diff --git a/src/config/config.test.ts b/src/config/config.test.ts
index f69ec69ae..cf18da1c2 100644
--- a/src/config/config.test.ts
+++ b/src/config/config.test.ts
@@ -190,7 +190,11 @@ describe("config identity defaults", () => {
             routing: {},
             whatsapp: { allowFrom: ["+15555550123"], textChunkLimit: 4444 },
             telegram: { enabled: true, textChunkLimit: 3333 },
-            discord: { enabled: true, textChunkLimit: 1999 },
+            discord: {
+              enabled: true,
+              textChunkLimit: 1999,
+              maxLinesPerMessage: 17,
+            },
             signal: { enabled: true, textChunkLimit: 2222 },
             imessage: { enabled: true, textChunkLimit: 1111 },
           },
@@ -207,6 +211,7 @@ describe("config identity defaults", () => {
       expect(cfg.whatsapp?.textChunkLimit).toBe(4444);
       expect(cfg.telegram?.textChunkLimit).toBe(3333);
       expect(cfg.discord?.textChunkLimit).toBe(1999);
+      expect(cfg.discord?.maxLinesPerMessage).toBe(17);
       expect(cfg.signal?.textChunkLimit).toBe(2222);
       expect(cfg.imessage?.textChunkLimit).toBe(1111);
 
diff --git a/src/config/types.ts b/src/config/types.ts
index 7c6e70f08..35c2e8c28 100644
--- a/src/config/types.ts
+++ b/src/config/types.ts
@@ -344,6 +344,12 @@ export type DiscordConfig = {
   groupPolicy?: GroupPolicy;
   /** Outbound text chunk size (chars). Default: 2000. */
   textChunkLimit?: number;
+  /**
+   * Soft max line count per Discord message.
+   * Discord clients can clip/collapse very tall messages; splitting by lines
+   * keeps replies readable in-channel.
+   */
+  maxLinesPerMessage?: number;
   mediaMaxMb?: number;
   historyLimit?: number;
   /** Per-action tool gating (default: true for all). */
diff --git a/src/config/zod-schema.ts b/src/config/zod-schema.ts
index 061ff6445..2c9858549 100644
--- a/src/config/zod-schema.ts
+++ b/src/config/zod-schema.ts
@@ -786,6 +786,7 @@ export const ClawdbotSchema = z.object({
       token: z.string().optional(),
       groupPolicy: GroupPolicySchema.optional().default("open"),
       textChunkLimit: z.number().int().positive().optional(),
+      maxLinesPerMessage: z.number().int().positive().optional(),
       slashCommand: z
         .object({
           enabled: z.boolean().optional(),
diff --git a/src/discord/chunk.test.ts b/src/discord/chunk.test.ts
new file mode 100644
index 000000000..b01dce286
--- /dev/null
+++ b/src/discord/chunk.test.ts
@@ -0,0 +1,49 @@
+import { describe, expect, it } from "vitest";
+
+import { chunkDiscordText } from "./chunk.js";
+
+function countLines(text: string) {
+  return text.split("\n").length;
+}
+
+function hasBalancedFences(chunk: string) {
+  let open = false;
+  for (const line of chunk.split("\n")) {
+    if (line.trim().startsWith("```")) open = !open;
+  }
+  return open === false;
+}
+
+describe("chunkDiscordText", () => {
+  it("splits tall messages even when under 2000 chars", () => {
+    const text = Array.from({ length: 45 }, (_, i) => `line-${i + 1}`).join(
+      "\n",
+    );
+    expect(text.length).toBeLessThan(2000);
+
+    const chunks = chunkDiscordText(text, { maxChars: 2000, maxLines: 20 });
+    expect(chunks.length).toBeGreaterThan(1);
+    for (const chunk of chunks) {
+      expect(countLines(chunk)).toBeLessThanOrEqual(20);
+    }
+  });
+
+  it("keeps fenced code blocks balanced across chunks", () => {
+    const body = Array.from(
+      { length: 30 },
+      (_, i) => `console.log(${i});`,
+    ).join("\n");
+    const text = `Here is code:\n\n\`\`\`js\n${body}\n\`\`\`\n\nDone.`;
+
+    const chunks = chunkDiscordText(text, { maxChars: 2000, maxLines: 10 });
+    expect(chunks.length).toBeGreaterThan(1);
+
+    for (const chunk of chunks) {
+      expect(hasBalancedFences(chunk)).toBe(true);
+      expect(chunk.length).toBeLessThanOrEqual(2000);
+    }
+
+    expect(chunks[0]).toContain("```js");
+    expect(chunks.at(-1)).toContain("Done.");
+  });
+});
diff --git a/src/discord/chunk.ts b/src/discord/chunk.ts
new file mode 100644
index 000000000..e223c206c
--- /dev/null
+++ b/src/discord/chunk.ts
@@ -0,0 +1,120 @@
+export type ChunkDiscordTextOpts = {
+  /** Max characters per Discord message. Default: 2000. */
+  maxChars?: number;
+  /**
+   * Soft max line count per message.
+   *
+   * Discord clients can "clip"/collapse very tall messages in the UI; splitting
+   * by lines keeps long multi-paragraph replies readable.
+   */
+  maxLines?: number;
+};
+
+const DEFAULT_MAX_CHARS = 2000;
+const DEFAULT_MAX_LINES = 20;
+
+function countLines(text: string) {
+  if (!text) return 0;
+  return text.split("\n").length;
+}
+
+function isFenceLine(line: string) {
+  return line.trim().startsWith("```");
+}
+
+function splitLongLine(line: string, maxChars: number): string[] {
+  if (line.length <= maxChars) return [line];
+  const out: string[] = [];
+  let remaining = line;
+  while (remaining.length > maxChars) {
+    out.push(remaining.slice(0, maxChars));
+    remaining = remaining.slice(maxChars);
+  }
+  if (remaining.length) out.push(remaining);
+  return out;
+}
+
+function closeFenceIfNeeded(text: string, fenceOpen: string | null) {
+  if (!fenceOpen) return text;
+  if (!text.endsWith("\n")) return `${text}\n\`\`\``;
+  return `${text}\`\`\``;
+}
+
+/**
+ * Chunks outbound Discord text by both character count and (soft) line count,
+ * while keeping fenced code blocks balanced across chunks.
+ */
+export function chunkDiscordText(
+  text: string,
+  opts: ChunkDiscordTextOpts = {},
+): string[] {
+  const maxChars = opts.maxChars ?? DEFAULT_MAX_CHARS;
+  const maxLines = opts.maxLines ?? DEFAULT_MAX_LINES;
+
+  const trimmed = text ?? "";
+  if (!trimmed) return [];
+
+  const alreadyOk =
+    trimmed.length <= maxChars && countLines(trimmed) <= maxLines;
+  if (alreadyOk) return [trimmed];
+
+  const lines = trimmed.split("\n");
+  const chunks: string[] = [];
+
+  let current = "";
+  let currentLines = 0;
+  let openFence: string | null = null;
+
+  const flush = () => {
+    const payload = closeFenceIfNeeded(current, openFence);
+    if (payload.trim().length) chunks.push(payload);
+    current = "";
+    currentLines = 0;
+    if (openFence) {
+      current = openFence;
+      currentLines = 1;
+    }
+  };
+
+  for (const originalLine of lines) {
+    if (isFenceLine(originalLine)) {
+      openFence = openFence ? null : originalLine;
+    }
+
+    const segments = splitLongLine(originalLine, maxChars);
+    for (let segIndex = 0; segIndex < segments.length; segIndex++) {
+      const segment = segments[segIndex];
+      const isLineContinuation = segIndex > 0;
+      const delimiter = isLineContinuation
+        ? ""
+        : current.length > 0
+          ? "\n"
+          : "";
+      const addition = `${delimiter}${segment}`;
+      const nextLen = current.length + addition.length;
+      const nextLines = currentLines + (isLineContinuation ? 0 : 1);
+
+      const wouldExceedChars = nextLen > maxChars;
+      const wouldExceedLines = nextLines > maxLines;
+
+      if ((wouldExceedChars || wouldExceedLines) && current.length > 0) {
+        flush();
+      }
+
+      if (current.length > 0) {
+        current += addition;
+        if (!isLineContinuation) currentLines += 1;
+      } else {
+        current = segment;
+        currentLines = 1;
+      }
+    }
+  }
+
+  if (current.length) {
+    const payload = closeFenceIfNeeded(current, openFence);
+    if (payload.trim().length) chunks.push(payload);
+  }
+
+  return chunks;
+}
diff --git a/src/discord/monitor.ts b/src/discord/monitor.ts
index f89ed13be..28b4fa206 100644
--- a/src/discord/monitor.ts
+++ b/src/discord/monitor.ts
@@ -15,7 +15,7 @@ import {
   type PartialUser,
   type User,
 } from "discord.js";
-import { chunkText, resolveTextChunkLimit } from "../auto-reply/chunk.js";
+import { resolveTextChunkLimit } from "../auto-reply/chunk.js";
 import { hasControlCommand } from "../auto-reply/command-detection.js";
 import { formatAgentEnvelope } from "../auto-reply/envelope.js";
 import { dispatchReplyFromConfig } from "../auto-reply/reply/dispatch-from-config.js";
@@ -46,6 +46,7 @@ import {
   upsertProviderPairingRequest,
 } from "../pairing/pairing-store.js";
 import type { RuntimeEnv } from "../runtime.js";
+import { chunkDiscordText } from "./chunk.js";
 import { sendMessageDiscord } from "./send.js";
 import { normalizeDiscordToken } from "./token.js";
 
@@ -646,6 +647,7 @@ export async function monitorDiscordProvider(opts: MonitorDiscordOpts = {}) {
             runtime,
             replyToMode,
             textLimit,
+            maxLinesPerMessage: cfg.discord?.maxLinesPerMessage,
           });
           didSendReply = true;
         },
@@ -1287,6 +1289,7 @@ async function deliverReplies({
   runtime,
   replyToMode,
   textLimit,
+  maxLinesPerMessage,
 }: {
   replies: ReplyPayload[];
   target: string;
@@ -1294,6 +1297,7 @@ async function deliverReplies({
   runtime: RuntimeEnv;
   replyToMode: ReplyToMode;
   textLimit: number;
+  maxLinesPerMessage?: number;
 }) {
   let hasReplied = false;
   const chunkLimit = Math.min(textLimit, 2000);
@@ -1304,7 +1308,10 @@ async function deliverReplies({
     const replyToId = payload.replyToId;
     if (!text && mediaList.length === 0) continue;
     if (mediaList.length === 0) {
-      for (const chunk of chunkText(text, chunkLimit)) {
+      for (const chunk of chunkDiscordText(text, {
+        maxChars: chunkLimit,
+        maxLines: maxLinesPerMessage,
+      })) {
         const replyTo = resolveDiscordReplyTarget({
           replyToMode,
           replyToId,
diff --git a/src/discord/send.ts b/src/discord/send.ts
index 7c58158fa..4004836ee 100644
--- a/src/discord/send.ts
+++ b/src/discord/send.ts
@@ -12,7 +12,6 @@ import type {
   RESTPostAPIGuildScheduledEventJSONBody,
 } from "discord-api-types/v10";
 
-import { chunkText } from "../auto-reply/chunk.js";
 import { loadConfig } from "../config/config.js";
 import {
   normalizePollDurationHours,
@@ -20,6 +19,7 @@ import {
   type PollInput,
 } from "../polls.js";
 import { loadWebMedia, loadWebMediaRaw } from "../web/media.js";
+import { chunkDiscordText } from "./chunk.js";
 import { normalizeDiscordToken } from "./token.js";
 
 const DISCORD_TEXT_LIMIT = 2000;
@@ -354,13 +354,18 @@ async function sendDiscordText(
   const messageReference = replyTo
     ? { message_id: replyTo, fail_if_not_exists: false }
     : undefined;
-  if (text.length <= DISCORD_TEXT_LIMIT) {
+  const maxLines = loadConfig().discord?.maxLinesPerMessage;
+  const chunks = chunkDiscordText(text, {
+    maxChars: DISCORD_TEXT_LIMIT,
+    maxLines,
+  });
+  if (chunks.length === 1) {
     const res = (await rest.post(Routes.channelMessages(channelId), {
-      body: { content: text, message_reference: messageReference },
+      body: { content: chunks[0], message_reference: messageReference },
     })) as { id: string; channel_id: string };
     return res;
   }
-  const chunks = chunkText(text, DISCORD_TEXT_LIMIT);
+
   let last: { id: string; channel_id: string } | null = null;
   let isFirst = true;
   for (const chunk of chunks) {