diff --git a/packages/api/src/functions/gptHandlers.ts b/packages/api/src/functions/gptHandlers.ts
index a54bb975..22a52daa 100644
--- a/packages/api/src/functions/gptHandlers.ts
+++ b/packages/api/src/functions/gptHandlers.ts
@@ -40,10 +40,13 @@ Points: [Select from the following options based on how difficult you think the
   (points) => points.title,
 ).join(", ")}]`;
 
-export const generateChoicesPrompt = (numChoices: number) => {
+export const generateChoicesPrompt = (
+  numChoices: number,
+  maxCharsForChoice = 50,
+) => {
   let choicesPrompt = "";
   for (let i = 1; i <= numChoices; i++) {
-    choicesPrompt += `Option ${i}: [Choice ${i}]\n`;
+    choicesPrompt += `Option ${i}: [Choice ${i}, must not exceed ${maxCharsForChoice} characters]\n`;
   }
   return choicesPrompt.trim();
 };
@@ -64,7 +67,7 @@ export const promptGenerators: {
   ) =>
     `Create a multiple choice question (maximum of ${maxCharsForQuestion} characters) about: "${message}" with ${numChoices} choices. Each choice must not exceed ${maxCharsForChoice} characters and there must be only 1 correct answer. Format as:
 Question: [Your question here]
-${generateChoicesPrompt(numChoices)}
+${generateChoicesPrompt(numChoices, maxCharsForChoice)}
 Correct Answer: Option [Correct option number]
 ${timeAndPointsPrompt}`,
 
@@ -73,7 +76,7 @@ ${timeAndPointsPrompt}`,
     maxCharsForQuestion = 100,
     maxCharsForChoice = 50,
   ) =>
-    `Create an identification question (maximum of ${maxCharsForQuestion} characters) based on: "${message}". The answer must not exceed ${maxCharsForChoice} characters. Format as:
+    `Create an identification question (maximum of ${maxCharsForQuestion} characters) based on: "${message}". The answer should be concise and straight to the point and must not include unnesessary words or phrases, and must not exceed ${maxCharsForChoice} characters. Format as:
 Question: [Your question here]
 Answer: [Your answer here]
 ${timeAndPointsPrompt}`,
@@ -92,7 +95,7 @@ ${timeAndPointsPrompt}`,
   ) =>
     `Create a multiselect question (maximum of ${maxCharsForQuestion} characters) about: "${message}" with ${numChoices} choices. The choices must not exceed ${maxCharsForChoice} characters and there must be atleast 1 correct answer. Multiple answers can be correct. Format as:
 Question: [Your question here]
-${generateChoicesPrompt(numChoices)}
+${generateChoicesPrompt(numChoices, maxCharsForChoice)}
 All Correct Answers: Options [Correct option numbers separated by commas, e.g., 1,3]
 ${timeAndPointsPrompt}`,
 };
diff --git a/packages/api/src/functions/randomQuestionsHandlers.ts b/packages/api/src/functions/randomQuestionsHandlers.ts
index 6efd2b0d..58c8b14d 100644
--- a/packages/api/src/functions/randomQuestionsHandlers.ts
+++ b/packages/api/src/functions/randomQuestionsHandlers.ts
@@ -49,23 +49,22 @@ export const questionFormatGenerators: {
     numChoices = 4,
     maxCharsForQuestion = 100,
     maxCharsForChoice = 50,
-  ) => `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters, and each choice below must not exceed ${maxCharsForChoice} characters]
-  ${generateChoicesPrompt(
-    numChoices,
-  )}\nCorrect Answer: Option [Correct option number and only 1 correct answer] ${timeAndPointsPrompt}`,
-
+  ) => `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]
+${generateChoicesPrompt(
+  numChoices,
+  maxCharsForChoice,
+)}\nCorrect Answer: Option [Correct option number and only 1 correct answer] ${timeAndPointsPrompt}`,
   multiselect: (
     numChoices = 4,
     maxCharsForQuestion = 100,
     maxCharsForChoice = 50,
-  ) => `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters, and each choice below must not exceed ${maxCharsForChoice} characters]
-  ${generateChoicesPrompt(
-    numChoices,
-  )}\nAll Correct Answers: Options [Correct option numbers separated by commas (e.g., 1,3) and at least one correct answer] ${timeAndPointsPrompt}`,
-
+  ) => `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]
+${generateChoicesPrompt(
+  numChoices,
+  maxCharsForChoice,
+)}\nAll Correct Answers: Options [Correct option numbers separated by commas (e.g., 1,3) and at least one correct answer] ${timeAndPointsPrompt}`,
   identification: (maxCharsForQuestion = 100, maxCharsForChoice = 50) =>
-    `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]\nAnswer: [Your answer here, max ${maxCharsForChoice} characters] ${timeAndPointsPrompt}`,
-
+    `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]\nAnswer: [Your answer here, max ${maxCharsForChoice} characters, and the answer should be concise and straight to the point and must not include unnesessary words or phrases] ${timeAndPointsPrompt}`,
   trueOrFalse: (maxCharsForQuestion = 100) =>
     `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]\nAnswer: [True/False] ${timeAndPointsPrompt}`,
 };
diff --git a/packages/api/src/functions/tests/generatePromptForType.test.ts b/packages/api/src/functions/tests/generatePromptForType.test.ts
index a6b6bf3f..c5b84ca7 100644
--- a/packages/api/src/functions/tests/generatePromptForType.test.ts
+++ b/packages/api/src/functions/tests/generatePromptForType.test.ts
@@ -8,12 +8,12 @@ describe("generatePromptForType", () => {
   it("should generate prompt for multipleChoice with default number of choices", () => {
     const result = generatePromptForType(message, "multipleChoice");
     expect(result).toEqual(
-      `Create a multiple choice question (maximum of 100 characters) about: "${message}" with 4 choices. Each choice must not exceed 68 characters and there must be only 1 correct answer. Format as:
+      `Create a multiple choice question (maximum of 100 characters) about: "${message}" with 4 choices. Each choice must not exceed 50 characters and there must be only 1 correct answer. Format as:
 Question: [Your question here]
-Option 1: [Choice 1]
-Option 2: [Choice 2]
-Option 3: [Choice 3]
-Option 4: [Choice 4]
+Option 1: [Choice 1, must not exceed 50 characters]
+Option 2: [Choice 2, must not exceed 50 characters]
+Option 3: [Choice 3, must not exceed 50 characters]
+Option 4: [Choice 4, must not exceed 50 characters]
 Correct Answer: Option [Correct option number]
 ${timeAndPointsPrompt}`,
     );
@@ -22,7 +22,7 @@ ${timeAndPointsPrompt}`,
   it("should generate prompt for identification", () => {
     const result = generatePromptForType(message, "identification");
     expect(result).toEqual(
-      `Create an identification question (maximum of 100 characters) based on: "${message}". The answer must not exceed 68 characters. Format as:
+      `Create an identification question (maximum of 100 characters) based on: "${message}". The answer should be concise and straight to the point and must not include unnesessary words or phrases, and must not exceed 50 characters. Format as:
 Question: [Your question here]
 Answer: [Your answer here]
 ${timeAndPointsPrompt}`,
@@ -32,7 +32,7 @@ ${timeAndPointsPrompt}`,
   it("should generate prompt for trueOrFalse", () => {
     const result = generatePromptForType(message, "trueOrFalse");
     expect(result).toEqual(
-      `Based on the information "${message}", generate a true or false question (maximum of 100 characters). The answer must not exceed 68 characters. Format as:
+      `Based on the information "${message}", generate a true or false question (maximum of 100 characters). The answer must not exceed 50 characters. Format as:
 Question: [Your question here]
 Answer: [True/False]
 ${timeAndPointsPrompt}`,
@@ -42,12 +42,12 @@ ${timeAndPointsPrompt}`,
   it("should generate prompt for multiselect with default number of choices", () => {
     const result = generatePromptForType(message, "multiselect");
     expect(result).toEqual(
-      `Create a multiselect question (maximum of 100 characters) about: "${message}" with 4 choices. The choices must not exceed 68 characters and there must be atleast 1 correct answer. Multiple answers can be correct. Format as:
+      `Create a multiselect question (maximum of 100 characters) about: "${message}" with 4 choices. The choices must not exceed 50 characters and there must be atleast 1 correct answer. Multiple answers can be correct. Format as:
 Question: [Your question here]
-Option 1: [Choice 1]
-Option 2: [Choice 2]
-Option 3: [Choice 3]
-Option 4: [Choice 4]
+Option 1: [Choice 1, must not exceed 50 characters]
+Option 2: [Choice 2, must not exceed 50 characters]
+Option 3: [Choice 3, must not exceed 50 characters]
+Option 4: [Choice 4, must not exceed 50 characters]
 All Correct Answers: Options [Correct option numbers separated by commas, e.g., 1,3]
 ${timeAndPointsPrompt}`,
     );
@@ -64,9 +64,9 @@ ${timeAndPointsPrompt}`,
     expect(result).toEqual(
       `Create a multiple choice question (maximum of 80 characters) about: "${message}" with 3 choices. Each choice must not exceed 50 characters and there must be only 1 correct answer. Format as:
 Question: [Your question here]
-Option 1: [Choice 1]
-Option 2: [Choice 2]
-Option 3: [Choice 3]
+Option 1: [Choice 1, must not exceed 50 characters]
+Option 2: [Choice 2, must not exceed 50 characters]
+Option 3: [Choice 3, must not exceed 50 characters]
 Correct Answer: Option [Correct option number]
 ${timeAndPointsPrompt}`,
     );
@@ -75,7 +75,7 @@ ${timeAndPointsPrompt}`,
   it("should generate prompt for identification with custom max characters", () => {
     const result = generatePromptForType(message, "identification", 90, 60);
     expect(result).toEqual(
-      `Create an identification question (maximum of 90 characters) based on: "${message}". The answer must not exceed 60 characters. Format as:
+      `Create an identification question (maximum of 90 characters) based on: "${message}". The answer should be concise and straight to the point and must not include unnesessary words or phrases, and must not exceed 60 characters. Format as:
 Question: [Your question here]
 Answer: [Your answer here]
 ${timeAndPointsPrompt}`,
diff --git a/packages/api/src/functions/tests/randomQuestionHandlers.test.ts b/packages/api/src/functions/tests/randomQuestionHandlers.test.ts
index fcb515f7..adfa24f1 100644
--- a/packages/api/src/functions/tests/randomQuestionHandlers.test.ts
+++ b/packages/api/src/functions/tests/randomQuestionHandlers.test.ts
@@ -10,10 +10,10 @@ import { generateChoicesPrompt, timeAndPointsPrompt } from "../gptHandlers";
 describe("questionFormatGenerators", () => {
   it("It should generate format for multiple choice question/s", () => {
     const mcqFormat = questionFormatGenerators["multipleChoice"];
-    const output = `separator\nQuestion: [Your question here, max 100 characters, and each choice below must not exceed 68 characters]
-  ${generateChoicesPrompt(
-    4,
-  )}\nCorrect Answer: Option [Correct option number and only 1 correct answer] ${timeAndPointsPrompt}`;
+    const output = `separator\nQuestion: [Your question here, max 100 characters]
+${generateChoicesPrompt(
+  4,
+)}\nCorrect Answer: Option [Correct option number and only 1 correct answer] ${timeAndPointsPrompt}`;
 
     expect(mcqFormat()).toEqual(output);
   });
@@ -21,10 +21,10 @@ describe("questionFormatGenerators", () => {
   it("It should generate format for multiselect question/s", () => {
     const multiselectFormat = questionFormatGenerators["multiselect"];
 
-    const output = `separator\nQuestion: [Your question here, max 100 characters, and each choice below must not exceed 68 characters]
-  ${generateChoicesPrompt(
-    4,
-  )}\nAll Correct Answers: Options [Correct option numbers separated by commas (e.g., 1,3) and at least one correct answer] ${timeAndPointsPrompt}`;
+    const output = `separator\nQuestion: [Your question here, max 100 characters]
+${generateChoicesPrompt(
+  4,
+)}\nAll Correct Answers: Options [Correct option numbers separated by commas (e.g., 1,3) and at least one correct answer] ${timeAndPointsPrompt}`;
 
     expect(multiselectFormat()).toEqual(output);
   });
@@ -32,7 +32,7 @@ describe("questionFormatGenerators", () => {
   it("It should generate format for identification question/s", () => {
     const identicationFormat = questionFormatGenerators["identification"];
 
-    const output = `separator\nQuestion: [Your question here, max 100 characters]\nAnswer: [Your answer here, max 68 characters] ${timeAndPointsPrompt}`;
+    const output = `separator\nQuestion: [Your question here, max 100 characters]\nAnswer: [Your answer here, max 50 characters, and the answer should be concise and straight to the point and must not include unnesessary words or phrases] ${timeAndPointsPrompt}`;
 
     expect(identicationFormat()).toEqual(output);
   });