diff --git a/apps/web/app/(dash)/home/history.tsx b/apps/web/app/(dash)/home/history.tsx
index 922734df..e09a5c82 100644
--- a/apps/web/app/(dash)/home/history.tsx
+++ b/apps/web/app/(dash)/home/history.tsx
@@ -5,26 +5,28 @@ import Link from "next/link";
 import { memo, useEffect, useState } from "react";
 import { motion } from "framer-motion";
 import { chatThreads } from "@/server/db/schema";
+import { getQuerySuggestions } from "@/app/actions/doers";
+import { Button } from "@repo/ui/shadcn/button";
 
-const History = memo(() => {
-	const [chatThreads_, setChatThreads] = useState<
-		(typeof chatThreads.$inferSelect)[] | null
-	>(null);
+const History = memo(({ setQuery }: { setQuery: (q: string) => void }) => {
+	const [suggestions, setSuggestions] = useState<string[] | null>(null);
 
 	useEffect(() => {
 		(async () => {
-			const chatThreads = await getChatHistory();
-			if (!chatThreads.success || !chatThreads.data) {
-				console.error(chatThreads.error);
+			const suggestions = await getQuerySuggestions();
+			if (!suggestions.success || !suggestions.data) {
+				console.error(suggestions.error);
+				setSuggestions([]);
 				return;
 			}
-			setChatThreads(chatThreads.data.reverse().slice(0, 3));
+			console.log(suggestions);
+			setSuggestions(suggestions.data.reverse());
 		})();
 	}, []);
 
 	return (
 		<ul className="text-base list-none space-y-3 text-[#b9b9b9] mt-8">
-			{!chatThreads_ && (
+			{!suggestions && (
 				<>
 					<Skeleton
 						key="loader-1"
@@ -40,17 +42,15 @@ const History = memo(() => {
 					></Skeleton>
 				</>
 			)}
-			{chatThreads_?.map((thread) => (
+			{suggestions?.map((suggestion) => (
 				<motion.li
 					initial={{ opacity: 0, filter: "blur(1px)" }}
 					animate={{ opacity: 1, filter: "blur(0px)" }}
-					className="flex items-center gap-2 truncate"
-					key={thread.id}
+					className="flex items-center gap-2 truncate cursor-pointer"
+					key={suggestion}
+					onClick={() => setQuery(suggestion)}
 				>
-					<ArrowLongRightIcon className="h-5" />{" "}
-					<Link prefetch={false} href={`/chat/${thread.id}`}>
-						{thread.firstMessage}
-					</Link>
+					<ArrowLongRightIcon className="h-5" /> {suggestion}
 				</motion.li>
 			))}
 		</ul>
diff --git a/apps/web/app/(dash)/home/page.tsx b/apps/web/app/(dash)/home/page.tsx
index 416428e7..dfcac577 100644
--- a/apps/web/app/(dash)/home/page.tsx
+++ b/apps/web/app/(dash)/home/page.tsx
@@ -3,8 +3,12 @@
 import React, { useEffect, useState } from "react";
 import QueryInput from "./queryinput";
 import { getSessionAuthToken, getSpaces } from "@/app/actions/fetchers";
-import { useRouter } from "next/navigation";
-import { createChatThread, linkTelegramToUser } from "@/app/actions/doers";
+import { redirect, useRouter } from "next/navigation";
+import {
+	createChatThread,
+	getQuerySuggestions,
+	linkTelegramToUser,
+} from "@/app/actions/doers";
 import { toast } from "sonner";
 import { motion } from "framer-motion";
 import { ChromeIcon, GithubIcon, TwitterIcon } from "lucide-react";
@@ -25,20 +29,14 @@ const slap = {
 };
 
 function Page({ searchParams }: { searchParams: Record<string, string> }) {
-	const query = searchParams.q || "";
-	const [queryPresent, setQueryPresent] = useState<boolean>(false);
-
-	const [telegramUser, setTelegramUser] = useState<string | undefined>(
-		searchParams.telegramUser as string,
-	);
-	const [extensionInstalled, setExtensionInstalled] = useState<
-		string | undefined
-	>(searchParams.extension as string);
-
-	const { push } = useRouter();
+	const telegramUser = searchParams.telegramUser;
+	const extensionInstalled = searchParams.extension;
+	const [query, setQuery] = useState(searchParams.q || "");
 
 	const [spaces, setSpaces] = useState<{ id: number; name: string }[]>([]);
 
+	const { push } = useRouter();
+
 	useEffect(() => {
 		if (telegramUser) {
 			const linkTelegram = async () => {
@@ -92,8 +90,8 @@ function Page({ searchParams }: { searchParams: Record<string, string> }) {
 
 			<div className="w-full pb-20 mt-10">
 				<QueryInput
-					initialQuery={query}
-					setQueryPresent={setQueryPresent}
+					query={query}
+					setQuery={setQuery}
 					handleSubmit={async (q, spaces, proMode) => {
 						if (q.length === 0) {
 							toast.error("Query is required");
@@ -114,7 +112,7 @@ function Page({ searchParams }: { searchParams: Record<string, string> }) {
 					initialSpaces={spaces}
 				/>
 
-				<History />
+				<History setQuery={setQuery} />
 			</div>
 
 			<div className="w-full fixed bottom-0 left-0 p-4">
diff --git a/apps/web/app/(dash)/home/queryinput.tsx b/apps/web/app/(dash)/home/queryinput.tsx
index 9f1e7292..82561438 100644
--- a/apps/web/app/(dash)/home/queryinput.tsx
+++ b/apps/web/app/(dash)/home/queryinput.tsx
@@ -8,26 +8,24 @@ import { Switch } from "@repo/ui/shadcn/switch";
 import { Label } from "@repo/ui/shadcn/label";
 
 function QueryInput({
-	setQueryPresent,
-	initialQuery,
 	initialSpaces,
 	handleSubmit,
+	query,
+	setQuery,
 }: {
-	setQueryPresent: (t: boolean) => void;
 	initialSpaces?: {
 		id: number;
 		name: string;
 	}[];
-	initialQuery?: string;
 	mini?: boolean;
 	handleSubmit: (
 		q: string,
 		spaces: { id: number; name: string }[],
 		proMode: boolean,
 	) => void;
+	query: string;
+	setQuery: (q: string) => void;
 }) {
-	const [q, setQ] = useState(initialQuery || "");
-
 	const [proMode, setProMode] = useState(false);
 
 	const [selectedSpaces, setSelectedSpaces] = useState<
@@ -42,11 +40,11 @@ function QueryInput({
 				{/* input and action button */}
 				<form
 					action={async () => {
-						if (q.trim().length === 0) {
+						if (query.trim().length === 0) {
 							return;
 						}
-						handleSubmit(q, selectedSpaces, proMode);
-						setQ("");
+						handleSubmit(query, selectedSpaces, proMode);
+						setQuery("");
 					}}
 				>
 					<textarea
@@ -59,20 +57,15 @@ function QueryInput({
 						onKeyDown={(e) => {
 							if (e.key === "Enter" && !e.shiftKey) {
 								e.preventDefault();
-								if (q.trim().length === 0) {
+								if (query.trim().length === 0) {
 									return;
 								}
-								handleSubmit(q, selectedSpaces, proMode);
-								setQ("");
+								handleSubmit(query, selectedSpaces, proMode);
+								setQuery("");
 							}
 						}}
-						onChange={(e) =>
-							setQ((prev) => {
-								setQueryPresent(!!e.target.value.length);
-								return e.target.value;
-							})
-						}
-						value={q}
+						onChange={(e) => setQuery(e.target.value)}
+						value={query}
 					/>
 					<div className="flex p-2 px-3 w-full items-center justify-between rounded-xl overflow-hidden">
 						<FilterSpaces
diff --git a/apps/web/app/actions/doers.ts b/apps/web/app/actions/doers.ts
index 61ada695..49863173 100644
--- a/apps/web/app/actions/doers.ts
+++ b/apps/web/app/actions/doers.ts
@@ -22,6 +22,8 @@ import { ChatHistory } from "@repo/shared-types";
 import { decipher } from "@/server/encrypt";
 import { redirect } from "next/navigation";
 import { tweetToMd } from "@repo/shared-types/utils";
+import { ensureAuth } from "../api/ensureAuth";
+import { getRandomSentences } from "@/lib/utils";
 
 export const completeOnboarding = async (): ServerActionReturnType<boolean> => {
 	const data = await auth();
@@ -735,3 +737,108 @@ export async function AddCanvasInfo({
 		};
 	}
 }
+
+export async function getQuerySuggestions() {
+	const data = await auth();
+
+	if (!data || !data.user || !data.user.id) {
+		redirect("/signin");
+		return { error: "Not authenticated", success: false };
+	}
+
+	const recommendations = await process.env.RECOMMENDATIONS.get(data.user.id);
+
+	if (recommendations) {
+		return {
+			success: true,
+			data: JSON.parse(recommendations),
+		};
+	}
+
+	// Randomly choose some storedContent of the user.
+	const content = await db
+		.select()
+		.from(storedContent)
+		.where(eq(storedContent.userId, data.user.id))
+		.orderBy(sql`random()`)
+		.limit(5)
+		.all();
+
+	if (content.length === 0) {
+		return {
+			success: true,
+			data: [],
+		};
+	}
+
+	const fullQuery = content.map((c) => `${c.title} \n\n${c.content}`).join(" ");
+
+	const sentences = getRandomSentences(fullQuery);
+
+	const suggestionsCall = (await process.env.AI.run(
+		// @ts-ignore
+		"@cf/meta/llama-3.1-8b-instruct",
+		{
+			messages: [
+				{
+					role: "system",
+					content: `You are a model that suggests questions based on the user's content.`,
+				},
+				{
+					role: "user",
+					content: `Run the function based on this input: ${sentences}`,
+				},
+			],
+			tools: [
+				{
+					type: "function",
+					function: {
+						name: "querySuggestions",
+						description:
+							"Take the user's content to suggest some good questions that they could ask.",
+						parameters: {
+							type: "object",
+							properties: {
+								querySuggestions: {
+									type: "array",
+									description:
+										"Short questions that the user can ask. Give atleast 3 suggestions. No more than 5.",
+									items: {
+										type: "string",
+									},
+								},
+							},
+							required: ["querySuggestions"],
+						},
+					},
+				},
+			],
+		},
+	)) as {
+		response: string;
+		tool_calls: { name: string; arguments: { querySuggestions: string[] } }[];
+	};
+
+	const suggestions =
+		suggestionsCall.tool_calls?.[0]?.arguments?.querySuggestions;
+
+	if (!suggestions || suggestions.length === 0) {
+		return {
+			success: false,
+			error: "Failed to get query suggestions",
+		};
+	}
+
+	await process.env.RECOMMENDATIONS.put(
+		data.user.id,
+		JSON.stringify(suggestions),
+		{
+			expirationTtl: 60 * 5,
+		},
+	);
+
+	return {
+		success: true,
+		data: suggestions,
+	};
+}
diff --git a/apps/web/env.d.ts b/apps/web/env.d.ts
index b6a410f9..c80ac0a4 100644
--- a/apps/web/env.d.ts
+++ b/apps/web/env.d.ts
@@ -6,4 +6,6 @@ interface CloudflareEnv {
 	DATABASE: D1Database;
 	DEV_IMAGES: R2Bucket;
 	CANVAS_SNAPS: KVNamespace;
+	AI: Ai;
+	RECOMMENDATIONS: KVNamespace;
 }
diff --git a/apps/web/lib/utils.ts b/apps/web/lib/utils.ts
new file mode 100644
index 00000000..98ec6e98
--- /dev/null
+++ b/apps/web/lib/utils.ts
@@ -0,0 +1,23 @@
+export function getRandomSentences(fullQuery: string): string {
+	// Split the fullQuery into sentences
+	const sentences = fullQuery.match(/[^.!?]+[.!?]+/g) || [];
+
+	// Function to get a random integer between min and max
+	function getRandomInt(min: number, max: number): number {
+		return Math.floor(Math.random() * (max - min)) + min;
+	}
+
+	let selectedSentences = "";
+	let totalCharacters = 0;
+
+	// Select random sentences until totalCharacters is at least 1000
+	while (totalCharacters < 1000 && sentences.length > 0) {
+		const randomIndex = getRandomInt(0, sentences.length);
+		const sentence = sentences[randomIndex];
+		selectedSentences += sentence;
+		totalCharacters += sentence?.length || 0;
+		sentences.splice(randomIndex, 1); // Remove the selected sentence from the array
+	}
+
+	return selectedSentences;
+}
diff --git a/apps/web/wrangler.toml b/apps/web/wrangler.toml
index ce38285b..8f4c75db 100644
--- a/apps/web/wrangler.toml
+++ b/apps/web/wrangler.toml
@@ -19,6 +19,10 @@ database_id = "fc562605-157a-4f60-b439-2a24ffed5b4c"
 binding = "CANVAS_SNAPS"
 id = "c6446f7190dd4afebe1c318df3400518"
 
+[[kv_namespaces]]
+binding = "RECOMMENDATIONS"
+id = "83bc7055226c4657948141c2ff9a5425"
+
 [[env.production.d1_databases]]
 binding = "DATABASE"
 database_name = "prod-d1-supermemory"
@@ -27,4 +31,7 @@ database_id = "f527a727-c472-41d4-8eaf-3d7ba0f2f395"
 [[env.preview.d1_databases]]
 binding = "DATABASE"
 database_name = "dev-d1-anycontext"
-database_id = "fc562605-157a-4f60-b439-2a24ffed5b4c"
\ No newline at end of file
+database_id = "fc562605-157a-4f60-b439-2a24ffed5b4c"
+
+[ai]
+binding = "AI"
\ No newline at end of file