diff --git a/server/src/__tests__/issues-service.test.ts b/server/src/__tests__/issues-service.test.ts
index 9b229744..07f5717b 100644
--- a/server/src/__tests__/issues-service.test.ts
+++ b/server/src/__tests__/issues-service.test.ts
@@ -1243,6 +1243,64 @@ describeEmbeddedPostgres("issueService.list participantAgentId", () => {
     expect(comments.map((comment) => comment.id)).toEqual([firstCommentId]);
   });
 
+  it("paginates later comments in ascending order from an anchor comment", async () => {
+    const companyId = randomUUID();
+    const issueId = randomUUID();
+    const firstCommentId = randomUUID();
+    const anchorCommentId = randomUUID();
+    const latestCommentId = randomUUID();
+
+    await db.insert(companies).values({
+      id: companyId,
+      name: "Paperclip",
+      issuePrefix: `T${companyId.replace(/-/g, "").slice(0, 6).toUpperCase()}`,
+      requireBoardApprovalForNewAgents: false,
+    });
+
+    await db.insert(issues).values({
+      id: issueId,
+      companyId,
+      title: "Paged comments issue",
+      status: "todo",
+      priority: "medium",
+    });
+
+    await db.insert(issueComments).values([
+      {
+        id: firstCommentId,
+        companyId,
+        issueId,
+        body: "First comment",
+        createdAt: new Date("2026-03-26T10:00:00.000Z"),
+        updatedAt: new Date("2026-03-26T10:00:00.000Z"),
+      },
+      {
+        id: anchorCommentId,
+        companyId,
+        issueId,
+        body: "Anchor comment",
+        createdAt: new Date("2026-03-26T11:00:00.000Z"),
+        updatedAt: new Date("2026-03-26T11:00:00.000Z"),
+      },
+      {
+        id: latestCommentId,
+        companyId,
+        issueId,
+        body: "Latest comment",
+        createdAt: new Date("2026-03-26T12:00:00.000Z"),
+        updatedAt: new Date("2026-03-26T12:00:00.000Z"),
+      },
+    ]);
+
+    const comments = await svc.listComments(issueId, {
+      afterCommentId: anchorCommentId,
+      order: "asc",
+      limit: 50,
+    });
+
+    expect(comments.map((comment) => comment.id)).toEqual([latestCommentId]);
+  });
+
   it("lists user comments when derived run attribution scans a timestamp window", async () => {
     const companyId = randomUUID();
     const agentId = randomUUID();
diff --git a/server/src/services/issues.ts b/server/src/services/issues.ts
index 1a20f62b..32472bcf 100644
--- a/server/src/services/issues.ts
+++ b/server/src/services/issues.ts
@@ -5589,15 +5589,25 @@ export function issueService(db: Db) {
           .then((rows) => rows[0] ?? null);
 
         if (!anchor) return [];
+        const anchorCreatedAt =
+          anchor.createdAt instanceof Date
+            ? anchor.createdAt
+            : new Date(String(anchor.createdAt));
         conditions.push(
           order === "asc"
             ? or(
-                gt(issueComments.createdAt, anchor.createdAt),
-                and(eq(issueComments.createdAt, anchor.createdAt), gt(issueComments.id, anchor.id)),
+                gt(issueComments.createdAt, anchorCreatedAt),
+                and(
+                  eq(issueComments.createdAt, anchorCreatedAt),
+                  gt(issueComments.id, anchor.id),
+                ),
               )!
             : or(
-                lt(issueComments.createdAt, anchor.createdAt),
-                and(eq(issueComments.createdAt, anchor.createdAt), lt(issueComments.id, anchor.id)),
+                lt(issueComments.createdAt, anchorCreatedAt),
+                and(
+                  eq(issueComments.createdAt, anchorCreatedAt),
+                  lt(issueComments.id, anchor.id),
+                ),
               )!,
         );
       }