diff --git a/CHANGELOG.md b/CHANGELOG.md
index 6daffcea1..7a2539939 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -36,6 +36,7 @@
 - Models: normalize `${ENV_VAR}` apiKey config values and auto-fill missing provider `apiKey` from env/auth when custom provider models are configured (fixes MiniMax “Unknown model” on fresh installs).
 - Models/Tools: include `MiniMax-VL-01` in implicit MiniMax provider so image pairing uses a real vision model.
 - Telegram: show typing indicator in General forum topics. (#779) — thanks @azade-c.
+- Discord: keep reasoning italics intact when messages are chunked, so reasoning stays italic across multi-part sends.
 - Models: keep explicit GitHub Copilot provider config and honor agent-dir auth profiles for auto-injection. (#705) — thanks @TAGOOZ.
 - Auto-reply: restore 300-char heartbeat ack limit and keep >300 char replies instead of dropping them; adjust long heartbeat test content accordingly.
 - Gateway: `agents.list` now honors explicit `agents.list` config without pulling stray agents from disk; GitHub Copilot CLI auth path uses the updated provider build.
diff --git a/src/discord/chunk.test.ts b/src/discord/chunk.test.ts
index 79eca1ddf..188aa92b0 100644
--- a/src/discord/chunk.test.ts
+++ b/src/discord/chunk.test.ts
@@ -67,4 +67,64 @@ describe("chunkDiscordText", () => {
       expect(hasBalancedFences(chunk)).toBe(true);
     }
   });
+
+  it("keeps reasoning italics balanced across chunks", () => {
+    const body = Array.from({ length: 25 }, (_, i) => `${i + 1}. line`).join(
+      "\n",
+    );
+    const text = `Reasoning:\n_${body}_`;
+
+    const chunks = chunkDiscordText(text, { maxLines: 10, maxChars: 2000 });
+    expect(chunks.length).toBeGreaterThan(1);
+
+    for (const chunk of chunks) {
+      // Each chunk should have balanced italics markers (even count).
+      const count = (chunk.match(/_/g) || []).length;
+      expect(count % 2).toBe(0);
+    }
+
+    // Ensure italics reopen on subsequent chunks
+    expect(chunks[0]).toContain("_1. line");
+    // Second chunk should reopen italics at the start
+    expect(chunks[1].trimStart().startsWith("_")).toBe(true);
+  });
+
+  it("keeps reasoning italics balanced when chunks split by char limit", () => {
+    const longLine = "This is a very long reasoning line that forces char splits.";
+    const body = Array.from({ length: 5 }, () => longLine).join("\n");
+    const text = `Reasoning:\n_${body}_`;
+
+    const chunks = chunkDiscordText(text, { maxChars: 80, maxLines: 50 });
+    expect(chunks.length).toBeGreaterThan(1);
+
+    for (const chunk of chunks) {
+      const underscoreCount = (chunk.match(/_/g) || []).length;
+      expect(underscoreCount % 2).toBe(0);
+    }
+  });
+
+  it("reopens italics while preserving leading whitespace on following chunk", () => {
+    const body = [
+      "1. line",
+      "2. line",
+      "3. line",
+      "4. line",
+      "5. line",
+      "6. line",
+      "7. line",
+      "8. line",
+      "9. line",
+      "10. line",
+      "  11. indented line",
+      "12. line",
+    ].join("\n");
+    const text = `Reasoning:\n_${body}_`;
+
+    const chunks = chunkDiscordText(text, { maxLines: 10, maxChars: 2000 });
+    expect(chunks.length).toBeGreaterThan(1);
+
+    const second = chunks[1];
+    expect(second.startsWith("_")).toBe(true);
+    expect(second).toContain("  11. indented line");
+  });
 });
diff --git a/src/discord/chunk.ts b/src/discord/chunk.ts
index 372704c2f..18a93311e 100644
--- a/src/discord/chunk.ts
+++ b/src/discord/chunk.ts
@@ -187,5 +187,42 @@ export function chunkDiscordText(
     if (payload.trim().length) chunks.push(payload);
   }
 
-  return chunks;
+  return rebalanceReasoningItalics(text, chunks);
+}
+
+// Keep italics intact for reasoning payloads that are wrapped once with `_…_`.
+// When Discord chunking splits the message, we close italics at the end of
+// each chunk and reopen at the start of the next so every chunk renders
+// consistently.
+function rebalanceReasoningItalics(source: string, chunks: string[]): string[] {
+  if (chunks.length <= 1) return chunks;
+
+  const opensWithReasoningItalics =
+    source.startsWith("Reasoning:\n_") && source.trimEnd().endsWith("_");
+  if (!opensWithReasoningItalics) return chunks;
+
+  const adjusted = [...chunks];
+  for (let i = 0; i < adjusted.length; i++) {
+    const isLast = i === adjusted.length - 1;
+    const current = adjusted[i];
+
+    // Ensure current chunk closes italics so Discord renders it italicized.
+    const needsClosing = !current.trimEnd().endsWith("_");
+    if (needsClosing) {
+      adjusted[i] = `${current}_`;
+    }
+
+    if (isLast) break;
+
+    // Re-open italics on the next chunk if needed.
+    const next = adjusted[i + 1];
+    const leadingWhitespaceLen = next.length - next.trimStart().length;
+    const leadingWhitespace = next.slice(0, leadingWhitespaceLen);
+    const nextBody = next.slice(leadingWhitespaceLen);
+    if (!nextBody.startsWith("_")) {
+      adjusted[i + 1] = `${leadingWhitespace}_${nextBody}`;
+    }
+  }
+
+  return adjusted;
 }