diff --git a/package.json b/package.json
index 8c12f1a8483..f872fa271bd 100644
--- a/package.json
+++ b/package.json
@@ -15,7 +15,7 @@
     "build-storybook": "pnpm --filter @paperclipai/ui build-storybook",
     "build": "pnpm run preflight:workspace-links && pnpm -r build",
     "typecheck": "pnpm run preflight:workspace-links && pnpm -r typecheck",
-    "typecheck:build-gaps": "pnpm run preflight:workspace-links && pnpm --filter @paperclipai/plugin-sdk build && pnpm --filter paperclipai typecheck && pnpm --filter @paperclipai/plugin-authoring-smoke-example typecheck",
+    "typecheck:build-gaps": "pnpm run preflight:workspace-links && node scripts/run-typecheck-build-gaps.mjs",
     "test": "pnpm run test:run",
     "test:watch": "pnpm run preflight:workspace-links && vitest",
     "test:run": "pnpm run preflight:workspace-links && node scripts/run-vitest-stable.mjs",
diff --git a/scripts/run-typecheck-build-gaps.mjs b/scripts/run-typecheck-build-gaps.mjs
new file mode 100644
index 00000000000..8ab72ea0284
--- /dev/null
+++ b/scripts/run-typecheck-build-gaps.mjs
@@ -0,0 +1,73 @@
+#!/usr/bin/env node
+import { readFileSync } from "node:fs";
+import path from "node:path";
+import { spawnSync } from "node:child_process";
+
+const repoRoot = process.cwd();
+
+function fail(message) {
+  console.error(`[typecheck:build-gaps] ${message}`);
+  process.exit(1);
+}
+
+function run(command, args) {
+  const result = spawnSync(command, args, {
+    cwd: repoRoot,
+    stdio: "inherit",
+  });
+
+  if (result.status !== 0) {
+    process.exit(result.status ?? 1);
+  }
+}
+
+function readJson(filePath) {
+  return JSON.parse(readFileSync(filePath, "utf8"));
+}
+
+function listWorkspacePackages() {
+  const result = spawnSync("pnpm", ["ls", "-r", "--depth", "-1", "--json"], {
+    cwd: repoRoot,
+    encoding: "utf8",
+  });
+
+  if (result.status !== 0) {
+    fail("Unable to list pnpm workspace packages.");
+  }
+
+  return JSON.parse(result.stdout);
+}
+
+function buildSkipsTypeScript(pkg) {
+  const buildScript = pkg.scripts?.build;
+  const typecheckScript = pkg.scripts?.typecheck;
+  if (typeof buildScript !== "string" || typeof typecheckScript !== "string") {
+    return false;
+  }
+
+  return !/\btsc\b/.test(buildScript);
+}
+
+const workspacePackages = listWorkspacePackages();
+const buildGapPackages = workspacePackages
+  .filter((workspacePkg) => workspacePkg.path !== repoRoot)
+  .map((workspacePkg) => ({
+    name: workspacePkg.name,
+    path: workspacePkg.path,
+    pkg: readJson(path.join(workspacePkg.path, "package.json")),
+  }))
+  .filter(({ pkg }) => buildSkipsTypeScript(pkg));
+
+console.log(
+  `[typecheck:build-gaps] typechecking ${buildGapPackages.length} workspace(s): ${buildGapPackages.map(({ name }) => name).join(", ") || "(none)"}`,
+);
+
+if (buildGapPackages.length === 0) {
+  process.exit(0);
+}
+
+run("pnpm", ["--filter", "@paperclipai/plugin-sdk", "build"]);
+
+for (const workspacePkg of buildGapPackages) {
+  run("pnpm", ["--filter", workspacePkg.name, "typecheck"]);
+}
diff --git a/scripts/run-vitest-stable.mjs b/scripts/run-vitest-stable.mjs
index 49fb61caea7..398e7e9858c 100644
--- a/scripts/run-vitest-stable.mjs
+++ b/scripts/run-vitest-stable.mjs
@@ -87,7 +87,7 @@ function fail(message) {
 
 function readOptionValue(argv, index, argName) {
   const value = argv[index + 1];
-  if (!value) {
+  if (value === undefined) {
     fail(`Missing value for ${argName}`);
   }