diff --git a/CHANGELOG.md b/CHANGELOG.md
index f1ec31f6d..e6428c76b 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -29,6 +29,7 @@
 - Heartbeat: resolve Telegram account IDs from config-only tokens; cron tool accepts canonical `jobId` and legacy `id` for job actions. (#516) — thanks @YuriNachos
 - Discord: stop provider when gateway reconnects are exhausted and surface errors. (#514) — thanks @joshp123
 - Agents: strip empty assistant text blocks from session history to avoid Claude API 400s. (#210)
+- Agents: scrub unsupported JSON Schema keywords from tool schemas for Cloud Code Assist API compatibility. (#567) — thanks @erikpr1994
 - Auto-reply: preserve block reply ordering with timeout fallback for streaming. (#503) — thanks @joshp123
 - Auto-reply: block reply ordering fix (duplicate PR superseded by #503). (#483) — thanks @AbhisekBasu1
 - Auto-reply: avoid splitting outbound chunks inside parentheses. (#499) — thanks @philipp-spiess
diff --git a/src/agents/pi-tools.test.ts b/src/agents/pi-tools.test.ts
index a32f02637..108896468 100644
--- a/src/agents/pi-tools.test.ts
+++ b/src/agents/pi-tools.test.ts
@@ -4,7 +4,7 @@ import path from "node:path";
 
 import sharp from "sharp";
 import { describe, expect, it } from "vitest";
-import { createClawdbotCodingTools } from "./pi-tools.js";
+import { __testing, createClawdbotCodingTools } from "./pi-tools.js";
 import { createBrowserTool } from "./tools/browser-tool.js";
 
 describe("createClawdbotCodingTools", () => {
@@ -64,6 +64,28 @@ describe("createClawdbotCodingTools", () => {
     expect(format?.enum).toEqual(["aria", "ai"]);
   });
 
+  it("inlines local $ref before removing unsupported keywords", () => {
+    const cleaned = __testing.cleanToolSchemaForGemini({
+      type: "object",
+      properties: {
+        foo: { $ref: "#/$defs/Foo" },
+      },
+      $defs: {
+        Foo: { type: "string", enum: ["a", "b"] },
+      },
+    }) as {
+      $defs?: unknown;
+      properties?: Record<string, unknown>;
+    };
+
+    expect(cleaned.$defs).toBeUndefined();
+    expect(cleaned.properties).toBeDefined();
+    expect(cleaned.properties?.foo).toMatchObject({
+      type: "string",
+      enum: ["a", "b"],
+    });
+  });
+
   it("preserves action enums in normalized schemas", () => {
     const tools = createClawdbotCodingTools();
     const toolNames = [
diff --git a/src/agents/pi-tools.ts b/src/agents/pi-tools.ts
index 23e8693ef..2601f5b88 100644
--- a/src/agents/pi-tools.ts
+++ b/src/agents/pi-tools.ts
@@ -206,11 +206,109 @@ const UNSUPPORTED_SCHEMA_KEYWORDS = new Set([
   "definitions",
 ]);
 
-function cleanSchemaForGemini(schema: unknown): unknown {
+type SchemaDefs = Map<string, unknown>;
+
+function extendSchemaDefs(
+  defs: SchemaDefs | undefined,
+  schema: Record<string, unknown>,
+): SchemaDefs | undefined {
+  const defsEntry =
+    schema.$defs &&
+    typeof schema.$defs === "object" &&
+    !Array.isArray(schema.$defs)
+      ? (schema.$defs as Record<string, unknown>)
+      : undefined;
+  const legacyDefsEntry =
+    schema.definitions &&
+    typeof schema.definitions === "object" &&
+    !Array.isArray(schema.definitions)
+      ? (schema.definitions as Record<string, unknown>)
+      : undefined;
+
+  if (!defsEntry && !legacyDefsEntry) return defs;
+
+  const next = defs ? new Map(defs) : new Map<string, unknown>();
+  if (defsEntry) {
+    for (const [key, value] of Object.entries(defsEntry)) next.set(key, value);
+  }
+  if (legacyDefsEntry) {
+    for (const [key, value] of Object.entries(legacyDefsEntry))
+      next.set(key, value);
+  }
+  return next;
+}
+
+function decodeJsonPointerSegment(segment: string): string {
+  return segment.replaceAll("~1", "/").replaceAll("~0", "~");
+}
+
+function tryResolveLocalRef(
+  ref: string,
+  defs: SchemaDefs | undefined,
+): unknown | undefined {
+  if (!defs) return undefined;
+  const match = ref.match(/^#\/(?:\$defs|definitions)\/(.+)$/);
+  if (!match) return undefined;
+  const name = decodeJsonPointerSegment(match[1] ?? "");
+  if (!name) return undefined;
+  return defs.get(name);
+}
+
+function cleanSchemaForGeminiWithDefs(
+  schema: unknown,
+  defs: SchemaDefs | undefined,
+  refStack: Set<string> | undefined,
+): unknown {
   if (!schema || typeof schema !== "object") return schema;
-  if (Array.isArray(schema)) return schema.map(cleanSchemaForGemini);
+  if (Array.isArray(schema)) {
+    return schema.map((item) =>
+      cleanSchemaForGeminiWithDefs(item, defs, refStack),
+    );
+  }
 
   const obj = schema as Record<string, unknown>;
+  const nextDefs = extendSchemaDefs(defs, obj);
+
+  const refValue = typeof obj.$ref === "string" ? obj.$ref : undefined;
+  if (refValue) {
+    if (refStack?.has(refValue)) {
+      return {};
+    }
+
+    const resolved = tryResolveLocalRef(refValue, nextDefs);
+    if (resolved) {
+      const nextRefStack = refStack ? new Set(refStack) : new Set<string>();
+      nextRefStack.add(refValue);
+
+      const cleaned = cleanSchemaForGeminiWithDefs(
+        resolved,
+        nextDefs,
+        nextRefStack,
+      );
+      if (!cleaned || typeof cleaned !== "object" || Array.isArray(cleaned)) {
+        return cleaned;
+      }
+
+      const result: Record<string, unknown> = {
+        ...(cleaned as Record<string, unknown>),
+      };
+      for (const key of ["description", "title", "default", "examples"]) {
+        if (key in obj && obj[key] !== undefined) {
+          result[key] = obj[key];
+        }
+      }
+      return result;
+    }
+
+    const result: Record<string, unknown> = {};
+    for (const key of ["description", "title", "default", "examples"]) {
+      if (key in obj && obj[key] !== undefined) {
+        result[key] = obj[key];
+      }
+    }
+    return result;
+  }
+
   const hasAnyOf = "anyOf" in obj && Array.isArray(obj.anyOf);
   const hasOneOf = "oneOf" in obj && Array.isArray(obj.oneOf);
 
@@ -273,20 +371,29 @@ function cleanSchemaForGemini(schema: unknown): unknown {
       // Recursively clean nested properties
       const props = value as Record<string, unknown>;
       cleaned[key] = Object.fromEntries(
-        Object.entries(props).map(([k, v]) => [k, cleanSchemaForGemini(v)]),
+        Object.entries(props).map(([k, v]) => [
+          k,
+          cleanSchemaForGeminiWithDefs(v, nextDefs, refStack),
+        ]),
       );
     } else if (key === "items" && value && typeof value === "object") {
       // Recursively clean array items schema
-      cleaned[key] = cleanSchemaForGemini(value);
+      cleaned[key] = cleanSchemaForGeminiWithDefs(value, nextDefs, refStack);
     } else if (key === "anyOf" && Array.isArray(value)) {
       // Clean each anyOf variant
-      cleaned[key] = value.map((variant) => cleanSchemaForGemini(variant));
+      cleaned[key] = value.map((variant) =>
+        cleanSchemaForGeminiWithDefs(variant, nextDefs, refStack),
+      );
     } else if (key === "oneOf" && Array.isArray(value)) {
       // Clean each oneOf variant
-      cleaned[key] = value.map((variant) => cleanSchemaForGemini(variant));
+      cleaned[key] = value.map((variant) =>
+        cleanSchemaForGeminiWithDefs(variant, nextDefs, refStack),
+      );
     } else if (key === "allOf" && Array.isArray(value)) {
       // Clean each allOf variant
-      cleaned[key] = value.map((variant) => cleanSchemaForGemini(variant));
+      cleaned[key] = value.map((variant) =>
+        cleanSchemaForGeminiWithDefs(variant, nextDefs, refStack),
+      );
     } else {
       cleaned[key] = value;
     }
@@ -295,6 +402,18 @@ function cleanSchemaForGemini(schema: unknown): unknown {
   return cleaned;
 }
 
+function cleanSchemaForGemini(schema: unknown): unknown {
+  if (!schema || typeof schema !== "object") return schema;
+  if (Array.isArray(schema)) return schema.map(cleanSchemaForGemini);
+
+  const defs = extendSchemaDefs(undefined, schema as Record<string, unknown>);
+  return cleanSchemaForGeminiWithDefs(schema, defs, undefined);
+}
+
+function cleanToolSchemaForGemini(schema: Record<string, unknown>): unknown {
+  return cleanSchemaForGemini(schema);
+}
+
 function normalizeToolParameters(tool: AnyAgentTool): AnyAgentTool {
   const schema =
     tool.parameters && typeof tool.parameters === "object"
@@ -632,6 +751,10 @@ function createClawdbotReadTool(base: AnyAgentTool): AnyAgentTool {
   };
 }
 
+export const __testing = {
+  cleanToolSchemaForGemini,
+} as const;
+
 export function createClawdbotCodingTools(options?: {
   bash?: BashToolDefaults & ProcessToolDefaults;
   messageProvider?: string;
diff --git a/src/config/types.ts b/src/config/types.ts
index 0b3ab55da..10099821a 100644
--- a/src/config/types.ts
+++ b/src/config/types.ts
@@ -1202,13 +1202,14 @@ export type AgentDefaultsConfig = {
     every?: string;
     /** Heartbeat model override (provider/model). */
     model?: string;
-    /** Delivery target (last|whatsapp|telegram|discord|signal|imessage|none). */
+    /** Delivery target (last|whatsapp|telegram|discord|slack|msteams|signal|imessage|none). */
     target?:
       | "last"
       | "whatsapp"
       | "telegram"
       | "discord"
       | "slack"
+      | "msteams"
       | "signal"
       | "imessage"
       | "msteams"
diff --git a/src/config/zod-schema.ts b/src/config/zod-schema.ts
index b29c19e3b..995ba8da8 100644
--- a/src/config/zod-schema.ts
+++ b/src/config/zod-schema.ts
@@ -601,6 +601,7 @@ const HeartbeatSchema = z
         z.literal("telegram"),
         z.literal("discord"),
         z.literal("slack"),
+        z.literal("msteams"),
         z.literal("signal"),
         z.literal("imessage"),
         z.literal("none"),
diff --git a/src/msteams/monitor.ts b/src/msteams/monitor.ts
index c9bf23bf2..a3241caa7 100644
--- a/src/msteams/monitor.ts
+++ b/src/msteams/monitor.ts
@@ -55,10 +55,11 @@ export async function monitorMSTeamsProvider(
   const port = msteamsCfg.webhook?.port ?? 3978;
   const textLimit = resolveTextChunkLimit(cfg, "msteams");
   const MB = 1024 * 1024;
+  const agentDefaults = cfg.agents?.defaults;
   const mediaMaxBytes =
-    typeof cfg.agents?.defaults?.mediaMaxMb === "number" &&
-    cfg.agents.defaults.mediaMaxMb > 0
-      ? Math.floor(cfg.agents.defaults.mediaMaxMb * MB)
+    typeof agentDefaults?.mediaMaxMb === "number" &&
+    agentDefaults.mediaMaxMb > 0
+      ? Math.floor(agentDefaults.mediaMaxMb * MB)
       : 8 * MB;
   const conversationStore =
     opts.conversationStore ?? createMSTeamsConversationStoreFs();