diff --git a/.github/workflows/merge-conflict.yml b/.github/workflows/merge-conflict.yml
deleted file mode 100644
index c9f8ca5b02..0000000000
--- a/.github/workflows/merge-conflict.yml
+++ /dev/null
@@ -1,18 +0,0 @@
-name: Auto Comment Merge Conflicts
-on: push
-
-permissions:
-  pull-requests: write
-
-jobs:
-  auto-comment-merge-conflicts:
-    runs-on: ubuntu-latest
-    steps:
-      - uses: codytseng/auto-comment-merge-conflicts@v1
-        with:
-          token: ${{ secrets.GITHUB_TOKEN }}
-          comment-body: "Hey there, there is a merge conflict, can you take a look?"
-          wait-ms: 3000
-          max-retries: 5
-          label-name: "🚨 merge conflict"
-          ignore-authors: dependabot,otherAuthor
diff --git a/apps/web/playwright/booking/selectQuestion.e2e.ts b/apps/web/playwright/booking/selectQuestion.e2e.ts
new file mode 100644
index 0000000000..94d97a47d6
--- /dev/null
+++ b/apps/web/playwright/booking/selectQuestion.e2e.ts
@@ -0,0 +1,441 @@
+import { loginUser } from "../fixtures/regularBookings";
+import { test } from "../lib/fixtures";
+
+test.describe("Booking With Phone Question and Each Other Question", () => {
+  const bookingOptions = { hasPlaceholder: true, isRequired: true };
+
+  test.beforeEach(async ({ page, users, bookingPage }) => {
+    await loginUser(users);
+    await page.goto("/event-types");
+    await bookingPage.goToEventType("30 min");
+    await bookingPage.goToTab("event_advanced_tab_title");
+  });
+
+  test.describe("Booking With Select Question and Address Question", () => {
+    test("Select required and Address required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("address", "address-test", "address test", true, "address test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and Address question (both required)",
+        secondQuestion: "address",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and Address not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("address", "address-test", "address test", false, "address test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and Address question (only select required)",
+        secondQuestion: "address",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+
+  test.describe("Booking With Select Question and checkbox group Question", () => {
+    test("Select required and checkbox group required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("checkbox", "checkbox-test", "checkbox test", true);
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and Checkbox question (both required)",
+        secondQuestion: "checkbox",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and checkbox group not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("checkbox", "checkbox-test", "checkbox test", false);
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and Checkbox question (only Select required)",
+        secondQuestion: "checkbox",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+
+  test.describe("Booking With Select Question and checkbox Question", () => {
+    test("Select required and checkbox required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("boolean", "boolean-test", "boolean test", true);
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and boolean question (both required)",
+        secondQuestion: "boolean",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and checkbox not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("boolean", "boolean-test", "boolean test", false);
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and boolean question (only select required)",
+        secondQuestion: "boolean",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+
+  test.describe("Booking With Select Question and Long text Question", () => {
+    test("Select required and Long text required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("textarea", "textarea-test", "textarea test", true, "textarea test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and textarea question (both required)",
+        secondQuestion: "textarea",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and Long text not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("textarea", "textarea-test", "textarea test", false, "textarea test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and textarea question (only select required)",
+        secondQuestion: "textarea",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+
+  test.describe("Booking With Select Question and Multi email Question", () => {
+    test("Select required and Multi email required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion(
+        "multiemail",
+        "multiemail-test",
+        "multiemail test",
+        true,
+        "multiemail test"
+      );
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and multiemail question (both required)",
+        secondQuestion: "multiemail",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and Multi email not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion(
+        "multiemail",
+        "multiemail-test",
+        "multiemail test",
+        false,
+        "multiemail test"
+      );
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and multiemail question (only select required)",
+        secondQuestion: "multiemail",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+
+  test.describe("Booking With Select Question and multiselect Question", () => {
+    test("Select required and multiselect text required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("multiselect", "multiselect-test", "multiselect test", true);
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and multiselect question (both required)",
+        secondQuestion: "multiselect",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and multiselect text not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("multiselect", "multiselect-test", "multiselect test", false);
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and multiselect question (only select required)",
+        secondQuestion: "multiselect",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+
+  test.describe("Booking With Select Question and Number Question", () => {
+    test("Select required and Number required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("number", "number-test", "number test", true, "number test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and number question (both required)",
+        secondQuestion: "number",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and Number not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("number", "number-test", "number test", false, "number test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and number question (only select required)",
+        secondQuestion: "number",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+
+  test.describe("Booking With Select Question and Phone Question", () => {
+    test("Select required and select required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("phone", "phone-test", "phone test", true, "phone test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and phone question (both required)",
+        secondQuestion: "phone",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and Phone not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("phone", "phone-test", "phone test", false, "phone test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and phone question (only select required)",
+        secondQuestion: "phone",
+        options: { ...bookingOptions, isRequired: false },
+      });
+    });
+  });
+
+  test.describe("Booking With Select Question and Radio group Question", () => {
+    test("Select required and Radio group required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("radio", "radio-test", "radio test", true);
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and radio question (both required)",
+        secondQuestion: "radio",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and Radio group not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("radio", "radio-test", "radio test", false);
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and radio question (only select required)",
+        secondQuestion: "radio",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+
+  test.describe("Booking With Select Question and Short text question", () => {
+    test("Select required and Short text required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("text", "text-test", "text test", true, "text test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and text question (both required)",
+        secondQuestion: "text",
+        options: bookingOptions,
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+
+    test("Select and Short text not required", async ({ bookingPage }) => {
+      await bookingPage.addQuestion("select", "select-test", "select test", true, "select test");
+      await bookingPage.addQuestion("text", "text-test", "text test", false, "text test");
+      await bookingPage.updateEventType();
+      const eventTypePage = await bookingPage.previewEventType();
+      await bookingPage.selectTimeSlot(eventTypePage);
+      await bookingPage.fillAndConfirmBooking({
+        eventTypePage,
+        placeholderText: "Please share anything that will help prepare for our meeting.",
+        question: "select",
+        fillText: "Test Select question and text question (only select required)",
+        secondQuestion: "text",
+        options: { ...bookingOptions, isRequired: false },
+      });
+      await bookingPage.rescheduleBooking(eventTypePage);
+      await bookingPage.assertBookingRescheduled(eventTypePage);
+      await bookingPage.cancelBooking(eventTypePage);
+      await bookingPage.assertBookingCanceled(eventTypePage);
+    });
+  });
+});
diff --git a/apps/web/playwright/fixtures/regularBookings.ts b/apps/web/playwright/fixtures/regularBookings.ts
index 4d2f6328f4..4b5585165c 100644
--- a/apps/web/playwright/fixtures/regularBookings.ts
+++ b/apps/web/playwright/fixtures/regularBookings.ts
@@ -111,7 +111,6 @@ const fillQuestion = async (eventTypePage: Page, questionType: string, customLoc
       await eventTypePage.getByPlaceholder(`${questionType} test`).fill("text test");
     },
   };
-
   if (questionActions[questionType]) {
     await questionActions[questionType]();
   }
@@ -236,7 +235,7 @@ export function createBookingPageFixture(page: Page) {
 
       // Change the selector for specifics cases related to select question
       const shouldChangeSelectLocator = (question: string, secondQuestion: string): boolean =>
-        question === "select" && ["multiemail", "multiselect"].includes(secondQuestion);
+        question === "select" && ["multiemail", "multiselect", "address"].includes(secondQuestion);
 
       const shouldUseLastRadioGroupLocator = (question: string, secondQuestion: string): boolean =>
         question === "radio" && secondQuestion === "checkbox";