diff --git a/src/agents/bash-tools.exec.background-abort.test.ts b/src/agents/bash-tools.exec.background-abort.test.ts
index 403bc064d..a13dc2237 100644
--- a/src/agents/bash-tools.exec.background-abort.test.ts
+++ b/src/agents/bash-tools.exec.background-abort.test.ts
@@ -50,7 +50,7 @@ test("background exec still times out after tool signal abort", async () => {
   const result = await tool.execute(
     "toolcall",
     {
-      command: "node -e \"setTimeout(() => {}, 5000)\"",
+      command: 'node -e "setTimeout(() => {}, 5000)"',
       background: true,
       timeout: 0.2,
     },
@@ -85,7 +85,7 @@ test("yielded background exec is not killed when tool signal aborts", async () =
 
   const result = await tool.execute(
     "toolcall",
-    { command: "node -e \"setTimeout(() => {}, 5000)\"", yieldMs: 5 },
+    { command: 'node -e "setTimeout(() => {}, 5000)"', yieldMs: 5 },
     abortController.signal,
   );
 
@@ -112,7 +112,7 @@ test("yielded background exec still times out", async () => {
   const tool = createExecTool({ allowBackground: true, backgroundMs: 10 });
 
   const result = await tool.execute("toolcall", {
-    command: "node -e \"setTimeout(() => {}, 5000)\"",
+    command: 'node -e "setTimeout(() => {}, 5000)"',
     yieldMs: 5,
     timeout: 0.2,
   });
diff --git a/src/agents/skills.buildworkspaceskillcommands.test.ts b/src/agents/skills.buildworkspaceskillcommands.test.ts
index ed5d53fbb..369166979 100644
--- a/src/agents/skills.buildworkspaceskillcommands.test.ts
+++ b/src/agents/skills.buildworkspaceskillcommands.test.ts
@@ -61,4 +61,32 @@ describe("buildWorkspaceSkillCommandSpecs", () => {
     expect(names).toEqual(["hello_world", "hello_world_2", "help_2"]);
     expect(commands.find((entry) => entry.skillName === "hidden-skill")).toBeUndefined();
   });
+
+  it("truncates descriptions longer than 100 characters for Discord compatibility", async () => {
+    const workspaceDir = await fs.mkdtemp(path.join(os.tmpdir(), "clawdbot-"));
+    const longDescription =
+      "This is a very long description that exceeds Discord's 100 character limit for slash command descriptions and should be truncated";
+    await writeSkill({
+      dir: path.join(workspaceDir, "skills", "long-desc"),
+      name: "long-desc",
+      description: longDescription,
+    });
+    await writeSkill({
+      dir: path.join(workspaceDir, "skills", "short-desc"),
+      name: "short-desc",
+      description: "Short description",
+    });
+
+    const commands = buildWorkspaceSkillCommandSpecs(workspaceDir, {
+      managedSkillsDir: path.join(workspaceDir, ".managed"),
+      bundledSkillsDir: path.join(workspaceDir, ".bundled"),
+    });
+
+    const longCmd = commands.find((entry) => entry.skillName === "long-desc");
+    const shortCmd = commands.find((entry) => entry.skillName === "short-desc");
+
+    expect(longCmd?.description.length).toBeLessThanOrEqual(100);
+    expect(longCmd?.description.endsWith("…")).toBe(true);
+    expect(shortCmd?.description).toBe("Short description");
+  });
 });
diff --git a/src/agents/skills/frontmatter.ts b/src/agents/skills/frontmatter.ts
index cb01c1ab4..b50620ea4 100644
--- a/src/agents/skills/frontmatter.ts
+++ b/src/agents/skills/frontmatter.ts
@@ -87,12 +87,7 @@ function parseFrontmatterBool(value: string | undefined, fallback: boolean): boo
   if (normalized === "true" || normalized === "1" || normalized === "yes" || normalized === "on") {
     return true;
   }
-  if (
-    normalized === "false" ||
-    normalized === "0" ||
-    normalized === "no" ||
-    normalized === "off"
-  ) {
+  if (normalized === "false" || normalized === "0" || normalized === "no" || normalized === "off") {
     return false;
   }
   return fallback;
diff --git a/src/agents/skills/workspace.ts b/src/agents/skills/workspace.ts
index 66d999e3a..46911dfb6 100644
--- a/src/agents/skills/workspace.ts
+++ b/src/agents/skills/workspace.ts
@@ -50,6 +50,8 @@ function filterSkillEntries(
 
 const SKILL_COMMAND_MAX_LENGTH = 32;
 const SKILL_COMMAND_FALLBACK = "skill";
+// Discord command descriptions must be ≤100 characters
+const SKILL_COMMAND_DESCRIPTION_MAX_LENGTH = 100;
 
 function sanitizeSkillCommandName(raw: string): string {
   const normalized = raw
@@ -311,9 +313,7 @@ export function buildWorkspaceSkillCommandSpecs(
     opts?.skillFilter,
     opts?.eligibility,
   );
-  const userInvocable = eligible.filter(
-    (entry) => entry.invocation?.userInvocable !== false,
-  );
+  const userInvocable = eligible.filter((entry) => entry.invocation?.userInvocable !== false);
   const used = new Set<string>();
   for (const reserved of opts?.reservedNames ?? []) {
     used.add(reserved.toLowerCase());
@@ -324,10 +324,15 @@ export function buildWorkspaceSkillCommandSpecs(
     const base = sanitizeSkillCommandName(entry.skill.name);
     const unique = resolveUniqueSkillCommandName(base, used);
     used.add(unique.toLowerCase());
+    const rawDescription = entry.skill.description?.trim() || entry.skill.name;
+    const description =
+      rawDescription.length > SKILL_COMMAND_DESCRIPTION_MAX_LENGTH
+        ? rawDescription.slice(0, SKILL_COMMAND_DESCRIPTION_MAX_LENGTH - 1) + "…"
+        : rawDescription;
     specs.push({
       name: unique,
       skillName: entry.skill.name,
-      description: entry.skill.description?.trim() || entry.skill.name,
+      description,
     });
   }
   return specs;
diff --git a/src/auto-reply/commands-registry.ts b/src/auto-reply/commands-registry.ts
index c4d07393f..0ce3be6b3 100644
--- a/src/auto-reply/commands-registry.ts
+++ b/src/auto-reply/commands-registry.ts
@@ -62,9 +62,7 @@ function escapeRegExp(value: string) {
   return value.replace(/[.*+?^${}()|[\]\\]/g, "\\$&");
 }
 
-function buildSkillCommandDefinitions(
-  skillCommands?: SkillCommandSpec[],
-): ChatCommandDefinition[] {
+function buildSkillCommandDefinitions(skillCommands?: SkillCommandSpec[]): ChatCommandDefinition[] {
   if (!skillCommands || skillCommands.length === 0) return [];
   return skillCommands.map((spec) => ({
     key: `skill:${spec.skillName}`,
@@ -77,7 +75,9 @@ function buildSkillCommandDefinitions(
   }));
 }
 
-export function listChatCommands(params?: { skillCommands?: SkillCommandSpec[] }): ChatCommandDefinition[] {
+export function listChatCommands(params?: {
+  skillCommands?: SkillCommandSpec[];
+}): ChatCommandDefinition[] {
   if (!params?.skillCommands?.length) return [...CHAT_COMMANDS];
   return [...CHAT_COMMANDS, ...buildSkillCommandDefinitions(params.skillCommands)];
 }
@@ -98,7 +98,9 @@ export function listChatCommandsForConfig(
   return [...base, ...buildSkillCommandDefinitions(params.skillCommands)];
 }
 
-export function listNativeCommandSpecs(params?: { skillCommands?: SkillCommandSpec[] }): NativeCommandSpec[] {
+export function listNativeCommandSpecs(params?: {
+  skillCommands?: SkillCommandSpec[];
+}): NativeCommandSpec[] {
   return listChatCommands({ skillCommands: params?.skillCommands })
     .filter((command) => command.scope !== "text" && command.nativeName)
     .map((command) => ({
diff --git a/src/auto-reply/reply/get-reply-inline-actions.ts b/src/auto-reply/reply/get-reply-inline-actions.ts
index 5f2438927..1a46aa926 100644
--- a/src/auto-reply/reply/get-reply-inline-actions.ts
+++ b/src/auto-reply/reply/get-reply-inline-actions.ts
@@ -187,34 +187,34 @@ export async function handleInlineActions(params: {
       commandBodyNormalized: inlineCommand.command,
     };
     const inlineResult = await handleCommands({
-    ctx,
-    cfg,
-    command: inlineCommandContext,
-    agentId,
-    directives,
-    elevated: {
-      enabled: elevatedEnabled,
-      allowed: elevatedAllowed,
-      failures: elevatedFailures,
-    },
-    sessionEntry,
-    sessionStore,
-    sessionKey,
-    storePath,
-    sessionScope,
-    workspaceDir,
-    defaultGroupActivation: defaultActivation,
-    resolvedThinkLevel,
-    resolvedVerboseLevel: resolvedVerboseLevel ?? "off",
-    resolvedReasoningLevel,
-    resolvedElevatedLevel,
-    resolveDefaultThinkingLevel,
-    provider,
-    model,
-    contextTokens,
-    isGroup,
-    skillCommands,
-  });
+      ctx,
+      cfg,
+      command: inlineCommandContext,
+      agentId,
+      directives,
+      elevated: {
+        enabled: elevatedEnabled,
+        allowed: elevatedAllowed,
+        failures: elevatedFailures,
+      },
+      sessionEntry,
+      sessionStore,
+      sessionKey,
+      storePath,
+      sessionScope,
+      workspaceDir,
+      defaultGroupActivation: defaultActivation,
+      resolvedThinkLevel,
+      resolvedVerboseLevel: resolvedVerboseLevel ?? "off",
+      resolvedReasoningLevel,
+      resolvedElevatedLevel,
+      resolveDefaultThinkingLevel,
+      provider,
+      model,
+      contextTokens,
+      isGroup,
+      skillCommands,
+    });
     if (inlineResult.reply) {
       if (!inlineCommand.cleaned) {
         typing.cleanup();
diff --git a/src/auto-reply/skill-commands.test.ts b/src/auto-reply/skill-commands.test.ts
index b0c2fd7a4..dcf844c7d 100644
--- a/src/auto-reply/skill-commands.test.ts
+++ b/src/auto-reply/skill-commands.test.ts
@@ -5,9 +5,7 @@ describe("resolveSkillCommandInvocation", () => {
   it("matches skill commands and parses args", () => {
     const invocation = resolveSkillCommandInvocation({
       commandBodyNormalized: "/demo_skill do the thing",
-      skillCommands: [
-        { name: "demo_skill", skillName: "demo-skill", description: "Demo" },
-      ],
+      skillCommands: [{ name: "demo_skill", skillName: "demo-skill", description: "Demo" }],
     });
     expect(invocation?.command.skillName).toBe("demo-skill");
     expect(invocation?.args).toBe("do the thing");
@@ -16,9 +14,7 @@ describe("resolveSkillCommandInvocation", () => {
   it("returns null for unknown commands", () => {
     const invocation = resolveSkillCommandInvocation({
       commandBodyNormalized: "/unknown arg",
-      skillCommands: [
-        { name: "demo_skill", skillName: "demo-skill", description: "Demo" },
-      ],
+      skillCommands: [{ name: "demo_skill", skillName: "demo-skill", description: "Demo" }],
     });
     expect(invocation).toBeNull();
   });
diff --git a/src/auto-reply/skill-commands.ts b/src/auto-reply/skill-commands.ts
index e1790a084..f9266ea8e 100644
--- a/src/auto-reply/skill-commands.ts
+++ b/src/auto-reply/skill-commands.ts
@@ -1,9 +1,6 @@
 import type { ClawdbotConfig } from "../config/config.js";
 import { getRemoteSkillEligibility } from "../infra/skills-remote.js";
-import {
-  buildWorkspaceSkillCommandSpecs,
-  type SkillCommandSpec,
-} from "../agents/skills.js";
+import { buildWorkspaceSkillCommandSpecs, type SkillCommandSpec } from "../agents/skills.js";
 import { listChatCommands } from "./commands-registry.js";
 
 function resolveReservedCommandNames(): Set<string> {
@@ -42,9 +39,7 @@ export function resolveSkillCommandInvocation(params: {
   if (!match) return null;
   const commandName = match[1]?.trim().toLowerCase();
   if (!commandName) return null;
-  const command = params.skillCommands.find(
-    (entry) => entry.name.toLowerCase() === commandName,
-  );
+  const command = params.skillCommands.find((entry) => entry.name.toLowerCase() === commandName);
   if (!command) return null;
   const args = match[2]?.trim();
   return { command, args: args || undefined };
diff --git a/src/cli/update-cli.ts b/src/cli/update-cli.ts
index 435875c0d..0fff3099d 100644
--- a/src/cli/update-cli.ts
+++ b/src/cli/update-cli.ts
@@ -211,9 +211,7 @@ export async function updateCommand(opts: UpdateCommandOptions): Promise<void> {
         ),
       );
       defaultRuntime.log(
-        theme.muted(
-          "Examples: `npm i -g clawdbot@latest` or `pnpm add -g clawdbot@latest`",
-        ),
+        theme.muted("Examples: `npm i -g clawdbot@latest` or `pnpm add -g clawdbot@latest`"),
       );
     }
     defaultRuntime.exit(0);
diff --git a/src/discord/monitor/provider.ts b/src/discord/monitor/provider.ts
index 4f7fd0ed8..e856afbd9 100644
--- a/src/discord/monitor/provider.ts
+++ b/src/discord/monitor/provider.ts
@@ -124,9 +124,7 @@ export async function monitorDiscordProvider(opts: MonitorDiscordOpts = {}) {
         cfg,
       })
     : [];
-  const commandSpecs = nativeEnabled
-    ? listNativeCommandSpecsForConfig(cfg, { skillCommands })
-    : [];
+  const commandSpecs = nativeEnabled ? listNativeCommandSpecsForConfig(cfg, { skillCommands }) : [];
   const commands = commandSpecs.map((spec) =>
     createDiscordNativeCommand({
       command: spec,
diff --git a/src/web/auto-reply/monitor/process-message.ts b/src/web/auto-reply/monitor/process-message.ts
index 02643fc40..51570b1f8 100644
--- a/src/web/auto-reply/monitor/process-message.ts
+++ b/src/web/auto-reply/monitor/process-message.ts
@@ -185,7 +185,7 @@ export async function processMessage(params: {
   const responsePrefix =
     resolvedMessages.responsePrefix ??
     (configuredResponsePrefix === undefined && isSelfChat
-      ? resolveIdentityNamePrefix(params.cfg, params.route.agentId) ?? "[clawdbot]"
+      ? (resolveIdentityNamePrefix(params.cfg, params.route.agentId) ?? "[clawdbot]")
       : undefined);
 
   // Create mutable context for response prefix template interpolation