diff --git a/examples/tests/sdk_tests/function/timeout.test.w b/examples/tests/sdk_tests/function/timeout.test.w
index cb4f14ffa90..cc1da9c7c3b 100644
--- a/examples/tests/sdk_tests/function/timeout.test.w
+++ b/examples/tests/sdk_tests/function/timeout.test.w
@@ -1,8 +1,14 @@
 bring cloud;
 bring util;
+bring expect;
 
 let c = new cloud.Counter();
 
+let ERROR_MSG_BY_TARGET: Map<str> = {"tf-gcp": "upstream request timeout"};
+let timeoutError = ERROR_MSG_BY_TARGET.tryGet(util.env("WING_TARGET")) ?? "Function timed out";
+let TIMEOUT_BY_TARGET: Map<num> = {"tf-gcp": 120}; 
+let timeoutValue = TIMEOUT_BY_TARGET.tryGet(util.env("WING_TARGET")) ?? 60;
+
 let f1 = new cloud.Function(inflight () => {
   util.sleep(1.5s);
   c.inc();
@@ -10,9 +16,9 @@ let f1 = new cloud.Function(inflight () => {
 
 // testing the default timeout - should be 1 minute
 let f2 = new cloud.Function(inflight () => {
-  util.sleep(30s);
+  util.sleep(duration.fromSeconds(timeoutValue / 2));
   c.inc();
-  util.sleep(31s);
+  util.sleep(duration.fromSeconds(timeoutValue / 2 + 1));
   c.inc();
 }) as "function with default timeout";
 
@@ -24,7 +30,7 @@ new std.Test(inflight () => {
     e = error;
   }
 
-  assert(e.contains("Function timed out"));
+  expect.match(e, timeoutError);
   assert(c.peek() == 0);
 
   e = "";
@@ -34,6 +40,6 @@ new std.Test(inflight () => {
     e = error;
   }
 
-  assert(e.contains("Function timed out"));
+  expect.match(e, timeoutError);
   assert(c.peek() == 1);
-}, timeout: 2m) as "function invoke throws on timeout";
+}, timeout: 4m) as "function invoke throws on timeout";
diff --git a/libs/wingsdk/src/expect/expect.ts b/libs/wingsdk/src/expect/expect.ts
index 087f67cacb5..55196012a34 100644
--- a/libs/wingsdk/src/expect/expect.ts
+++ b/libs/wingsdk/src/expect/expect.ts
@@ -75,7 +75,7 @@ export class Util {
     const matches = regex.test(actual);
     if (!matches) {
       throw new nodeAssert.AssertionError({
-        message: `The input did not match the regular expression ${expected}`,
+        message: `The input "${actual}" did not match the regular expression ${expected}`,
       });
     }
   }