diff --git a/lib/src/runner/kill-concurrently-result.ts b/lib/src/runner/kill-concurrently-result.ts
index ce11c0d..ef45efc 100644
--- a/lib/src/runner/kill-concurrently-result.ts
+++ b/lib/src/runner/kill-concurrently-result.ts
@@ -10,6 +10,6 @@ export const killConcurrentlyResult = async (
       command.kill();
       console.info(`✅ ${command.name ?? command.command} has been successfully shut down`);
     });
-  
-    await concurrentlyResult.result;
+
+  await concurrentlyResult.result;
 };
diff --git a/lib/src/runner/load-configuration.ts b/lib/src/runner/load-configuration.ts
index 4ce7654..af61884 100644
--- a/lib/src/runner/load-configuration.ts
+++ b/lib/src/runner/load-configuration.ts
@@ -1,6 +1,7 @@
 import * as fs from 'fs';
 import * as path from 'path';
 import { register } from 'ts-node';
+
 import { CypressRunnerConfig } from './cypress-runner-config';
 
 export const loadConfiguration = (): CypressRunnerConfig => {
@@ -9,25 +10,31 @@ export const loadConfiguration = (): CypressRunnerConfig => {
 
   for (const ext of extensions) {
     const filePath = path.resolve(process.cwd(), configFileName + ext);
-
-    if (fs.existsSync(filePath)) {
-      if (ext === '.json' || ext === '') {
-        return JSON.parse(fs.readFileSync(filePath, 'utf-8'));
-      } else if (ext === '.js') {
-        return require(filePath);
-      } else if (ext === '.ts') {
-        register({
-          transpileOnly: true,
-          compilerOptions: {
-            module: 'commonjs'
-          }
-        });
-        return require(filePath).default;
+    try {
+      if (fs.existsSync(filePath)) {
+        if (ext === '.json' || ext === '') {
+          return JSON.parse(fs.readFileSync(filePath, 'utf-8'));
+        } else if (ext === '.js') {
+          return require(filePath);
+        } else if (ext === '.ts') {
+          register({
+            transpileOnly: true,
+            compilerOptions: {
+              module: 'commonjs',
+            },
+          });
+          // eslint-disable-next-line @typescript-eslint/no-var-requires
+          return require(filePath).default;
+        }
       }
+    } catch (e) {
+      throw new Error(`failed to load ${filePath}.\n${e}`);
     }
   }
 
-  throw new Error(`No configuration file found. Please create a ${configFileName} file with the appropriate format (json, js, ts).`);
-};
-
+  const supportedFormats = extensions.map((ext) => configFileName + ext).join(', ');
 
+  throw new Error(
+    `No configuration file found. Please create a ${configFileName} file with the appropriate format (${supportedFormats}).`,
+  );
+};
diff --git a/lib/src/runner/runner.ts b/lib/src/runner/runner.ts
index ea5a5df..afce832 100644
--- a/lib/src/runner/runner.ts
+++ b/lib/src/runner/runner.ts
@@ -33,8 +33,8 @@ export const cypressRunner = async () => {
       stdio: 'inherit',
       env: process.env,
     });
-  } catch {
-    throw new Error('Ooops! Something went wrong :(');
+  } catch (e) {
+    throw new Error(`something went wrong during execution.\n${e}`);
   } finally {
     await webServersKiller().catch(() => null);
   }
diff --git a/lib/src/runner/start-web-server-commands.ts b/lib/src/runner/start-web-server-commands.ts
index e5efd81..f0edc3d 100644
--- a/lib/src/runner/start-web-server-commands.ts
+++ b/lib/src/runner/start-web-server-commands.ts
@@ -4,7 +4,9 @@ import { castArray, isEmpty, isNil, negate } from 'lodash';
 import { CypressRunnerConfig } from './cypress-runner-config';
 import { killConcurrentlyResult } from './kill-concurrently-result';
 
-export const startWebServerCommands = (configuration: CypressRunnerConfig): () => Promise<void> => {
+export const startWebServerCommands = (
+  configuration: CypressRunnerConfig,
+): (() => Promise<void>) => {
   const commands = castArray(configuration.startWebServerCommands).filter(negate(isNil));
 
   if (isEmpty(commands)) {
diff --git a/lib/src/runner/wait-web-services.ts b/lib/src/runner/wait-web-services.ts
index 3b259ce..5049f40 100644
--- a/lib/src/runner/wait-web-services.ts
+++ b/lib/src/runner/wait-web-services.ts
@@ -5,13 +5,15 @@ import { CypressRunnerConfig } from './cypress-runner-config';
 
 export const waitWebServices = async (configuration: CypressRunnerConfig): Promise<void> => {
   const waitOnConfigs = configuration.waitOn;
-  if (!isNil(waitOnConfigs) && !isEmpty(waitOnConfigs?.resources)) {
-    try {
-      await waitOn(waitOnConfigs);
-    } catch {
-      throw new Error(
-        'Timeout: the commands have not yet pulled up all the services expected to start cypress',
-      );
-    }
+  if (isNil(waitOnConfigs) || isEmpty(waitOnConfigs?.resources)) {
+    return;
+  }
+
+  try {
+    await waitOn(waitOnConfigs);
+  } catch (e) {
+    throw new Error(
+      `The commands have not yet pulled up all the services expected to start cypress.\n${e}`,
+    );
   }
 };