAcceptInteraction?: (
-    interaction: SuggestTasksInteraction | RequestConfirmationInteraction,
+    interaction:
+      | SuggestTasksInteraction
+      | RequestConfirmationInteraction
+      | RequestCheckboxConfirmationInteraction,
     selectedClientKeys?: string[],
+    selectedOptionIds?: string[],
   ) => Promise<void> | void;
   onRejectInteraction?: (
-    interaction: SuggestTasksInteraction | RequestConfirmationInteraction,
+    interaction:
+      | SuggestTasksInteraction
+      | RequestConfirmationInteraction
+      | RequestCheckboxConfirmationInteraction,
     reason?: string,
   ) => Promise<void> | void;
   onSubmitInteractionAnswers?: (
diff --git a/ui/src/components/IssueThreadInteractionCard.test.tsx b/ui/src/components/IssueThreadInteractionCard.test.tsx
index 1ba1762ace0..9687ae8b61f 100644
--- a/ui/src/components/IssueThreadInteractionCard.test.tsx
+++ b/ui/src/components/IssueThreadInteractionCard.test.tsx
@@ -8,12 +8,17 @@ import { IssueThreadInteractionCard } from "./IssueThreadInteractionCard";
 import { ThemeProvider } from "../context/ThemeContext";
 import { TooltipProvider } from "./ui/tooltip";
 import {
+  acceptedManyRequestCheckboxConfirmationInteraction,
+  boundedRequestCheckboxConfirmationInteraction,
   pendingAskUserQuestionsInteraction,
   commentExpiredRequestConfirmationInteraction,
   disabledDeclineReasonRequestConfirmationInteraction,
   failedRequestConfirmationInteraction,
+  manyOptionsRequestCheckboxConfirmationInteraction,
+  pendingRequestCheckboxConfirmationInteraction,
   pendingRequestConfirmationInteraction,
   pendingSuggestedTasksInteraction,
+  staleTargetRequestCheckboxConfirmationInteraction,
   staleTargetRequestConfirmationInteraction,
   rejectedSuggestedTasksInteraction,
 } from "../fixtures/issueThreadInteractionFixtures";
@@ -338,4 +343,138 @@ describe("IssueThreadInteractionCard", () => {
       "This request could not be resolved. Try again or create a new request.",
     );
   });
+
+  it("exposes pending checkbox options with select-all and clear controls", () => {
+    const host = renderCard({
+      interaction: pendingRequestCheckboxConfirmationInteraction,
+      onAcceptInteraction: vi.fn(),
+    });
+
+    const checkboxes = [...host.querySelectorAll('[role="checkbox"]')];
+    expect(checkboxes).toHaveLength(
+      pendingRequestCheckboxConfirmationInteraction.payload.options.length,
+    );
+    expect(checkboxes[0]?.getAttribute("aria-checked")).toBe("false");
+    expect(host.textContent).toContain("0 of 4 options selected");
+
+    const selectAll = Array.from(host.querySelectorAll("button")).find((button) =>
+      button.textContent === "Select all",
+    );
+    act(() => {
+      selectAll?.dispatchEvent(new MouseEvent("click", { bubbles: true }));
+    });
+    expect(host.textContent).toContain("All 4 options selected");
+
+    const clear = Array.from(host.querySelectorAll("button")).find((button) =>
+      button.textContent === "Clear selection",
+    );
+    act(() => {
+      clear?.dispatchEvent(new MouseEvent("click", { bubbles: true }));
+    });
+    expect(host.textContent).toContain("0 of 4 options selected");
+  });
+
+  it("submits selected option ids on accept", async () => {
+    const onAcceptInteraction = vi.fn(async () => undefined);
+    const host = renderCard({
+      interaction: pendingRequestCheckboxConfirmationInteraction,
+      onAcceptInteraction,
+    });
+
+    const checkboxes = [...host.querySelectorAll('[role="checkbox"]')];
+    await act(async () => {
+      (checkboxes[0] as HTMLButtonElement).click();
+      (checkboxes[2] as HTMLButtonElement).click();
+    });
+
+    const confirmButton = Array.from(host.querySelectorAll("button")).find((button) =>
+      button.textContent?.includes("Delete selected"),
+    );
+    await act(async () => {
+      confirmButton?.dispatchEvent(new MouseEvent("click", { bubbles: true }));
+    });
+
+    expect(onAcceptInteraction).toHaveBeenCalledWith(
+      expect.objectContaining({ kind: "request_checkbox_confirmation" }),
+      undefined,
+      ["draft-march-report", "draft-scratch-notes"],
+    );
+  });
+
+  it("blocks accept until the minimum selection is met", async () => {
+    const onAcceptInteraction = vi.fn(async () => undefined);
+    const host = renderCard({
+      interaction: {
+        ...boundedRequestCheckboxConfirmationInteraction,
+        payload: {
+          ...boundedRequestCheckboxConfirmationInteraction.payload,
+          defaultSelectedOptionIds: [],
+        },
+      },
+      onAcceptInteraction,
+    });
+
+    const confirmButton = Array.from(host.querySelectorAll("button")).find((button) =>
+      button.textContent?.includes("Confirm regions"),
+    );
+    await act(async () => {
+      confirmButton?.dispatchEvent(new MouseEvent("click", { bubbles: true }));
+    });
+
+    expect(onAcceptInteraction).not.toHaveBeenCalled();
+    expect(host.textContent).toContain("Select at least 2 options.");
+  });
+
+  it("disables remaining checkboxes once the max selection is reached", () => {
+    const host = renderCard({
+      interaction: boundedRequestCheckboxConfirmationInteraction,
+      onAcceptInteraction: vi.fn(),
+    });
+
+    // Defaults select us-west + us-east; bumping to the 3-item max should lock the rest.
+    const checkboxes = [...host.querySelectorAll('[role="checkbox"]')] as HTMLButtonElement[];
+    const unchecked = checkboxes.filter((box) => box.getAttribute("aria-checked") === "false");
+    act(() => {
+      unchecked[0]?.click();
+    });
+
+    const stillUnchecked = ([...host.querySelectorAll('[role="checkbox"]')] as HTMLButtonElement[])
+      .filter((box) => box.getAttribute("aria-checked") === "false");
+    expect(stillUnchecked.length).toBeGreaterThan(0);
+    expect(stillUnchecked.every((box) => box.hasAttribute("disabled"))).toBe(true);
+  });
+
+  it("summarizes large accepted selections by count and bounds the chips", () => {
+    const host = renderCard({
+      interaction: acceptedManyRequestCheckboxConfirmationInteraction,
+    });
+
+    expect(host.textContent).toContain("Confirmed 42 of 100 options");
+    expect(host.querySelectorAll('[role="checkbox"]')).toHaveLength(0);
+    // 42 selected, but only the first 8 labels render inline, then a "+N more" chip.
+    expect(host.textContent).toContain("+34 more");
+  });
+
+  it("stays compact and scrollable with around 100 options", () => {
+    const host = renderCard({
+      interaction: manyOptionsRequestCheckboxConfirmationInteraction,
+      onAcceptInteraction: vi.fn(),
+    });
+
+    expect(host.querySelectorAll('[role="checkbox"]')).toHaveLength(100);
+    const scrollRegion = host.querySelector('[aria-label="Selectable options"]');
+    expect(scrollRegion?.className).toContain("max-h-80");
+    expect(scrollRegion?.className).toContain("overflow-y-auto");
+  });
+
+  it("renders stale-target expiry for checkbox confirmations", () => {
+    const host = renderCard({
+      interaction: staleTargetRequestCheckboxConfirmationInteraction,
+    });
+
+    expect(host.textContent).toContain("Expired by target change");
+    expect(host.textContent).toContain("Plan v3");
+    expect(host.textContent).toContain("Plan v4");
+    expect(host.querySelectorAll('[role="checkbox"]')).toHaveLength(0);
+  });
 });
diff --git a/ui/src/components/IssueThreadInteractionCard.tsx b/ui/src/components/IssueThreadInteractionCard.tsx
index 73239fcf686..5b683cbafd1 100644
--- a/ui/src/components/IssueThreadInteractionCard.tsx
+++ b/ui/src/components/IssueThreadInteractionCard.tsx
@@ -7,11 +7,14 @@ import {
   buildSuggestedTaskTree,
   collectSuggestedTaskClientKeys,
   countSuggestedTaskNodes,
+  getCheckboxConfirmationSelectedLabels,
   getQuestionAnswerLabels,
   type AskUserQuestionsAnswer,
   type AskUserQuestionsInteraction,
   type IssueThreadInteraction,
+  type RequestCheckboxConfirmationInteraction,
   type RequestConfirmationInteraction,
+  type RequestConfirmationResult,
   type RequestConfirmationTarget,
   type SuggestTasksInteraction,
   type SuggestTasksResultCreatedTask,
@@ -34,11 +37,18 @@ interface IssueThreadInteractionCardProps {
   currentUserId?: string | null;
   userLabelMap?: ReadonlyMap<string, string> | null;
   onAcceptInteraction?: (
-    interaction: SuggestTasksInteraction | RequestConfirmationInteraction,
+    interaction:
+      | SuggestTasksInteraction
+      | RequestConfirmationInteraction
+      | RequestCheckboxConfirmationInteraction,
     selectedClientKeys?: string[],
+    selectedOptionIds?: string[],
   ) => Promise<void> | void;
   onRejectInteraction?: (
-    interaction: SuggestTasksInteraction | RequestConfirmationInteraction,
+    interaction:
+      | SuggestTasksInteraction
+      | RequestConfirmationInteraction
+      | RequestCheckboxConfirmationInteraction,
     reason?: string,
   ) => Promise<void> | void;
   onSubmitInteractionAnswers?: (
@@ -96,6 +106,8 @@ function interactionKindLabel(kind: IssueThreadInteraction["kind"]) {
       return "Ask user questions";
     case "request_confirmation":
       return "Confirmation";
+    case "request_checkbox_confirmation":
+      return "Checkbox confirmation";
     default:
       return kind;
   }
@@ -972,32 +984,32 @@ function requestConfirmationTargetLabel(target: RequestConfirmationTarget) {
 }
 
 function requestConfirmationTargetHref({
-  interaction,
+  issueId,
   target,
 }: {
-  interaction: RequestConfirmationInteraction;
+  issueId: string;
   target: RequestConfirmationTarget;
 }) {
   if (target.href) return target.href;
   if (target.type === "issue_document") {
-    const issueId = target.issueId ?? interaction.issueId;
-    return `/issues/${issueId}#document-${encodeURIComponent(target.key)}`;
+    const targetIssueId = target.issueId ?? issueId;
+    return `/issues/${targetIssueId}#document-${encodeURIComponent(target.key)}`;
   }
   return null;
 }
 
 function RequestConfirmationTargetChip({
-  interaction,
+  issueId,
   target,
   tone = "default",
 }: {
-  interaction: RequestConfirmationInteraction;
+  issueId: string;
   target: RequestConfirmationTarget | null | undefined;
   tone?: "default" | "subtle";
 }) {
   if (!target) return null;
 
-  const href = requestConfirmationTargetHref({ interaction, target });
+  const href = requestConfirmationTargetHref({ issueId, target });
   const className = cn(
     "inline-flex max-w-full items-center gap-1.5 rounded-sm border px-2 py-0.5 text-[10px] font-medium uppercase tracking-[0.16em]",
     tone === "default"
@@ -1027,81 +1039,121 @@ function RequestConfirmationTargetChip({
   );
 }
 
+function ConfirmationDeclinedBlock({
+  issueId,
+  result,
+  target,
+}: {
+  issueId: string;
+  result: RequestConfirmationResult | null | undefined;
+  target: RequestConfirmationTarget | null;
+}) {
+  return (
+    <div className="space-y-2">
+      <div className="flex flex-wrap items-center gap-2 text-sm leading-6 text-foreground">
+        <span className="font-medium">Declined</span>
+        <RequestConfirmationTargetChip issueId={issueId} target={target} />
+      </div>
+      {result?.reason ? (
+        <blockquote className="rounded-sm border-l-2 border-rose-500/70 bg-rose-500/10 px-3 py-2 text-sm leading-6 text-rose-900 dark:text-rose-100">
+          {result.reason}
+        </blockquote>
+      ) : null}
+    </div>
+  );
+}
+
+function ConfirmationExpiredBlock({
+  issueId,
+  result,
+  target,
+}: {
+  issueId: string;
+  result: RequestConfirmationResult | null | undefined;
+  target: RequestConfirmationTarget | null;
+}) {
+  const outcome = result?.outcome;
+  const staleTarget = result?.staleTarget ?? null;
+  const expiredByComment = outcome === "superseded_by_comment";
+  const expiredByTargetChange = outcome === "stale_target";
+  return (
+    <div className="space-y-3 rounded-sm border border-amber-500/60 bg-amber-500/10 px-4 py-3 text-sm text-amber-900 dark:text-amber-100">
+      <div className="text-[11px] font-semibold uppercase tracking-[0.16em] text-amber-700">
+        {expiredByComment ? "Expired by comment" : "Expired by target change"}
+      </div>
+      <p className="leading-6">
+        {expiredByComment
+          ? "A board comment superseded this request before it was resolved."
+          : "The requested target changed before this request was resolved."}
+      </p>
+      {expiredByComment && result?.commentId ? (
+        <Button asChild size="sm" variant="ghost" className="h-7 px-2 text-amber-950 hover:bg-amber-500/15 dark:text-amber-50">
+          <a href={`#comment-${result.commentId}`}>Jump to comment</a>
+        </Button>
+      ) : null}
+      {expiredByTargetChange ? (
+        <div className="flex flex-wrap items-center gap-2">
+          <RequestConfirmationTargetChip
+            issueId={issueId}
+            target={staleTarget}
+            tone="subtle"
+          />
+          {staleTarget && target ? (
+            <ChevronRight className="h-3.5 w-3.5 text-amber-700" />
+          ) : null}
+          <RequestConfirmationTargetChip issueId={issueId} target={target} />
+        </div>
+      ) : null}
+    </div>
+  );
+}
+
+function ConfirmationFailedBlock() {
+  return (
+    <p className="text-sm leading-6 text-muted-foreground">
+      This request could not be resolved. Try again or create a new request.
+    </p>
+  );
+}
+
 function RequestConfirmationResolution({
   interaction,
 }: {
   interaction: RequestConfirmationInteraction;
 }) {
-  const outcome = interaction.result?.outcome;
   const target = interaction.payload.target ?? null;
-  const staleTarget = interaction.result?.staleTarget ?? null;
 
   if (interaction.status === "accepted") {
     return (
       <div className="flex flex-wrap items-center gap-2 text-sm leading-6 text-foreground">
         <span className="font-medium">Confirmed</span>
-        <RequestConfirmationTargetChip interaction={interaction} target={target} />
+        <RequestConfirmationTargetChip issueId={interaction.issueId} target={target} />
       </div>
     );
   }
 
   if (interaction.status === "rejected") {
     return (
-      <div className="space-y-2">
-        <div className="flex flex-wrap items-center gap-2 text-sm leading-6 text-foreground">
-          <span className="font-medium">Declined</span>
-          <RequestConfirmationTargetChip interaction={interaction} target={target} />
-        </div>
-        {interaction.result?.reason ? (
-          <blockquote className="rounded-sm border-l-2 border-rose-500/70 bg-rose-500/10 px-3 py-2 text-sm leading-6 text-rose-900 dark:text-rose-100">
-            {interaction.result.reason}
-          </blockquote>
-        ) : null}
-      </div>
+      <ConfirmationDeclinedBlock
+        issueId={interaction.issueId}
+        result={interaction.result}
+        target={target}
+      />
     );
   }
 
   if (interaction.status === "expired") {
-    const expiredByComment = outcome === "superseded_by_comment";
-    const expiredByTargetChange = outcome === "stale_target";
     return (
-      <div className="space-y-3 rounded-sm border border-amber-500/60 bg-amber-500/10 px-4 py-3 text-sm text-amber-900 dark:text-amber-100">
-        <div className="text-[11px] font-semibold uppercase tracking-[0.16em] text-amber-700">
-          {expiredByComment ? "Expired by comment" : "Expired by target change"}
-        </div>
-        <p className="leading-6">
-          {expiredByComment
-            ? "A board comment superseded this confirmation before it was resolved."
-            : "The requested target changed before this confirmation was resolved."}
-        </p>
-        {expiredByComment && interaction.result?.commentId ? (
-          <Button asChild size="sm" variant="ghost" className="h-7 px-2 text-amber-950 hover:bg-amber-500/15 dark:text-amber-50">
-            <a href={`#comment-${interaction.result.commentId}`}>Jump to comment</a>
-          </Button>
-        ) : null}
-        {expiredByTargetChange ? (
-          <div className="flex flex-wrap items-center gap-2">
-            <RequestConfirmationTargetChip
-              interaction={interaction}
-              target={staleTarget}
-              tone="subtle"
-            />
-            {staleTarget && target ? (
-              <ChevronRight className="h-3.5 w-3.5 text-amber-700" />
-            ) : null}
-            <RequestConfirmationTargetChip interaction={interaction} target={target} />
-          </div>
-        ) : null}
-      </div>
+      <ConfirmationExpiredBlock
+        issueId={interaction.issueId}
+        result={interaction.result}
+        target={target}
+      />
     );
   }
 
   if (interaction.status === "failed") {
-    return (
-      <p className="text-sm leading-6 text-muted-foreground">
-        This request could not be resolved. Try again or create a new request.
-      </p>
-    );
+    return <ConfirmationFailedBlock />;
   }
 
   return null;
@@ -1188,7 +1240,7 @@ function RequestConfirmationCard({
             </div>
           ) : null}
           <RequestConfirmationTargetChip
-            interaction={interaction}
+            issueId={interaction.issueId}
             target={interaction.payload.target}
           />
         </div>
@@ -1289,6 +1341,421 @@ function RequestConfirmationCard({
   );
 }
 
+const CHECKBOX_SUMMARY_LABEL_LIMIT = 8;
+
+function RequestCheckboxConfirmationResolution({
+  interaction,
+}: {
+  interaction: RequestCheckboxConfirmationInteraction;
+}) {
+  const target = interaction.payload.target ?? null;
+
+  if (interaction.status === "accepted") {
+    const totalOptions = interaction.payload.options.length;
+    const selectedLabels = getCheckboxConfirmationSelectedLabels({
+      payload: interaction.payload,
+      result: interaction.result,
+    });
+    const selectedCount = interaction.result?.selectedOptionIds?.length ?? selectedLabels.length;
+    const visibleLabels = selectedLabels.slice(0, CHECKBOX_SUMMARY_LABEL_LIMIT);
+    const hiddenCount = selectedLabels.length - visibleLabels.length;
+
+    return (
+      <div className="space-y-3">
+        <div className="flex flex-wrap items-center gap-2 text-sm leading-6 text-foreground">
+          <span className="font-medium">
+            {selectedCount === 0
+              ? "Confirmed with no options selected"
+              : `Confirmed ${selectedCount} of ${totalOptions} ${totalOptions === 1 ? "option" : "options"}`}
+          </span>
+          <RequestConfirmationTargetChip issueId={interaction.issueId} target={target} />
+        </div>
+        {visibleLabels.length > 0 ? (
+          <div className="flex flex-wrap gap-1.5">
+            {visibleLabels.map((label, index) => (
+              <TaskField key={`${label}-${index}`} label="Selected" value={label} />
+            ))}
+            {hiddenCount > 0 ? (
+              <span className="inline-flex items-center rounded-sm border border-border/60 bg-transparent px-2 py-0.5 text-[10px] font-medium uppercase tracking-[0.16em] text-muted-foreground">
+                +{hiddenCount} more
+              </span>
+            ) : null}
+          </div>
+        ) : null}
+      </div>
+    );
+  }
+
+  if (interaction.status === "rejected") {
+    return (
+      <ConfirmationDeclinedBlock
+        issueId={interaction.issueId}
+        result={interaction.result}
+        target={target}
+      />
+    );
+  }
+
+  if (interaction.status === "expired") {
+    return (
+      <ConfirmationExpiredBlock
+        issueId={interaction.issueId}
+        result={interaction.result}
+        target={target}
+      />
+    );
+  }
+
+  if (interaction.status === "failed") {
+    return <ConfirmationFailedBlock />;
+  }
+
+  return null;
+}
+
+function CheckboxOptionRow({
+  id,
+  label,
+  description,
+  checked,
+  disabled,
+  onToggle,
+}: {
+  id: string;
+  label: string;
+  description?: string | null;
+  checked: boolean;
+  disabled: boolean;
+  onToggle: (checked: boolean) => void;
+}) {
+  return (
+    <label
+      htmlFor={id}
+      className={cn(
+        "flex cursor-pointer items-start gap-2.5 border-b border-border/60 px-3 py-2 last:border-b-0 transition-colors",
+        checked ? "bg-sky-500/10" : "hover:bg-sky-500/5",
+        disabled && "cursor-not-allowed opacity-60",
+      )}
+    >
+      <Checkbox
+        id={id}
+        checked={checked}
+        disabled={disabled}
+        onCheckedChange={(value) => onToggle(value === true)}
+        aria-label={label}
+        className="mt-0.5"
+      />
+      <div className="min-w-0 flex-1">
+        <div className="text-sm font-medium leading-5 text-foreground">{label}</div>
+        {description ? (
+          <p className="mt-0.5 text-sm leading-5 text-muted-foreground">{description}</p>
+        ) : null}
+      </div>
+    </label>
+  );
+}
+
+function RequestCheckboxConfirmationCard({
+  interaction,
+  onAcceptInteraction,
+  onRejectInteraction,
+}: {
+  interaction: RequestCheckboxConfirmationInteraction;
+  onAcceptInteraction?: (
+    interaction: RequestCheckboxConfirmationInteraction,
+    selectedClientKeys: undefined,
+    selectedOptionIds: string[],
+  ) => Promise<void> | void;
+  onRejectInteraction?: (
+    interaction: RequestCheckboxConfirmationInteraction,
+    reason?: string,
+  ) => Promise<void> | void;
+}) {
+  const options = interaction.payload.options;
+  const optionIds = useMemo(() => options.map((option) => option.id), [options]);
+  const validOptionIds = useMemo(() => new Set(optionIds), [optionIds]);
+  const minSelected = interaction.payload.minSelected ?? 0;
+  const maxSelected = interaction.payload.maxSelected ?? null;
+
+  const defaultSelected = useMemo(
+    () =>
+      new Set(
+        (interaction.payload.defaultSelectedOptionIds ?? []).filter((id) => validOptionIds.has(id)),
+      ),
+    [interaction.payload.defaultSelectedOptionIds, validOptionIds],
+  );
+
+  const [selectedOptionIds, setSelectedOptionIds] = useState<Set<string>>(() => new Set(defaultSelected));
+  const [rejecting, setRejecting] = useState(false);
+  const [working, setWorking] = useState<"accept" | "reject" | null>(null);
+  const [rejectReason, setRejectReason] = useState(interaction.result?.reason ?? "");
+  const [rejectAttempted, setRejectAttempted] = useState(false);
+  const [acceptAttempted, setAcceptAttempted] = useState(false);
+  const [actionError, setActionError] = useState<string | null>(null);
+
+  const optionSeed = useMemo(() => optionIds.join("\n"), [optionIds]);
+
+  useEffect(() => {
+    setSelectedOptionIds(new Set(defaultSelected));
+    setRejectReason(interaction.result?.reason ?? "");
+    setRejectAttempted(false);
+    setAcceptAttempted(false);
+    setActionError(null);
+    if (interaction.status !== "pending") {
+      setRejecting(false);
+      setWorking(null);
+    }
+    // optionSeed guards against option list identity churn for the same interaction.
+  }, [interaction.id, interaction.status, interaction.result?.reason, defaultSelected, optionSeed]);
+
+  const rejectRequiresReason = interaction.payload.rejectRequiresReason === true;
+  const allowDeclineReason = interaction.payload.allowDeclineReason !== false;
+  const trimmedRejectReason = rejectReason.trim();
+  const canReject = !rejectRequiresReason || trimmedRejectReason.length > 0;
+  const declineReasonInvalid = rejectRequiresReason && !canReject;
+  const declineReasonPlaceholder =
+    interaction.payload.declineReasonPlaceholder ?? "Optional: tell the agent what you'd change.";
+
+  const selectedCount = selectedOptionIds.size;
+  const totalOptions = options.length;
+  const atMax = maxSelected != null && selectedCount >= maxSelected;
+  const belowMin = selectedCount < minSelected;
+  const aboveMax = maxSelected != null && selectedCount > maxSelected;
+  const selectionValid = !belowMin && !aboveMax;
+
+  const validationMessage = belowMin
+    ? minSelected === 1
+      ? "Select at least 1 option."
+      : `Select at least ${minSelected} options.`
+    : aboveMax && maxSelected != null
+      ? maxSelected === 1
+        ? "Select at most 1 option."
+        : `Select at most ${maxSelected} options.`
+      : null;
+
+  function toggleOption(optionId: string, checked: boolean) {
+    setSelectedOptionIds((current) => {
+      const next = new Set(current);
+      if (checked) {
+        next.add(optionId);
+      } else {
+        next.delete(optionId);
+      }
+      return next;
+    });
+  }
+
+  function handleSelectAll() {
+    const capped = maxSelected != null ? optionIds.slice(0, maxSelected) : optionIds;
+    setSelectedOptionIds(new Set(capped));
+  }
+
+  function handleClearSelection() {
+    setSelectedOptionIds(new Set());
+  }
+
+  async function handleAccept() {
+    setAcceptAttempted(true);
+    if (!onAcceptInteraction || !selectionValid) return;
+    setWorking("accept");
+    setActionError(null);
+    try {
+      await onAcceptInteraction(interaction, undefined, [...selectedOptionIds]);
+    } catch {
+      setActionError("Try again");
+    } finally {
+      setWorking(null);
+    }
+  }
+
+  async function handleReject() {
+    setRejectAttempted(true);
+    if (!onRejectInteraction || !canReject) return;
+    setWorking("reject");
+    setActionError(null);
+    try {
+      await onRejectInteraction(interaction, trimmedRejectReason || undefined);
+      setRejecting(false);
+    } catch {
+      setActionError("Try again");
+    } finally {
+      setWorking(null);
+    }
+  }
+
+  if (interaction.status !== "pending") {
+    return (
+      <div className="space-y-4">
+        <RequestCheckboxConfirmationResolution interaction={interaction} />
+      </div>
+    );
+  }
+
+  const selectionSummary = totalOptions > 0 && selectedCount === totalOptions
+    ? `All ${totalOptions} options selected`
+    : `${selectedCount} of ${totalOptions} ${totalOptions === 1 ? "option" : "options"} selected`;
+  const boundsHint = maxSelected != null
+    ? `Pick ${minSelected === maxSelected ? `exactly ${maxSelected}` : `${minSelected}–${maxSelected}`}.`
+    : minSelected > 0
+      ? `Pick at least ${minSelected}.`
+      : null;
+
+  return (
+    <div className="space-y-4">
+      <div className="space-y-3 rounded-sm border border-border/70 bg-background/75 p-4">
+        <div className="text-sm leading-6 text-foreground">{interaction.payload.prompt}</div>
+        {interaction.payload.detailsMarkdown ? (
+          <div className="border-t border-border/60 pt-3 text-sm">
+            <MarkdownBody>{interaction.payload.detailsMarkdown}</MarkdownBody>
+          </div>
+        ) : null}
+        <RequestConfirmationTargetChip
+          issueId={interaction.issueId}
+          target={interaction.payload.target}
+        />
+      </div>
+
+      <div className="space-y-3">
+        <div className="flex flex-wrap items-center justify-between gap-2">
+          <div className="flex flex-wrap items-center gap-2 text-xs text-muted-foreground">
+            <span>{selectionSummary}</span>
+            {boundsHint ? <span>{boundsHint}</span> : null}
+          </div>
+          <div className="flex flex-wrap items-center gap-2">
+            <Button
+              size="sm"
+              variant="ghost"
+              disabled={working !== null || selectedCount === totalOptions}
+              onClick={handleSelectAll}
+            >
+              Select all
+            </Button>
+            <Button
+              size="sm"
+              variant="ghost"
+              disabled={working !== null || selectedCount === 0}
+              onClick={handleClearSelection}
+            >
+              Clear selection
+            </Button>
+          </div>
+        </div>
+
+        <div
+          role="group"
+          aria-label="Selectable options"
+          className="max-h-80 overflow-y-auto rounded-sm border border-border/70"
+        >
+          {options.map((option) => {
+            const checked = selectedOptionIds.has(option.id);
+            return (
+              <CheckboxOptionRow
+                key={option.id}
+                id={`${interaction.id}-${option.id}`}
+                label={option.label}
+                description={option.description}
+                checked={checked}
+                disabled={working !== null || (!checked && atMax)}
+                onToggle={(value) => toggleOption(option.id, value)}
+              />
+            );
+          })}
+        </div>
+
+        {acceptAttempted && validationMessage ? (
+          <p className="text-xs text-destructive">{validationMessage}</p>
+        ) : null}
+
+        <div className="flex flex-wrap items-center justify-end gap-2">
+          <Button
+            size="sm"
+            variant={rejecting ? "outline" : "default"}
+            disabled={!onAcceptInteraction || working !== null}
+            onClick={() => void handleAccept()}
+          >
+            {working === "accept" ? (
+              <>
+                <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />
+                Confirming...
+              </>
+            ) : (
+              interaction.payload.acceptLabel ?? "Confirm selected"
+            )}
+          </Button>
+          <Button
+            size="sm"
+            variant="outline"
+            disabled={!onRejectInteraction || working !== null}
+            onClick={() => {
+              if (!allowDeclineReason) {
+                void handleReject();
+                return;
+              }
+              setRejectAttempted(false);
+              setRejecting((current) => !current);
+            }}
+          >
+            {interaction.payload.rejectLabel ?? "Request changes"}
+          </Button>
+        </div>
+
+        {rejecting ? (
+          <div className="space-y-3 rounded-sm border border-border/70 bg-background/75 p-3">
+            <Textarea
+              value={rejectReason}
+              onChange={(event) => setRejectReason(event.target.value)}
+              placeholder={declineReasonPlaceholder}
+              aria-invalid={rejectAttempted && declineReasonInvalid}
+              className={cn(
+                "min-h-24 bg-background text-sm",
+                rejectAttempted && declineReasonInvalid
+                  && "border-rose-500 focus-visible:ring-rose-500/25",
+              )}
+            />
+            {rejectAttempted && declineReasonInvalid ? (
+              <p className="text-xs text-destructive">A reason is required.</p>
+            ) : null}
+            <div className="flex flex-wrap justify-end gap-2">
+              <Button
+                size="sm"
+                variant="ghost"
+                disabled={working !== null}
+                onClick={() => {
+                  setRejecting(false);
+                  setRejectAttempted(false);
+                }}
+              >
+                Cancel
+              </Button>
+              <Button
+                size="sm"
+                variant="outline"
+                disabled={!onRejectInteraction || working !== null}
+                onClick={() => void handleReject()}
+              >
+                {working === "reject" ? (
+                  <>
+                    <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />
+                    Saving...
+                  </>
+                ) : (
+                  interaction.payload.rejectLabel ?? "Request changes"
+                )}
+              </Button>
+            </div>
+          </div>
+        ) : null}
+
+        {actionError ? (
+          <div className="rounded-sm border border-destructive/60 bg-destructive/10 px-3 py-2 text-sm text-destructive">
+            {actionError}
+          </div>
+        ) : null}
+      </div>
+    </div>
+  );
+}
+
 export function IssueThreadInteractionCard({
   interaction,
   agentMap,
@@ -1347,7 +1814,9 @@ export function IssueThreadInteractionCard({
                 ? "Suggested task tree"
                 : interaction.kind === "ask_user_questions"
                   ? interaction.payload.title ?? "Questions for the operator"
-                  : "Confirmation requested")}
+                  : interaction.kind === "request_checkbox_confirmation"
+                    ? "Checkbox confirmation requested"
+                    : "Confirmation requested")}
           </div>
           {interaction.summary ? (
             <p className="mt-2 max-w-3xl text-sm leading-6 text-muted-foreground">
@@ -1385,6 +1854,12 @@ export function IssueThreadInteractionCard({
             onSubmitInteractionAnswers={onSubmitInteractionAnswers}
             onCancelInteraction={onCancelInteraction}
           />
+        ) : interaction.kind === "request_checkbox_confirmation" ? (
+          <RequestCheckboxConfirmationCard
+            interaction={interaction}
+            onAcceptInteraction={onAcceptInteraction}
+            onRejectInteraction={onRejectInteraction}
+          />
         ) : (
           <RequestConfirmationCard
             interaction={interaction}
diff --git a/ui/src/fixtures/issueThreadInteractionFixtures.ts b/ui/src/fixtures/issueThreadInteractionFixtures.ts
index 963c7b8bbb5..dc1b0dbcf6b 100644
--- a/ui/src/fixtures/issueThreadInteractionFixtures.ts
+++ b/ui/src/fixtures/issueThreadInteractionFixtures.ts
@@ -6,6 +6,7 @@ import type {
 import type { IssueTimelineEvent } from "../lib/issue-timeline-events";
 import type {
   AskUserQuestionsInteraction,
+  RequestCheckboxConfirmationInteraction,
   RequestConfirmationInteraction,
   SuggestTasksInteraction,
 } from "../lib/issue-thread-interactions";
@@ -224,6 +225,65 @@ function createRequestConfirmationInteraction(
   };
 }
 
+function createRequestCheckboxConfirmationInteraction(
+  overrides: Partial<RequestCheckboxConfirmationInteraction>,
+): RequestCheckboxConfirmationInteraction {
+  return {
+    id: "interaction-checkbox-default",
+    companyId: issueThreadInteractionFixtureMeta.companyId,
+    issueId: issueThreadInteractionFixtureMeta.issueId,
+    kind: "request_checkbox_confirmation",
+    title: "Choose the stale drafts to delete",
+    summary:
+      "The agent found several stale draft documents and needs the board to confirm exactly which ones to remove.",
+    status: "pending",
+    continuationPolicy: "wake_assignee",
+    createdByAgentId: "agent-codex",
+    createdByUserId: null,
+    resolvedByAgentId: null,
+    resolvedByUserId: null,
+    createdAt: new Date("2026-04-20T14:46:00.000Z"),
+    updatedAt: new Date("2026-04-20T14:46:00.000Z"),
+    resolvedAt: null,
+    payload: {
+      version: 1,
+      prompt: "Check the draft documents you want me to delete.",
+      detailsMarkdown:
+        "Only the checked items will be deleted. Leave an item unchecked to keep it for now.",
+      options: [
+        {
+          id: "draft-march-report",
+          label: "Old draft report",
+          description: "Created by QA during the March test pass.",
+        },
+        {
+          id: "draft-spec-v1",
+          label: "Spec v1 (superseded)",
+          description: "Replaced by the approved v2 specification.",
+        },
+        {
+          id: "draft-scratch-notes",
+          label: "Scratch notes",
+          description: "Unstructured notes from the kickoff call.",
+        },
+        {
+          id: "draft-import-sample",
+          label: "Import sample fixture",
+          description: "Temporary fixture used while wiring the importer.",
+        },
+      ],
+      defaultSelectedOptionIds: [],
+      minSelected: 0,
+      maxSelected: null,
+      acceptLabel: "Delete selected",
+      rejectLabel: "Request changes",
+      rejectRequiresReason: false,
+    },
+    result: null,
+    ...overrides,
+  };
+}
+
 export const pendingSuggestedTasksInteraction = createSuggestTasksInteraction({});
 
 export const acceptedSuggestedTasksInteraction = createSuggestTasksInteraction({
@@ -465,6 +525,145 @@ export const failedRequestConfirmationInteraction = createRequestConfirmationInt
   updatedAt: new Date("2026-04-20T14:42:00.000Z"),
 });
 
+export const pendingRequestCheckboxConfirmationInteraction =
+  createRequestCheckboxConfirmationInteraction({});
+
+export const boundedRequestCheckboxConfirmationInteraction =
+  createRequestCheckboxConfirmationInteraction({
+    id: "interaction-checkbox-bounded",
+    title: "Pick the regions to deploy first",
+    summary: "Choose between two and three regions for the Phase 1 rollout.",
+    payload: {
+      version: 1,
+      prompt: "Which regions should we deploy to initially?",
+      detailsMarkdown: "Select at least 2 and at most 3 regions.",
+      options: [
+        { id: "us-west", label: "US West (Oregon)", description: "Lowest latency for our primary user base." },
+        { id: "us-east", label: "US East (Virginia)", description: "Redundancy and east coast coverage." },
+        { id: "eu-west", label: "EU West (Ireland)", description: "GDPR compliance and European users." },
+        { id: "ap-southeast", label: "AP Southeast (Singapore)", description: "Asia-Pacific expansion." },
+      ],
+      defaultSelectedOptionIds: ["us-west", "us-east"],
+      minSelected: 2,
+      maxSelected: 3,
+      acceptLabel: "Confirm regions",
+      rejectLabel: "Reconsider",
+      rejectRequiresReason: true,
+      rejectReasonLabel: "What should change about the region set?",
+    },
+  });
+
+export const acceptedRequestCheckboxConfirmationInteraction =
+  createRequestCheckboxConfirmationInteraction({
+    id: "interaction-checkbox-accepted",
+    status: "accepted",
+    resolvedByUserId: issueThreadInteractionFixtureMeta.currentUserId,
+    resolvedAt: new Date("2026-04-20T14:49:00.000Z"),
+    updatedAt: new Date("2026-04-20T14:49:00.000Z"),
+    result: {
+      version: 1,
+      outcome: "accepted",
+      selectedOptionIds: ["draft-march-report", "draft-spec-v1"],
+    },
+  });
+
+const manyOptionList = Array.from({ length: 100 }, (_, index) => {
+  const number = index + 1;
+  return {
+    id: `record-${number}`,
+    label: `Customer record #${number}`,
+    description: number % 4 === 0
+      ? "Flagged as a possible duplicate during the last import."
+      : undefined,
+  };
+});
+
+export const manyOptionsRequestCheckboxConfirmationInteraction =
+  createRequestCheckboxConfirmationInteraction({
+    id: "interaction-checkbox-many",
+    title: "Select the customer records to archive",
+    summary: "The cleanup job found 100 stale customer records. Confirm which ones to archive.",
+    payload: {
+      version: 1,
+      prompt: "Check every customer record you want archived.",
+      detailsMarkdown: "The list scrolls. Use Select all / Clear selection to move quickly.",
+      options: manyOptionList,
+      defaultSelectedOptionIds: [],
+      minSelected: 0,
+      maxSelected: null,
+      acceptLabel: "Archive selected",
+      rejectLabel: "Request changes",
+      rejectRequiresReason: false,
+    },
+  });
+
+export const acceptedManyRequestCheckboxConfirmationInteraction =
+  createRequestCheckboxConfirmationInteraction({
+    id: "interaction-checkbox-many-accepted",
+    status: "accepted",
+    title: "Select the customer records to archive",
+    resolvedByUserId: issueThreadInteractionFixtureMeta.currentUserId,
+    resolvedAt: new Date("2026-04-20T14:52:00.000Z"),
+    updatedAt: new Date("2026-04-20T14:52:00.000Z"),
+    payload: manyOptionsRequestCheckboxConfirmationInteraction.payload,
+    result: {
+      version: 1,
+      outcome: "accepted",
+      selectedOptionIds: manyOptionList.slice(0, 42).map((option) => option.id),
+    },
+  });
+
+export const rejectedRequestCheckboxConfirmationInteraction =
+  createRequestCheckboxConfirmationInteraction({
+    id: "interaction-checkbox-rejected",
+    status: "rejected",
+    resolvedByUserId: issueThreadInteractionFixtureMeta.currentUserId,
+    resolvedAt: new Date("2026-04-20T14:50:00.000Z"),
+    updatedAt: new Date("2026-04-20T14:50:00.000Z"),
+    result: {
+      version: 1,
+      outcome: "rejected",
+      reason: "Don't delete anything yet — let me confirm with the data owner first.",
+    },
+  });
+
+export const staleTargetRequestCheckboxConfirmationInteraction =
+  createRequestCheckboxConfirmationInteraction({
+    id: "interaction-checkbox-stale",
+    status: "expired",
+    resolvedByAgentId: "agent-codex",
+    resolvedAt: new Date("2026-04-20T14:51:00.000Z"),
+    updatedAt: new Date("2026-04-20T14:51:00.000Z"),
+    payload: {
+      version: 1,
+      prompt: "Check the draft documents you want me to delete.",
+      acceptLabel: "Delete selected",
+      rejectLabel: "Request changes",
+      options: [
+        { id: "draft-march-report", label: "Old draft report" },
+        { id: "draft-spec-v1", label: "Spec v1 (superseded)" },
+      ],
+      target: {
+        type: "issue_document",
+        issueId: issueThreadInteractionFixtureMeta.issueId,
+        key: "plan",
+        revisionId: "44444444-4444-4444-8444-444444444444",
+        revisionNumber: 4,
+      },
+    },
+    result: {
+      version: 1,
+      outcome: "stale_target",
+      staleTarget: {
+        type: "issue_document",
+        issueId: issueThreadInteractionFixtureMeta.issueId,
+        key: "plan",
+        revisionId: "11111111-1111-4111-8111-111111111111",
+        revisionNumber: 3,
+      },
+    },
+  });
+
 export const issueThreadInteractionComments: IssueChatComment[] = [
   createComment({
     id: "comment-thread-board",
diff --git a/ui/src/lib/issue-thread-interactions.test.ts b/ui/src/lib/issue-thread-interactions.test.ts
index 5022aa7905c..78415ac6b6e 100644
--- a/ui/src/lib/issue-thread-interactions.test.ts
+++ b/ui/src/lib/issue-thread-interactions.test.ts
@@ -4,6 +4,7 @@ import {
   buildSuggestedTaskTree,
   collectSuggestedTaskClientKeys,
   countSuggestedTaskNodes,
+  getCheckboxConfirmationSelectedLabels,
   getQuestionAnswerLabels,
 } from "./issue-thread-interactions";
 
@@ -126,6 +127,65 @@ describe("issue thread interaction helpers", () => {
     })).toBe("Answered 1 question");
   });
 
+  it("summarizes checkbox confirmation interactions by count", () => {
+    const base = {
+      id: "interaction-checkbox",
+      companyId: "company-1",
+      issueId: "issue-1",
+      kind: "request_checkbox_confirmation" as const,
+      continuationPolicy: "wake_assignee" as const,
+      createdAt: "2026-04-06T12:00:00.000Z",
+      updatedAt: "2026-04-06T12:00:00.000Z",
+      payload: {
+        version: 1 as const,
+        prompt: "Pick items",
+        options: [
+          { id: "a", label: "A" },
+          { id: "b", label: "B" },
+          { id: "c", label: "C" },
+        ],
+      },
+    };
+
+    expect(buildIssueThreadInteractionSummary({ ...base, status: "pending" }))
+      .toBe("Requested a selection from 3 options");
+
+    expect(buildIssueThreadInteractionSummary({
+      ...base,
+      status: "accepted",
+      result: { version: 1, outcome: "accepted", selectedOptionIds: ["a", "c"] },
+    })).toBe("Confirmed 2 of 3 options");
+
+    expect(buildIssueThreadInteractionSummary({
+      ...base,
+      status: "accepted",
+      result: { version: 1, outcome: "accepted", selectedOptionIds: [] },
+    })).toBe("Confirmed with no options selected");
+
+    expect(buildIssueThreadInteractionSummary({
+      ...base,
+      status: "expired",
+      result: { version: 1, outcome: "stale_target" },
+    })).toBe("Selection expired after target changed");
+  });
+
+  it("maps selected checkbox option ids back to labels", () => {
+    const labels = getCheckboxConfirmationSelectedLabels({
+      payload: {
+        version: 1,
+        prompt: "Pick items",
+        options: [
+          { id: "a", label: "Alpha" },
+          { id: "b", label: "Bravo" },
+          { id: "c", label: "Charlie" },
+        ],
+      },
+      result: { version: 1, outcome: "accepted", selectedOptionIds: ["c", "a", "missing"] },
+    });
+
+    expect(labels).toEqual(["Charlie", "Alpha"]);
+  });
+
   it("maps stored option ids back to labels for answered summaries", () => {
     const labels = getQuestionAnswerLabels({
       question: {
diff --git a/ui/src/lib/issue-thread-interactions.ts b/ui/src/lib/issue-thread-interactions.ts
index 19cd4bd155f..2999b27ba3e 100644
--- a/ui/src/lib/issue-thread-interactions.ts
+++ b/ui/src/lib/issue-thread-interactions.ts
@@ -10,6 +10,10 @@ export type {
   IssueThreadInteractionBase,
   IssueThreadInteractionContinuationPolicy,
   IssueThreadInteractionStatus,
+  RequestCheckboxConfirmationInteraction,
+  RequestCheckboxConfirmationOption,
+  RequestCheckboxConfirmationPayload,
+  RequestCheckboxConfirmationResult,
   RequestConfirmationInteraction,
   RequestConfirmationIssueDocumentTarget,
   RequestConfirmationPayload,
@@ -26,6 +30,8 @@ import type {
   AskUserQuestionsInteraction,
   AskUserQuestionsQuestion,
   IssueThreadInteraction,
+  RequestCheckboxConfirmationPayload,
+  RequestCheckboxConfirmationResult,
   RequestConfirmationInteraction,
   SuggestedTaskDraft,
   SuggestTasksInteraction,
@@ -49,9 +55,24 @@ export function isIssueThreadInteraction(
       candidate.kind === "suggest_tasks"
       || candidate.kind === "ask_user_questions"
       || candidate.kind === "request_confirmation"
+      || candidate.kind === "request_checkbox_confirmation"
     );
 }
 
+export function getCheckboxConfirmationSelectedLabels(args: {
+  payload: RequestCheckboxConfirmationPayload;
+  result?: RequestCheckboxConfirmationResult | null;
+}): string[] {
+  const { payload, result } = args;
+  const selectedIds = result?.selectedOptionIds ?? [];
+  const optionLabelById = new Map(
+    payload.options.map((option) => [option.id, option.label] as const),
+  );
+  return selectedIds
+    .map((optionId) => optionLabelById.get(optionId))
+    .filter((label): label is string => typeof label === "string");
+}
+
 export function buildIssueThreadInteractionSummary(
   interaction: IssueThreadInteraction,
 ) {
@@ -83,6 +104,27 @@ export function buildIssueThreadInteractionSummary(
     return "Requested confirmation";
   }
 
+  if (interaction.kind === "request_checkbox_confirmation") {
+    const optionCount = interaction.payload.options.length;
+    if (interaction.status === "accepted") {
+      const selectedCount = interaction.result?.selectedOptionIds?.length ?? 0;
+      if (selectedCount === 0) return "Confirmed with no options selected";
+      return selectedCount === 1
+        ? `Confirmed 1 of ${optionCount} options`
+        : `Confirmed ${selectedCount} of ${optionCount} options`;
+    }
+    if (interaction.status === "rejected") return "Declined selection";
+    if (interaction.status === "expired") {
+      const outcome = interaction.result?.outcome;
+      if (outcome === "superseded_by_comment") return "Selection expired after comment";
+      if (outcome === "stale_target") return "Selection expired after target changed";
+      return "Selection expired";
+    }
+    return optionCount === 1
+      ? "Requested a selection from 1 option"
+      : `Requested a selection from ${optionCount} options`;
+  }
+
   const count = interaction.payload.questions.length;
   if (interaction.status === "answered") {
     return count === 1 ? "Answered 1 question" : `Answered ${count} questions`;
diff --git a/ui/src/pages/IssueDetail.tsx b/ui/src/pages/IssueDetail.tsx
index a337a385164..17762f36e1d 100644
--- a/ui/src/pages/IssueDetail.tsx
+++ b/ui/src/pages/IssueDetail.tsx
@@ -156,13 +156,17 @@ import {
   type IssueWorkProduct,
   type IssueWorkMode,
   type IssueThreadInteraction,
+  type RequestCheckboxConfirmationInteraction,
   type RequestConfirmationInteraction,
   type SuggestTasksInteraction,
   type IssueTreeControlMode,
 } from "@paperclipai/shared";
 
 type CommentReassignment = IssueCommentReassignment;
-type ActionableIssueThreadInteraction = SuggestTasksInteraction | RequestConfirmationInteraction;
+type ActionableIssueThreadInteraction =
+  | SuggestTasksInteraction
+  | RequestConfirmationInteraction
+  | RequestCheckboxConfirmationInteraction;
 type ResolveRecoveryActionOutcome = "restored" | "false_positive" | "blocked" | "cancelled";
 type IssueDetailComment = (IssueComment | OptimisticIssueComment) & {
   runId?: string | null;
@@ -674,6 +678,7 @@ type IssueDetailChatTabProps = {
   onAcceptInteraction: (
     interaction: ActionableIssueThreadInteraction,
     selectedClientKeys?: string[],
+    selectedOptionIds?: string[],
   ) => Promise<void>;
   onRejectInteraction: (interaction: ActionableIssueThreadInteraction, reason?: string) => Promise<void>;
   onSubmitInteractionAnswers: (
@@ -2147,10 +2152,12 @@ export function IssueDetail() {
     mutationFn: ({
       interaction,
       selectedClientKeys,
+      selectedOptionIds,
     }: {
       interaction: ActionableIssueThreadInteraction;
       selectedClientKeys?: string[];
-    }) => issuesApi.acceptInteraction(issueId!, interaction.id, { selectedClientKeys }),
+      selectedOptionIds?: string[];
+    }) => issuesApi.acceptInteraction(issueId!, interaction.id, { selectedClientKeys, selectedOptionIds }),
     onSuccess: (interaction) => {
       upsertInteractionInCache(interaction);
       if (interaction.kind === "suggest_tasks" && resolvedCompanyId && issue?.id) {
@@ -2167,6 +2174,8 @@ export function IssueDetail() {
       pushToast({
         title: interaction.kind === "request_confirmation"
           ? "Request confirmed"
+          : interaction.kind === "request_checkbox_confirmation"
+          ? "Selection confirmed"
           : skippedCount > 0
           ? `Accepted ${createdCount} draft${createdCount === 1 ? "" : "s"} and skipped ${skippedCount}`
           : "Suggested tasks accepted",
@@ -3081,8 +3090,9 @@ export function IssueDetail() {
   const handleAcceptInteraction = useCallback(async (
     interaction: ActionableIssueThreadInteraction,
     selectedClientKeys?: string[],
+    selectedOptionIds?: string[],
   ) => {
-    await acceptInteraction.mutateAsync({ interaction, selectedClientKeys });
+    await acceptInteraction.mutateAsync({ interaction, selectedClientKeys, selectedOptionIds });
   }, [acceptInteraction]);
   const handleRejectInteraction = useCallback(async (interaction: ActionableIssueThreadInteraction, reason?: string) => {
     await rejectInteraction.mutateAsync({ interaction, reason });
diff --git a/ui/storybook/stories/issue-thread-interactions.stories.tsx b/ui/storybook/stories/issue-thread-interactions.stories.tsx
index 53ee46ed7f5..c65bc78c664 100644
--- a/ui/storybook/stories/issue-thread-interactions.stories.tsx
+++ b/ui/storybook/stories/issue-thread-interactions.stories.tsx
@@ -4,9 +4,12 @@ import { IssueChatThread } from "@/components/IssueChatThread";
 import { IssueThreadInteractionCard } from "@/components/IssueThreadInteractionCard";
 import { Card, CardContent, CardDescription, CardHeader, CardTitle } from "@/components/ui/card";
 import {
+  acceptedManyRequestCheckboxConfirmationInteraction,
+  acceptedRequestCheckboxConfirmationInteraction,
   acceptedSuggestedTasksInteraction,
   answeredAskUserQuestionsInteraction,
   acceptedRequestConfirmationInteraction,
+  boundedRequestCheckboxConfirmationInteraction,
   commentExpiredRequestConfirmationInteraction,
   failedRequestConfirmationInteraction,
   genericPendingRequestConfirmationInteraction,
@@ -15,20 +18,25 @@ import {
   issueThreadInteractionFixtureMeta,
   issueThreadInteractionLiveRuns,
   issueThreadInteractionTranscriptsByRunId,
+  manyOptionsRequestCheckboxConfirmationInteraction,
   mixedIssueThreadInteractions,
   optionalDeclineRequestConfirmationInteraction,
   pendingAskUserQuestionsInteraction,
+  pendingRequestCheckboxConfirmationInteraction,
   pendingRequestConfirmationInteraction,
   pendingSuggestedTasksInteraction,
   planApprovalAcceptedRequestConfirmationInteraction,
   rejectedNoReasonRequestConfirmationInteraction,
+  rejectedRequestCheckboxConfirmationInteraction,
   rejectedRequestConfirmationInteraction,
   rejectedSuggestedTasksInteraction,
+  staleTargetRequestCheckboxConfirmationInteraction,
   staleTargetRequestConfirmationInteraction,
 } from "@/fixtures/issueThreadInteractionFixtures";
 import type {
   AskUserQuestionsAnswer,
   AskUserQuestionsInteraction,
+  RequestCheckboxConfirmationInteraction,
   RequestConfirmationInteraction,
   SuggestTasksInteraction,
 } from "@/lib/issue-thread-interactions";
@@ -191,6 +199,47 @@ function InteractiveRequestConfirmationCard() {
   );
 }
 
+function InteractiveRequestCheckboxConfirmationCard({
+  pending,
+  accepted,
+  rejected,
+}: {
+  pending: RequestCheckboxConfirmationInteraction;
+  accepted: RequestCheckboxConfirmationInteraction;
+  rejected: RequestCheckboxConfirmationInteraction;
+}) {
+  const [interaction, setInteraction] = useState<RequestCheckboxConfirmationInteraction>(pending);
+
+  return (
+    <IssueThreadInteractionCard
+      interaction={interaction}
+      agentMap={storybookAgentMap}
+      currentUserId={issueThreadInteractionFixtureMeta.currentUserId}
+      userLabelMap={boardUserLabels}
+      onAcceptInteraction={(_interaction, _selectedClientKeys, selectedOptionIds) =>
+        setInteraction({
+          ...accepted,
+          payload: pending.payload,
+          result: {
+            version: 1,
+            outcome: "accepted",
+            selectedOptionIds: selectedOptionIds ?? [],
+          },
+        })}
+      onRejectInteraction={(_interaction, reason) =>
+        setInteraction({
+          ...rejected,
+          payload: pending.payload,
+          result: {
+            version: 1,
+            outcome: "rejected",
+            reason: reason || rejected.result?.reason || null,
+          },
+        })}
+    />
+  );
+}
+
 function AutoOpenDeclineRequestConfirmationCard({
   interaction,
 }: {
@@ -224,7 +273,7 @@ const meta = {
     docs: {
       description: {
         component:
-          "Interaction cards for `suggest_tasks`, `ask_user_questions`, and `request_confirmation`, shown both in isolation and inside the real `IssueChatThread` feed.",
+          "Interaction cards for `suggest_tasks`, `ask_user_questions`, `request_confirmation`, and `request_checkbox_confirmation`, shown both in isolation and inside the real `IssueChatThread` feed.",
       },
     },
   },
@@ -524,6 +573,129 @@ export const RequestConfirmationFailed: Story = {
 export const RequestConfirmationAccepted = RequestConfirmationConfirmed;
 export const RequestConfirmationRejected = RequestConfirmationDeclinedWithReason;
 
+export const CheckboxConfirmationPending: Story = {
+  render: () => (
+    <StoryFrame>
+      <ScenarioCard
+        title="Pending checkbox confirmation"
+        description="Board users select any number of options, with frontend-owned select-all and clear controls."
+      >
+        <InteractiveRequestCheckboxConfirmationCard
+          pending={pendingRequestCheckboxConfirmationInteraction}
+          accepted={acceptedRequestCheckboxConfirmationInteraction}
+          rejected={rejectedRequestCheckboxConfirmationInteraction}
+        />
+      </ScenarioCard>
+    </StoryFrame>
+  ),
+};
+
+export const CheckboxConfirmationBounded: Story = {
+  render: () => (
+    <StoryFrame>
+      <ScenarioCard
+        title="Min/max constrained selection"
+        description="The card enforces minimum and maximum selection counts and requires a decline reason."
+      >
+        <InteractiveRequestCheckboxConfirmationCard
+          pending={boundedRequestCheckboxConfirmationInteraction}
+          accepted={acceptedRequestCheckboxConfirmationInteraction}
+          rejected={rejectedRequestCheckboxConfirmationInteraction}
+        />
+      </ScenarioCard>
+    </StoryFrame>
+  ),
+};
+
+export const CheckboxConfirmationAccepted: Story = {
+  render: () => (
+    <StoryFrame>
+      <ScenarioCard
+        title="Accepted checkbox confirmation"
+        description="The resolved state leads with a count and lists the selected labels."
+      >
+        <IssueThreadInteractionCard
+          interaction={acceptedRequestCheckboxConfirmationInteraction}
+          agentMap={storybookAgentMap}
+          currentUserId={issueThreadInteractionFixtureMeta.currentUserId}
+          userLabelMap={boardUserLabels}
+        />
+      </ScenarioCard>
+    </StoryFrame>
+  ),
+};
+
+export const CheckboxConfirmationAcceptedMany: Story = {
+  render: () => (
+    <StoryFrame>
+      <ScenarioCard
+        title="Accepted large selection"
+        description="Large resolved selections summarize by count first and bound the inline chips."
+      >
+        <IssueThreadInteractionCard
+          interaction={acceptedManyRequestCheckboxConfirmationInteraction}
+          agentMap={storybookAgentMap}
+          currentUserId={issueThreadInteractionFixtureMeta.currentUserId}
+          userLabelMap={boardUserLabels}
+        />
+      </ScenarioCard>
+    </StoryFrame>
+  ),
+};
+
+export const CheckboxConfirmationRejected: Story = {
+  render: () => (
+    <StoryFrame>
+      <ScenarioCard
+        title="Declined checkbox confirmation"
+        description="The decline reason stays attached to the request in the thread."
+      >
+        <IssueThreadInteractionCard
+          interaction={rejectedRequestCheckboxConfirmationInteraction}
+          agentMap={storybookAgentMap}
+          currentUserId={issueThreadInteractionFixtureMeta.currentUserId}
+          userLabelMap={boardUserLabels}
+        />
+      </ScenarioCard>
+    </StoryFrame>
+  ),
+};
+
+export const CheckboxConfirmationStaleTarget: Story = {
+  render: () => (
+    <StoryFrame>
+      <ScenarioCard
+        title="Expired by target change"
+        description="The watched plan revision moved before the selection was confirmed."
+      >
+        <IssueThreadInteractionCard
+          interaction={staleTargetRequestCheckboxConfirmationInteraction}
+          agentMap={storybookAgentMap}
+          currentUserId={issueThreadInteractionFixtureMeta.currentUserId}
+          userLabelMap={boardUserLabels}
+        />
+      </ScenarioCard>
+    </StoryFrame>
+  ),
+};
+
+export const CheckboxConfirmationManyOptions: Story = {
+  render: () => (
+    <StoryFrame>
+      <ScenarioCard
+        title="Around 100 options"
+        description="The list stays compact inside a bounded scroll region even with 100 options."
+      >
+        <InteractiveRequestCheckboxConfirmationCard
+          pending={manyOptionsRequestCheckboxConfirmationInteraction}
+          accepted={acceptedManyRequestCheckboxConfirmationInteraction}
+          rejected={rejectedRequestCheckboxConfirmationInteraction}
+        />
+      </ScenarioCard>
+    </StoryFrame>
+  ),
+};
+
 export const ReviewSurface: Story = {
   render: () => (
     <StoryFrame>