diff --git a/src/agents/memory-search.test.ts b/src/agents/memory-search.test.ts
index 4aa3b2f5ebe..1d04b730351 100644
--- a/src/agents/memory-search.test.ts
+++ b/src/agents/memory-search.test.ts
@@ -176,6 +176,31 @@ describe("memory search config", () => {
       modalities: [],
       maxFileBytes: 10 * 1024 * 1024,
     });
+    expect(resolved?.provider).toBe("gemini");
+  });
+
+  it("does not enforce multimodal provider validation when no modalities are active", () => {
+    const cfg = asConfig({
+      agents: {
+        defaults: {
+          memorySearch: {
+            provider: "openai",
+            model: "text-embedding-3-small",
+            fallback: "openai",
+            multimodal: {
+              enabled: true,
+              modalities: [],
+            },
+          },
+        },
+      },
+    });
+    const resolved = resolveMemorySearchConfig(cfg, "main");
+    expect(resolved?.multimodal).toEqual({
+      enabled: true,
+      modalities: [],
+      maxFileBytes: 10 * 1024 * 1024,
+    });
   });
 
   it("rejects multimodal memory on unsupported providers", () => {
diff --git a/src/agents/memory-search.ts b/src/agents/memory-search.ts
index b3f37081a2a..d00dae70639 100644
--- a/src/agents/memory-search.ts
+++ b/src/agents/memory-search.ts
@@ -4,6 +4,7 @@ import type { OpenClawConfig, MemorySearchConfig } from "../config/config.js";
 import { resolveStateDir } from "../config/paths.js";
 import type { SecretInput } from "../config/types.secrets.js";
 import {
+  isMemoryMultimodalEnabled,
   normalizeMemoryMultimodalSettings,
   supportsMemoryMultimodalEmbeddings,
   type MemoryMultimodalSettings,
@@ -377,8 +378,9 @@ export function resolveMemorySearchConfig(
   if (!resolved.enabled) {
     return null;
   }
+  const multimodalActive = isMemoryMultimodalEnabled(resolved.multimodal);
   if (
-    resolved.multimodal.enabled &&
+    multimodalActive &&
     !supportsMemoryMultimodalEmbeddings({
       provider: resolved.provider,
       model: resolved.model,
@@ -388,7 +390,7 @@ export function resolveMemorySearchConfig(
       'agents.*.memorySearch.multimodal requires memorySearch.provider = "gemini" and model = "gemini-embedding-2-preview".',
     );
   }
-  if (resolved.multimodal.enabled && resolved.fallback !== "none") {
+  if (multimodalActive && resolved.fallback !== "none") {
     throw new Error(
       'agents.*.memorySearch.multimodal does not support memorySearch.fallback. Set fallback to "none".',
     );
diff --git a/src/memory/manager-sync-ops.ts b/src/memory/manager-sync-ops.ts
index d59d4ff04d8..f883c0d53b6 100644
--- a/src/memory/manager-sync-ops.ts
+++ b/src/memory/manager-sync-ops.ts
@@ -36,7 +36,7 @@ import {
 } from "./internal.js";
 import { type MemoryFileEntry } from "./internal.js";
 import { ensureMemoryIndexSchema } from "./memory-schema.js";
-import { classifyMemoryMultimodalPath } from "./multimodal.js";
+import { buildCaseInsensitiveExtensionGlob, classifyMemoryMultimodalPath } from "./multimodal.js";
 import type { SessionFileEntry } from "./session-files.js";
 import {
   buildSessionEntry,
@@ -388,11 +388,15 @@ export abstract class MemoryManagerSyncOps {
           watchPaths.add(path.join(entry, "**", "*.md"));
           if (this.settings.multimodal.enabled) {
             for (const modality of this.settings.multimodal.modalities) {
-              const pattern =
+              const extensions =
                 modality === "image"
-                  ? "*.{jpg,jpeg,png,webp,gif,heic,heif}"
-                  : "*.{mp3,wav,ogg,opus,m4a,aac,flac}";
-              watchPaths.add(path.join(entry, "**", pattern));
+                  ? [".jpg", ".jpeg", ".png", ".webp", ".gif", ".heic", ".heif"]
+                  : [".mp3", ".wav", ".ogg", ".opus", ".m4a", ".aac", ".flac"];
+              for (const extension of extensions) {
+                watchPaths.add(
+                  path.join(entry, "**", buildCaseInsensitiveExtensionGlob(extension)),
+                );
+              }
             }
           }
           continue;
diff --git a/src/memory/manager.watcher-config.test.ts b/src/memory/manager.watcher-config.test.ts
index 77221df34b6..43682183676 100644
--- a/src/memory/manager.watcher-config.test.ts
+++ b/src/memory/manager.watcher-config.test.ts
@@ -106,4 +106,50 @@ describe("memory watcher config", () => {
     expect(ignored?.(path.join(workspaceDir, "memory", ".venv", "lib", "python.md"))).toBe(true);
     expect(ignored?.(path.join(workspaceDir, "memory", "project", "notes.md"))).toBe(false);
   });
+
+  it("watches multimodal extensions with case-insensitive globs", async () => {
+    workspaceDir = await fs.mkdtemp(path.join(os.tmpdir(), "openclaw-memory-watch-"));
+    extraDir = path.join(workspaceDir, "extra");
+    await fs.mkdir(path.join(workspaceDir, "memory"), { recursive: true });
+    await fs.mkdir(extraDir, { recursive: true });
+    await fs.writeFile(path.join(extraDir, "PHOTO.PNG"), "png");
+
+    const cfg = {
+      agents: {
+        defaults: {
+          workspace: workspaceDir,
+          memorySearch: {
+            provider: "gemini",
+            model: "gemini-embedding-2-preview",
+            fallback: "none",
+            store: { path: path.join(workspaceDir, "index.sqlite"), vector: { enabled: false } },
+            sync: { watch: true, watchDebounceMs: 25, onSessionStart: false, onSearch: false },
+            query: { minScore: 0, hybrid: { enabled: false } },
+            extraPaths: [extraDir],
+            multimodal: { enabled: true, modalities: ["image", "audio"] },
+          },
+        },
+        list: [{ id: "main", default: true }],
+      },
+    } as OpenClawConfig;
+
+    const result = await getMemorySearchManager({ cfg, agentId: "main" });
+    expect(result.manager).not.toBeNull();
+    if (!result.manager) {
+      throw new Error("manager missing");
+    }
+    manager = result.manager as unknown as MemoryIndexManager;
+
+    expect(watchMock).toHaveBeenCalledTimes(1);
+    const [watchedPaths] = watchMock.mock.calls[0] as unknown as [
+      string[],
+      Record<string, unknown>,
+    ];
+    expect(watchedPaths).toEqual(
+      expect.arrayContaining([
+        path.join(extraDir, "**", "*.[pP][nN][gG]"),
+        path.join(extraDir, "**", "*.[wW][aA][vV]"),
+      ]),
+    );
+  });
 });
diff --git a/src/memory/multimodal.ts b/src/memory/multimodal.ts
index 45796071055..40c1707f512 100644
--- a/src/memory/multimodal.ts
+++ b/src/memory/multimodal.ts
@@ -50,6 +50,15 @@ export function isMemoryMultimodalEnabled(settings: MemoryMultimodalSettings): b
   return settings.enabled && settings.modalities.length > 0;
 }
 
+export function buildCaseInsensitiveExtensionGlob(extension: string): string {
+  const normalized = extension.trim().replace(/^\./, "").toLowerCase();
+  if (!normalized) {
+    return "*";
+  }
+  const parts = Array.from(normalized, (char) => `[${char.toLowerCase()}${char.toUpperCase()}]`);
+  return `*.${parts.join("")}`;
+}
+
 export function classifyMemoryMultimodalPath(
   filePath: string,
   settings: MemoryMultimodalSettings,