diff --git a/src/config.ts b/src/config.ts
index 8aa01a6..2e8b7f1 100644
--- a/src/config.ts
+++ b/src/config.ts
@@ -5,6 +5,7 @@ import { stripJsoncComments } from "./services/jsonc.js";
 import { loadCredentials } from "./services/auth.js";
 
 const CONFIG_DIR = join(homedir(), ".config", "opencode");
+export const PLUGIN_VERSION = "2.0.6";
 const CONFIG_FILES = [
   join(CONFIG_DIR, "supermemory.jsonc"),
   join(CONFIG_DIR, "supermemory.json"),
diff --git a/src/index.ts b/src/index.ts
index 28cc359..e7e25c7 100644
--- a/src/index.ts
+++ b/src/index.ts
@@ -8,8 +8,9 @@ import { getTags } from "./services/tags.js";
 import { stripPrivateContent, isFullyPrivate } from "./services/privacy.js";
 import { createCompactionHook, type CompactionContext } from "./services/compaction.js";
 
-import { isConfigured, CONFIG } from "./config.js";
+import { isConfigured, CONFIG, PLUGIN_VERSION } from "./config.js";
 import { log } from "./services/logger.js";
+import { checkNpmUpdate, formatUpdateNotice } from "./services/version-check.js";
 import type { MemoryScope, MemoryType } from "./types/index.js";
 
 const CODE_BLOCK_PATTERN = /```[\s\S]*?```/g;
@@ -26,6 +27,7 @@ Extract the key information the user wants remembered and save it as a concise,
 - Choose an appropriate \`type\`: "preference", "project-config", "learned-pattern", etc.
 
 DO NOT skip this step. The user explicitly asked you to remember.`;
+const UPDATE_COMMAND = "bunx opencode-supermemory@latest install";
 
 function removeCodeBlocks(text: string): string {
   return text.replace(CODE_BLOCK_PATTERN, "").replace(INLINE_CODE_PATTERN, "");
@@ -36,6 +38,10 @@ function detectMemoryKeyword(text: string): boolean {
   return MEMORY_KEYWORD_PATTERN.test(textWithoutCode);
 }
 
+function combineContextParts(parts: Array<string | null | undefined>): string {
+  return parts.map((part) => part?.trim()).filter(Boolean).join("\n\n");
+}
+
 export const SupermemoryPlugin: Plugin = async (ctx: PluginInput) => {
   const { directory } = ctx;
   const tags = getTags(directory);
@@ -128,6 +134,11 @@ export const SupermemoryPlugin: Plugin = async (ctx: PluginInput) => {
           injectedSessions.add(input.sessionID);
 
           let memoryContext = "";
+          const updateCheck = checkNpmUpdate(
+            "opencode-supermemory",
+            PLUGIN_VERSION,
+            UPDATE_COMMAND
+          ).then((info) => (info ? formatUpdateNotice(info) : null));
 
           if (CONFIG.autoRecallEveryPrompt) {
             const [profileResult, userMemoriesResult, projectMemoriesListResult] = await Promise.all([
@@ -163,13 +174,16 @@ export const SupermemoryPlugin: Plugin = async (ctx: PluginInput) => {
             memoryContext = formatContextForPrompt(profile, { results: [] }, { results: [] });
           }
 
-          if (memoryContext) {
+          const updateNotice = await updateCheck;
+          const firstMessageContext = combineContextParts([memoryContext, updateNotice]);
+
+          if (firstMessageContext) {
             const contextPart: Part = {
               id: `prt_supermemory-context-${Date.now()}`,
               sessionID: input.sessionID,
               messageID: output.message.id,
               type: "text",
-              text: memoryContext,
+              text: firstMessageContext,
               synthetic: true,
             };
 
@@ -178,7 +192,7 @@ export const SupermemoryPlugin: Plugin = async (ctx: PluginInput) => {
             const duration = Date.now() - start;
             log("chat.message: context injected", {
               duration,
-              contextLength: memoryContext.length,
+              contextLength: firstMessageContext.length,
             });
           }
         }
diff --git a/src/services/version-check.ts b/src/services/version-check.ts
new file mode 100644
index 0000000..2688de7
--- /dev/null
+++ b/src/services/version-check.ts
@@ -0,0 +1,73 @@
+const NPM_REGISTRY_URL = "https://registry.npmjs.org";
+const CHECK_TIMEOUT_MS = 3000;
+
+export interface UpdateInfo {
+  currentVersion: string;
+  latestVersion: string;
+  updateCommand: string;
+}
+
+function parseVersion(version: string): { parts: number[]; prerelease: string | null } | null {
+  const normalized = version.trim().replace(/^v/i, "");
+  const match = normalized.match(/^(\d+)\.(\d+)\.(\d+)(?:-([0-9A-Za-z.-]+))?/);
+  if (!match) return null;
+
+  return {
+    parts: [Number(match[1]), Number(match[2]), Number(match[3])],
+    prerelease: match[4] ?? null,
+  };
+}
+
+function isVersionNewer(latestVersion: string, currentVersion: string): boolean {
+  const latest = parseVersion(latestVersion);
+  const current = parseVersion(currentVersion);
+  if (!latest || !current) return latestVersion !== currentVersion;
+
+  for (let i = 0; i < 3; i++) {
+    const latestPart = latest.parts[i] ?? 0;
+    const currentPart = current.parts[i] ?? 0;
+    if (latestPart > currentPart) return true;
+    if (latestPart < currentPart) return false;
+  }
+
+  if (!latest.prerelease && current.prerelease) return true;
+  if (latest.prerelease && !current.prerelease) return false;
+  return latest.prerelease !== current.prerelease && latest.prerelease !== null;
+}
+
+export async function checkNpmUpdate(
+  packageName: string,
+  currentVersion: string,
+  updateCommand: string,
+): Promise<UpdateInfo | null> {
+  const controller = new AbortController();
+  const timeout = setTimeout(() => controller.abort(), CHECK_TIMEOUT_MS);
+
+  try {
+    const encodedPackage = packageName.startsWith("@")
+      ? packageName.replace("/", "%2F")
+      : encodeURIComponent(packageName);
+    const response = await fetch(`${NPM_REGISTRY_URL}/${encodedPackage}/latest`, {
+      signal: controller.signal,
+    });
+    if (!response.ok) return null;
+
+    const data = (await response.json()) as { version?: unknown };
+    const latestVersion = typeof data.version === "string" ? data.version : null;
+    if (!latestVersion || !isVersionNewer(latestVersion, currentVersion)) return null;
+
+    return { currentVersion, latestVersion, updateCommand };
+  } catch {
+    return null;
+  } finally {
+    clearTimeout(timeout);
+  }
+}
+
+export function formatUpdateNotice(info: UpdateInfo): string {
+  return [
+    "[SUPERMEMORY UPDATE]",
+    `Supermemory update available: v${info.currentVersion} -> v${info.latestVersion}`,
+    `Run: ${info.updateCommand}`,
+  ].join("\n");
+}