diff --git a/model/src/components/types.ts b/model/src/components/types.ts
index 32aa27ca1..095840ca4 100644
--- a/model/src/components/types.ts
+++ b/model/src/components/types.ts
@@ -231,6 +231,10 @@ export interface MultilineTextFieldComponent extends TextFieldBase {
     customValidationMessage?: string;
     rows?: number;
     maxWords?: number;
+    conditionalTextBox?: {
+      dependsOnFieldName?: string;
+      dependsOnFieldValue?: string;
+    };
   };
   schema: {
     max?: number;
diff --git a/runner/src/server/forms/ReportAnOutbreak.json b/runner/src/server/forms/ReportAnOutbreak.json
index f5179b0f4..c702d4058 100644
--- a/runner/src/server/forms/ReportAnOutbreak.json
+++ b/runner/src/server/forms/ReportAnOutbreak.json
@@ -1622,26 +1622,35 @@
     },
     {
       "path": "/feedback-on-the-care-obra-tool",
-      "title": "Section 10 - Feedback on the Care OBRA Tool",
+      "title": "Section 10 - Give feedback on Report an outbreak",
       "components": [
-        {
-          "name": "zTXeZb",
-          "options": {},
-          "type": "Para",
-          "content": "Please provide your feedback.",
-          "schema": {}
-        },
         {
           "name": "S10Q1",
           "options": {
             "required": true
           },
           "type": "CheckboxesField",
-          "title": "S10Q1. How would you describe this risk assessment tool?",
+          "title": "How would you describe this risk assessment tool?",
           "nameHasError": false,
           "list": "icNyDJ",
           "schema": {},
-          "hint": "Please note that you can select more than one option"
+          "hint": "Select all that apply"
+        },
+        {
+          "name": "S10Q2",
+          "options": {
+            "required": false,
+            "optionalText": false,
+            "conditionalTextBox": {
+              "dependsOnFieldName": "S10Q1",
+              "dependsOnFieldValue": "Other (specify below)"
+            }
+          },
+          "type": "MultilineTextField",
+          "title": "Tell us about any difficulties or highlights you experienced, and how we could improve the service.",
+          "nameHasError": false,
+          "schema": {},
+          "hint": "Do not include any personal information here, for example patient or disease details"
         }
       ],
       "next": [
@@ -1923,13 +1932,25 @@
       "name": "icNyDJ",
       "type": "string",
       "items": [
+        {
+          "text": "Useful resource",
+          "value": "Useful resource"
+        },
+        {
+          "text": "Easy to understand",
+          "value": "Easy to understand"
+        },
         {
           "text": "Easy to complete",
           "value": "Easy to complete"
         },
         {
-          "text": "Useful resource",
-          "value": "Useful resource"
+          "text": "Quick to complete",
+          "value": "Quick to complete"
+        },
+        {
+          "text": "Some questions were unclear",
+          "value": "Some questions were unclear"
         },
         {
           "text": "Not detailed enough",
@@ -1939,21 +1960,13 @@
           "text": "Too detailed",
           "value": "Too detailed"
         },
-        {
-          "text": "Quick to complete",
-          "value": "Quick to complete"
-        },
         {
           "text": "Too time consuming",
           "value": "Too time consuming"
         },
         {
-          "text": "Easy to understand",
-          "value": "Easy to understand"
-        },
-        {
-          "text": "Some questions were unclear",
-          "value": "Some questions were unclear"
+          "text": "Other (specify below)",
+          "value": "Other (specify below)"
         }
       ]
     },
diff --git a/runner/src/server/plugins/engine/components/CheckboxesField.ts b/runner/src/server/plugins/engine/components/CheckboxesField.ts
index 057858f77..4a0f2c0a0 100644
--- a/runner/src/server/plugins/engine/components/CheckboxesField.ts
+++ b/runner/src/server/plugins/engine/components/CheckboxesField.ts
@@ -18,7 +18,6 @@ export class CheckboxesField extends SelectionControlField {
     let schema = joi.array().single().label(def.title);
 
     if (options.required === false) {
-      // null or empty string is valid for optional fields
       schema = schema
         .empty(null)
         .items(joi[this.listType]().allow(...this.values, ""));
@@ -51,7 +50,10 @@ export class CheckboxesField extends SelectionControlField {
 
   getViewModel(formData: FormData, errors: FormSubmissionErrors) {
     const viewModel = super.getViewModel(formData, errors);
-    let formDataItems = (formData[this.name] ?? "").split(",");
+    let formDataItems = (Array.isArray(formData[this.name])
+      ? formData[this.name].join(",")
+      : formData[this.name] ?? ""
+    ).split(",");
     viewModel.items = (viewModel.items ?? []).map((item) => ({
       ...item,
       checked: !!formDataItems.find((i) => `${item.value}` === i),
diff --git a/runner/src/server/plugins/engine/components/MultilineTextField.ts b/runner/src/server/plugins/engine/components/MultilineTextField.ts
index a99640aea..d4c4241a0 100644
--- a/runner/src/server/plugins/engine/components/MultilineTextField.ts
+++ b/runner/src/server/plugins/engine/components/MultilineTextField.ts
@@ -1,9 +1,10 @@
 import { FormComponent } from "./FormComponent";
-import { FormData, FormSubmissionErrors } from "../types";
+import { FormData, FormPayload, FormSubmissionErrors } from "../types";
 import Joi, { Schema, StringSchema } from "joi";
 import { MultilineTextFieldComponent } from "@xgovformbuilder/model";
 import { FormModel } from "server/plugins/engine/models";
 import { MultilineTextFieldViewModel } from "server/plugins/engine/components/types";
+import * as helpers from "./helpers";
 
 function inputIsOverWordCount(input, maxWords) {
   /**
@@ -20,6 +21,8 @@ export class MultilineTextField extends FormComponent {
   schema: MultilineTextFieldComponent["schema"];
   customValidationMessage?: string;
   isCharacterOrWordCount: boolean = false;
+  dependsOnFieldName;
+  dependsOnFieldValue;
 
   constructor(def: MultilineTextFieldComponent, model: FormModel) {
     super(def, model);
@@ -28,6 +31,10 @@ export class MultilineTextField extends FormComponent {
     this.schema = schema;
     let componentSchema = Joi.string().label(def.title).required();
 
+    componentSchema = componentSchema.custom(
+      helpers.getCustomCheckboxValidator()
+    );
+
     if (options.required === false) {
       componentSchema = componentSchema.allow("").allow(null);
     }
@@ -63,6 +70,11 @@ export class MultilineTextField extends FormComponent {
       );
     }
 
+    if (options.conditionalTextBox) {
+      this.dependsOnFieldName = options.conditionalTextBox.dependsOnFieldName;
+      this.dependsOnFieldValue = options.conditionalTextBox.dependsOnFieldValue;
+    }
+
     this.formSchema = componentSchema;
   }
 
@@ -74,6 +86,20 @@ export class MultilineTextField extends FormComponent {
     return { [this.name]: this.formSchema as Schema };
   }
 
+  getStateValueFromValidForm(payload: FormPayload) {
+    const checkboxSelection = payload[this.dependsOnFieldName];
+    const textBoxValue = payload[this.name];
+
+    if (
+      checkboxSelection.includes(this.dependsOnFieldValue) &&
+      textBoxValue === ""
+    ) {
+      return "empty";
+    }
+
+    return textBoxValue;
+  }
+
   getViewModel(
     formData: FormData,
     errors: FormSubmissionErrors
diff --git a/runner/src/server/plugins/engine/components/helpers.ts b/runner/src/server/plugins/engine/components/helpers.ts
index 001d1d3bf..91c42de60 100644
--- a/runner/src/server/plugins/engine/components/helpers.ts
+++ b/runner/src/server/plugins/engine/components/helpers.ts
@@ -173,6 +173,17 @@ export function customTextCheckboxValidator(fieldName: string) {
   };
 }
 
+export function getCustomCheckboxValidator() {
+  return (value, helpers: joi.CustomHelpers) => {
+    if (value === "empty") {
+      return helpers.error("textbox.conditionalFeedback", {
+        label: helpers.state.key,
+      });
+    }
+    return value;
+  };
+}
+
 export function internationalPhoneValidator(
   value: string,
   _helpers: joi.CustomHelpers
diff --git a/runner/src/server/plugins/engine/pageControllers/validationOptions.ts b/runner/src/server/plugins/engine/pageControllers/validationOptions.ts
index cdf46bc0b..1cdcfccb5 100644
--- a/runner/src/server/plugins/engine/pageControllers/validationOptions.ts
+++ b/runner/src/server/plugins/engine/pageControllers/validationOptions.ts
@@ -29,10 +29,13 @@ const messageTemplate = {
   dateDayYear: "{{#label}} must include a day and a year",
   dateDayMonth: "{{#label}} must include a day and a month",
   dateYear4digits: "The year must include 4 numbers",
-  dateChronological: "The date that symptoms started in the {{#compLabel}} must be the same as or after the date that symptoms started in the first case",
+  dateChronological:
+    "The date that symptoms started in the {{#compLabel}} must be the same as or after the date that symptoms started in the first case",
   cqc:
     "Enter your CQC location ID or select 'My setting is not registered with the CQC'",
   cqcRegex: "Enter a valid CQC Location ID",
+  conditionalFeedback:
+    "Give details of any difficulties or highlights you experienced, or how we could improve the service",
 };
 
 export const messages: ValidationOptions["messages"] = {
@@ -69,7 +72,9 @@ export const messages: ValidationOptions["messages"] = {
   "date.dayYear": messageTemplate.dateDayYear,
   "date.dayMonth": messageTemplate.dateDayMonth,
   "date.year4digits": messageTemplate.dateYear4digits,
-  "date.chronological": messageTemplate.dateChronological
+  "date.chronological": messageTemplate.dateChronological,
+
+  "textbox.conditionalFeedback": messageTemplate.conditionalFeedback,
 };
 
 export const validationOptions: ValidationOptions = {