diff --git a/packages/amplify-e2e-core/src/init/initProjectHelper.ts b/packages/amplify-e2e-core/src/init/initProjectHelper.ts
index 16052f9252..c60a5b77ac 100644
--- a/packages/amplify-e2e-core/src/init/initProjectHelper.ts
+++ b/packages/amplify-e2e-core/src/init/initProjectHelper.ts
@@ -80,13 +80,17 @@ export function initJSProjectWithProfile(cwd: string, settings?: Partial<typeof
         .sendLine(s.profileName);
     }
 
-    chain.wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
-      if (err) {
-        reject(err);
-      } else {
-        resolve();
-      }
-    });
+    chain
+      .wait('Help improve Amplify CLI by sharing non sensitive configurations on failures')
+      .sendYes()
+      .wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/)
+      .run((err: Error) => {
+        if (err) {
+          reject(err);
+        } else {
+          resolve();
+        }
+      });
   });
 }
 
@@ -120,6 +124,8 @@ export function initAndroidProjectWithProfile(cwd: string, settings: Object): Pr
       .sendCarriageReturn()
       .wait('Please choose the profile you want to use')
       .sendLine(s.profileName)
+      .wait('Help improve Amplify CLI by sharing non sensitive configurations on failures')
+      .sendYes()
       .wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/)
       .run((err: Error) => {
         if (!err) {
@@ -167,6 +173,8 @@ export function initIosProjectWithProfile(cwd: string, settings: Object): Promis
       .sendCarriageReturn()
       .wait('Please choose the profile you want to use')
       .sendLine(s.profileName)
+      .wait('Help improve Amplify CLI by sharing non sensitive configurations on failures')
+      .sendYes()
       .wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/)
       .run((err: Error) => {
         if (!err) {
@@ -186,7 +194,7 @@ export function initFlutterProjectWithProfile(cwd: string, settings: Object): Pr
   addCircleCITags(cwd);
 
   return new Promise((resolve, reject) => {
-    let chain = spawn(getCLIPath(), ['init'], { cwd, stripColors: true })
+    const chain = spawn(getCLIPath(), ['init'], { cwd, stripColors: true })
       .wait('Enter a name for the project')
       .sendLine(s.name)
       .wait('Initialize the project with the above configuration?')
@@ -207,14 +215,16 @@ export function initFlutterProjectWithProfile(cwd: string, settings: Object): Pr
       .sendLine(s.profileName);
 
     singleSelect(chain, s.region, amplifyRegions);
-
-    chain.wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
-      if (!err) {
-        resolve();
-      } else {
-        reject(err);
-      }
-    });
+    chain
+      .wait('Help improve Amplify CLI by sharing non sensitive configurations on failures')
+      .sendYes()
+      .wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
+        if (!err) {
+          resolve();
+        } else {
+          reject(err);
+        }
+      });
   });
 }
 
@@ -227,7 +237,7 @@ export function initProjectWithAccessKey(
   addCircleCITags(cwd);
 
   return new Promise((resolve, reject) => {
-    let chain = spawn(getCLIPath(), ['init'], {
+    const chain = spawn(getCLIPath(), ['init'], {
       cwd,
       stripColors: true,
       env: {
@@ -268,13 +278,16 @@ export function initProjectWithAccessKey(
 
     singleSelect(chain, s.region, amplifyRegions);
 
-    chain.wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
-      if (!err) {
-        resolve();
-      } else {
-        reject(err);
-      }
-    });
+    chain
+      .wait('Help improve Amplify CLI by sharing non sensitive configurations on failures')
+      .sendYes()
+      .wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
+        if (!err) {
+          resolve();
+        } else {
+          reject(err);
+        }
+      });
   });
 }
 
@@ -282,7 +295,7 @@ export function initNewEnvWithAccessKey(cwd: string, s: { envName: string; acces
   addCircleCITags(cwd);
 
   return new Promise((resolve, reject) => {
-    let chain = spawn(getCLIPath(), ['init'], {
+    const chain = spawn(getCLIPath(), ['init'], {
       cwd,
       stripColors: true,
       env: {
diff --git a/packages/amplify-e2e-core/src/utils/pinpoint.ts b/packages/amplify-e2e-core/src/utils/pinpoint.ts
index b8aed98395..206d570a15 100644
--- a/packages/amplify-e2e-core/src/utils/pinpoint.ts
+++ b/packages/amplify-e2e-core/src/utils/pinpoint.ts
@@ -119,13 +119,16 @@ export function initProjectForPinpoint(cwd: string): Promise<void> {
 
     singleSelect(chain, settings.region, amplifyRegions);
 
-    chain.wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
-      if (!err) {
-        resolve();
-      } else {
-        reject(err);
-      }
-    });
+    chain
+      .wait('Help improve Amplify CLI by sharing non sensitive configurations on failures')
+      .sendYes()
+      .wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
+        if (!err) {
+          resolve();
+        } else {
+          reject(err);
+        }
+      });
   });
 }
 
diff --git a/packages/amplify-e2e-tests/src/init-special-cases/index.ts b/packages/amplify-e2e-tests/src/init-special-cases/index.ts
index 2ff8f5889f..0c794e11d4 100644
--- a/packages/amplify-e2e-tests/src/init-special-cases/index.ts
+++ b/packages/amplify-e2e-tests/src/init-special-cases/index.ts
@@ -87,12 +87,15 @@ async function initWorkflow(cwd: string, settings: { accessKeyId: string; secret
 
     singleSelect(chain, settings.region, amplifyRegions);
 
-    chain.wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
-      if (!err) {
-        resolve();
-      } else {
-        reject(err);
-      }
-    });
+    chain
+      .wait('Help improve Amplify CLI by sharing non sensitive configurations on failures')
+      .sendYes()
+      .wait(/Try "amplify add api" to create a backend API and then "amplify (push|publish)" to deploy everything/).run((err: Error) => {
+        if (!err) {
+          resolve();
+        } else {
+          reject(err);
+        }
+      });
   });
 }