diff --git a/.changeset/fuzzy-doors-know.md b/.changeset/fuzzy-doors-know.md
new file mode 100644
index 0000000000..348fa6c4eb
--- /dev/null
+++ b/.changeset/fuzzy-doors-know.md
@@ -0,0 +1,5 @@
+---
+"trigger.dev": patch
+---
+
+Fix SDK version in build manifest for out-of-sync detection
diff --git a/apps/webapp/app/presenters/v3/DeploymentPresenter.server.ts b/apps/webapp/app/presenters/v3/DeploymentPresenter.server.ts
index 7891c1191c..04b12394ef 100644
--- a/apps/webapp/app/presenters/v3/DeploymentPresenter.server.ts
+++ b/apps/webapp/app/presenters/v3/DeploymentPresenter.server.ts
@@ -108,6 +108,7 @@ export class DeploymentPresenter {
               },
             },
             sdkVersion: true,
+            cliVersion: true,
           },
         },
         triggeredBy: {
@@ -145,6 +146,7 @@ export class DeploymentPresenter {
         },
         deployedBy: deployment.triggeredBy,
         sdkVersion: deployment.worker?.sdkVersion,
+        cliVersion: deployment.worker?.cliVersion,
         imageReference: deployment.imageReference,
         externalBuildData:
           externalBuildData && externalBuildData.success ? externalBuildData.data : undefined,
diff --git a/apps/webapp/app/routes/_app.orgs.$organizationSlug.projects.v3.$projectParam.deployments.$deploymentParam/route.tsx b/apps/webapp/app/routes/_app.orgs.$organizationSlug.projects.v3.$projectParam.deployments.$deploymentParam/route.tsx
index 58efbcb5b4..7678f53633 100644
--- a/apps/webapp/app/routes/_app.orgs.$organizationSlug.projects.v3.$projectParam.deployments.$deploymentParam/route.tsx
+++ b/apps/webapp/app/routes/_app.orgs.$organizationSlug.projects.v3.$projectParam.deployments.$deploymentParam/route.tsx
@@ -151,6 +151,10 @@ export default function Page() {
               <Property.Label>SDK Version</Property.Label>
               <Property.Value>{deployment.sdkVersion ? deployment.sdkVersion : "–"}</Property.Value>
             </Property.Item>
+            <Property.Item>
+              <Property.Label>CLI Version</Property.Label>
+              <Property.Value>{deployment.cliVersion ? deployment.cliVersion : "–"}</Property.Value>
+            </Property.Item>
             <Property.Item>
               <Property.Label>Started at</Property.Label>
               <Property.Value>
diff --git a/packages/cli-v3/src/build/buildWorker.ts b/packages/cli-v3/src/build/buildWorker.ts
index 0ab03f1e61..9b4678a34c 100644
--- a/packages/cli-v3/src/build/buildWorker.ts
+++ b/packages/cli-v3/src/build/buildWorker.ts
@@ -27,6 +27,7 @@ import { writeJSONFile } from "../utilities/fileSystem.js";
 import { isWindows } from "std-env";
 import { pathToFileURL } from "node:url";
 import { logger } from "../utilities/logger.js";
+import { SdkVersionExtractor } from "./plugins.js";
 
 export type BuildWorkerEventListener = {
   onBundleStart?: () => void;
@@ -61,6 +62,8 @@ export async function buildWorker(options: BuildWorkerOptions) {
   await notifyExtensionOnBuildStart(buildContext);
   const pluginsFromExtensions = resolvePluginsForContext(buildContext);
 
+  const sdkVersionExtractor = new SdkVersionExtractor();
+
   options.listener?.onBundleStart?.();
 
   const bundleResult = await bundleWorker({
@@ -69,7 +72,7 @@ export async function buildWorker(options: BuildWorkerOptions) {
     destination: options.destination,
     watch: false,
     resolvedConfig,
-    plugins: [...pluginsFromExtensions],
+    plugins: [sdkVersionExtractor.plugin, ...pluginsFromExtensions],
     jsxFactory: resolvedConfig.build.jsx.factory,
     jsxFragment: resolvedConfig.build.jsx.fragment,
     jsxAutomatic: resolvedConfig.build.jsx.automatic,
@@ -81,7 +84,7 @@ export async function buildWorker(options: BuildWorkerOptions) {
     contentHash: bundleResult.contentHash,
     runtime: resolvedConfig.runtime ?? DEFAULT_RUNTIME,
     environment: options.environment,
-    packageVersion: CORE_VERSION,
+    packageVersion: sdkVersionExtractor.sdkVersion ?? CORE_VERSION,
     cliPackageVersion: VERSION,
     target: "deploy",
     files: bundleResult.files,
diff --git a/packages/cli-v3/src/build/plugins.ts b/packages/cli-v3/src/build/plugins.ts
index c478896169..81a1cecea4 100644
--- a/packages/cli-v3/src/build/plugins.ts
+++ b/packages/cli-v3/src/build/plugins.ts
@@ -4,6 +4,10 @@ import { ResolvedConfig } from "@trigger.dev/core/v3/build";
 import { configPlugin } from "../config.js";
 import { logger } from "../utilities/logger.js";
 import { bunPlugin } from "../runtimes/bun.js";
+import { resolvePathSync as esmResolveSync } from "mlly";
+import { readPackageJSON, resolvePackageJSON } from "pkg-types";
+import { dirname } from "node:path";
+import { readJSONFile } from "../utilities/fileSystem.js";
 
 export async function buildPlugins(
   target: BuildTarget,
@@ -87,3 +91,94 @@ export function polyshedPlugin(): esbuild.Plugin {
     },
   };
 }
+
+export class SdkVersionExtractor {
+  private _sdkVersion: string | undefined;
+  private _ranOnce = false;
+
+  get sdkVersion() {
+    return this._sdkVersion;
+  }
+
+  get plugin(): esbuild.Plugin {
+    return {
+      name: "sdk-version",
+      setup: (build) => {
+        build.onResolve({ filter: /^@trigger\.dev\/sdk\// }, async (args) => {
+          if (this._ranOnce) {
+            return undefined;
+          } else {
+            this._ranOnce = true;
+          }
+
+          logger.debug("[SdkVersionExtractor] Extracting SDK version", { args });
+
+          try {
+            const resolvedPath = esmResolveSync(args.path, {
+              url: args.resolveDir,
+            });
+
+            logger.debug("[SdkVersionExtractor] Resolved SDK module path", { resolvedPath });
+
+            const packageJsonPath = await resolvePackageJSON(dirname(resolvedPath), {
+              test: async (filePath) => {
+                try {
+                  const candidate = await readJSONFile(filePath);
+
+                  // Exclude esm type markers
+                  return Object.keys(candidate).length > 1 || !candidate.type;
+                } catch (error) {
+                  logger.debug("[SdkVersionExtractor] Error during package.json test", {
+                    error: error instanceof Error ? error.message : error,
+                  });
+
+                  return false;
+                }
+              },
+            });
+
+            if (!packageJsonPath) {
+              return undefined;
+            }
+
+            logger.debug("[SdkVersionExtractor] Found package.json", { packageJsonPath });
+
+            const packageJson = await readPackageJSON(packageJsonPath);
+
+            if (!packageJson.name || packageJson.name !== "@trigger.dev/sdk") {
+              logger.debug("[SdkVersionExtractor] No match for SDK package name", {
+                packageJsonPath,
+                packageJson,
+              });
+
+              return undefined;
+            }
+
+            if (!packageJson.version) {
+              logger.debug("[SdkVersionExtractor] No version found in package.json", {
+                packageJsonPath,
+                packageJson,
+              });
+
+              return undefined;
+            }
+
+            this._sdkVersion = packageJson.version;
+
+            logger.debug("[SdkVersionExtractor] Found SDK version", {
+              args,
+              packageJsonPath,
+              sdkVersion: this._sdkVersion,
+            });
+
+            return undefined;
+          } catch (error) {
+            logger.debug("[SdkVersionExtractor] Failed to extract SDK version", { error });
+          }
+
+          return undefined;
+        });
+      },
+    };
+  }
+}