diff --git a/packages/api/src/functions/gptHandlers.ts b/packages/api/src/functions/gptHandlers.ts
index aef069b..26a9f84 100644
--- a/packages/api/src/functions/gptHandlers.ts
+++ b/packages/api/src/functions/gptHandlers.ts
@@ -40,7 +40,7 @@ Points: [Select from the following options based on how difficult you think the
   (points) => points.title,
 ).join(", ")}]`;
 
-const generateChoicesPrompt = (numChoices: number) => {
+export const generateChoicesPrompt = (numChoices: number) => {
   let choicesPrompt = "";
   for (let i = 1; i <= numChoices; i++) {
     choicesPrompt += `Option ${i}: [Choice ${i}]\n`;
diff --git a/packages/api/src/functions/randomQuestionsHandlers.ts b/packages/api/src/functions/randomQuestionsHandlers.ts
new file mode 100644
index 0000000..7e62dcc
--- /dev/null
+++ b/packages/api/src/functions/randomQuestionsHandlers.ts
@@ -0,0 +1,120 @@
+import { generateChoicesPrompt, timeAndPointsPrompt } from "./gptHandlers";
+import {
+  parseMultipleChoiceResponse,
+  parseMultiselectResponse,
+  parseIdentificationResponse,
+  parseTrueOrFalseResponse,
+  MultipleChoicePrompt,
+  MultiselectPrompt,
+  IdentificationPrompt,
+  TrueOrFalsePrompt,
+} from "./gptHandlers";
+
+type ParsedQuestion =
+  | MultipleChoicePrompt
+  | MultiselectPrompt
+  | IdentificationPrompt
+  | TrueOrFalsePrompt;
+
+export type QuestionType =
+  | "multipleChoice"
+  | "multiselect"
+  | "identification"
+  | "trueOrFalse";
+
+const questionTypes: QuestionType[] = [
+  "multipleChoice",
+  "multiselect",
+  "identification",
+  "trueOrFalse",
+];
+const typeCounts: Record<QuestionType, number> = {
+  multipleChoice: 0,
+  multiselect: 0,
+  identification: 0,
+  trueOrFalse: 0,
+};
+
+export const questionFormatGenerators: {
+  [key in QuestionType]: (
+    numChoices?: number,
+    maxCharsForQuestion?: number,
+    maxCharsForChoice?: number,
+  ) => string;
+} = {
+  multipleChoice: (
+    numChoices = 4,
+    maxCharsForQuestion = 100,
+  ) => `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]
+  ${generateChoicesPrompt(
+    numChoices,
+  )}\nCorrect Answer: Option [Correct option number] ${timeAndPointsPrompt}`,
+
+  multiselect: (
+    numChoices = 4,
+    maxCharsForQuestion = 100,
+  ) => `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]
+  ${generateChoicesPrompt(
+    numChoices,
+  )}\nAll Correct Answers: Options [Correct option numbers separated by commas, e.g., 1,3] ${timeAndPointsPrompt}`,
+
+  identification: (maxCharsForQuestion = 100, maxCharsForChoice = 68) =>
+    `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]\nAnswer: [Your answer here, max ${maxCharsForChoice} characters] ${timeAndPointsPrompt}`,
+
+  trueOrFalse: (maxCharsForQuestion = 100) =>
+    `separator\nQuestion: [Your question here, max ${maxCharsForQuestion} characters]\nAnswer: [True/False] ${timeAndPointsPrompt}`,
+};
+
+export const generateCombinedQuestionPrompts = (
+  numQuestions: number,
+  message: string,
+): string => {
+  for (let i = 0; i < numQuestions; i++) {
+    const randomType =
+      questionTypes[Math.floor(Math.random() * questionTypes.length)];
+    typeCounts[randomType as QuestionType]++;
+  }
+
+  let combinedPrompts = `Based on: "${message}", create the following questions:\n`;
+
+  questionTypes.forEach((type) => {
+    if (typeCounts[type] > 0) {
+      combinedPrompts += `\n${
+        typeCounts[type]
+      } questions of type '${type}' using the format:\n${questionFormatGenerators[
+        type
+      ]()}\n`;
+    }
+  });
+
+  return combinedPrompts.trim();
+};
+
+export const processGeneratedQuestions = (
+  generatedMessage: string,
+): ParsedQuestion[] => {
+  const questionBlocks = generatedMessage
+    .split("separator")
+    .filter((block) => block.trim() !== "");
+  const parsedQuestions: ParsedQuestion[] = [];
+
+  questionBlocks.forEach((questionBlock) => {
+    if (questionBlock.includes("Correct Answer:")) {
+      parsedQuestions.push(parseMultipleChoiceResponse(questionBlock));
+    } else if (questionBlock.includes("All Correct Answers:")) {
+      parsedQuestions.push(parseMultiselectResponse(questionBlock));
+    } else if (
+      questionBlock.includes("Answer:") &&
+      !(questionBlock.includes("True") || questionBlock.includes("False"))
+    ) {
+      parsedQuestions.push(parseIdentificationResponse(questionBlock));
+    } else if (
+      questionBlock.includes("True") ||
+      questionBlock.includes("False")
+    ) {
+      parsedQuestions.push(parseTrueOrFalseResponse(questionBlock));
+    }
+  });
+
+  return parsedQuestions;
+};
diff --git a/packages/api/src/router/gptApi.ts b/packages/api/src/router/gptApi.ts
index a5abcad..b01c52e 100644
--- a/packages/api/src/router/gptApi.ts
+++ b/packages/api/src/router/gptApi.ts
@@ -17,9 +17,14 @@ import {
 } from "../functions/testCreationHandlers";
 import {
   multipleQuestionsPromptInput,
+  multipleRandomQuestionsPromptInput,
   singleQuestionPromptInput,
 } from "../../../schema/src/gpt";
 import { fetchGPT } from "../services/gptApiHandlers";
+import {
+  generateCombinedQuestionPrompts,
+  processGeneratedQuestions,
+} from "../functions/randomQuestionsHandlers";
 
 export const gptApiRouter = router({
   generateQuestion: protectedProcedure
@@ -113,4 +118,21 @@ export const gptApiRouter = router({
 
       return answer;
     }),
+
+  generateMultipleRandomQuestions: protectedProcedure
+    .input(multipleRandomQuestionsPromptInput)
+    .mutation(async ({ input }) => {
+      const { message, numOfQuestions } = input;
+
+      const promptText = generateCombinedQuestionPrompts(
+        numOfQuestions,
+        message,
+      );
+
+      const generatedMessage = await fetchGPT(promptText);
+
+      const processedQuestions = processGeneratedQuestions(generatedMessage);
+
+      return processedQuestions;
+    }),
 });
diff --git a/packages/schema/src/gpt.ts b/packages/schema/src/gpt.ts
index 841d213..0d34fb2 100644
--- a/packages/schema/src/gpt.ts
+++ b/packages/schema/src/gpt.ts
@@ -23,3 +23,8 @@ export const multipleQuestionsPromptInput = z.object({
   maxCharsPerQuestion: z.number().optional(),
   maxCharsPerChoice: z.number().optional(),
 });
+
+export const multipleRandomQuestionsPromptInput = z.object({
+  message: z.string(),
+  numOfQuestions: z.number(),
+});