diff --git a/frontend/src/lib/components/StringTypeNarrowing.svelte b/frontend/src/lib/components/StringTypeNarrowing.svelte
index 2eecb8ae7a..1ea2312dc3 100644
--- a/frontend/src/lib/components/StringTypeNarrowing.svelte
+++ b/frontend/src/lib/components/StringTypeNarrowing.svelte
@@ -3,6 +3,7 @@
 	import ResourceTypePicker from './ResourceTypePicker.svelte'
 	import Toggle from './Toggle.svelte'
 	import { Button } from './common'
+	import RegexGen from './copilot/RegexGen.svelte'
 
 	export let pattern: string | undefined
 	export let enum_: string[] | undefined
@@ -91,13 +92,20 @@
 {#if kind == 'pattern'}
 	<label for="input" class="mb-2 text-secondary text-xs">
 		Pattern (Regex)
-		<div class="flex flex-row">
+		<div class="flex flex-row items-center gap-0.5">
 			<input
 				id="input"
 				type="text"
 				placeholder="^(\\([0-9]{3}\\))?[0-9]{3}-[0-9]{4}$"
 				bind:value={patternStr}
 			/>
+			<RegexGen
+				on:gen={(e) => {
+					const { res, prompt } = e.detail
+					patternStr = res
+					customErrorMessage = 'does not match: ' + prompt
+				}}
+			/>
 			<Button
 				variant="border"
 				color="blue"
diff --git a/frontend/src/lib/components/copilot/RegexGen.svelte b/frontend/src/lib/components/copilot/RegexGen.svelte
new file mode 100644
index 0000000000..8f52a71c36
--- /dev/null
+++ b/frontend/src/lib/components/copilot/RegexGen.svelte
@@ -0,0 +1,184 @@
+<script lang="ts">
+	import { Button } from '../common'
+
+	import { getNonStreamingCompletion } from './lib'
+	import { sendUserToast } from '$lib/toast'
+	import Popup from '../common/popup/Popup.svelte'
+	import { copilotInfo } from '$lib/stores'
+
+	import { WindmillIcon } from '../icons'
+
+	import { autoPlacement } from '@floating-ui/core'
+	import { ExternalLink, HistoryIcon, Wand2 } from 'lucide-svelte'
+	import { fade } from 'svelte/transition'
+	import { createEventDispatcher } from 'svelte'
+
+	// state
+	let funcDesc: string = ''
+	let genLoading: boolean = false
+	let input: HTMLInputElement | undefined
+	let abortController: AbortController | undefined = undefined
+
+	let button: HTMLButtonElement | undefined
+
+	const dispatch = createEventDispatcher()
+	async function onGenerate(closePopup: () => void) {
+		if (funcDesc.length <= 0) {
+			return
+		}
+		savePrompt()
+		try {
+			genLoading = true
+			abortController = new AbortController()
+			const res = await getNonStreamingCompletion(
+				[
+					{
+						role: 'system',
+						content:
+							'Generate a regex pattern that one can use in a javascript Regex object. Output only the regex itself. The regex should match the following:'
+					},
+					{
+						role: 'user',
+						content: funcDesc
+					}
+				],
+				abortController
+			)
+			dispatch('gen', { res: res, prompt: funcDesc })
+			closePopup()
+			funcDesc = ''
+		} catch (err) {
+			if (err?.message) {
+				sendUserToast('Failed to generate regex: ' + err.message, true)
+			} else {
+				sendUserToast('Failed to generate regex', true)
+				console.error(err)
+			}
+		} finally {
+			genLoading = false
+		}
+	}
+
+	$: input && setTimeout(() => input?.focus(), 100)
+
+	let promptHistory: string[] = JSON.parse(localStorage.getItem('prompts-regex') || '[]')
+
+	function savePrompt() {
+		if (promptHistory.includes(funcDesc)) {
+			return
+		}
+		promptHistory.unshift(funcDesc)
+		while (promptHistory.length > 5) {
+			promptHistory.pop()
+		}
+		localStorage.setItem('prompts-regex', JSON.stringify(promptHistory))
+	}
+
+	function clearPromptHistory() {
+		promptHistory = []
+		localStorage.setItem('prompts-regex', JSON.stringify(promptHistory))
+	}
+</script>
+
+{#if genLoading}
+	<div transition:fade class="fixed z-[4999] inset-0 bg-gray-500/75" />
+{/if}
+
+<Popup
+	floatingConfig={{
+		middleware: [
+			autoPlacement({
+				allowedPlacements: ['bottom-start', 'bottom-end', 'top-start', 'top-end', 'top', 'bottom']
+			})
+		]
+	}}
+	let:close
+>
+	<svelte:fragment slot="button">
+		<Button
+			title="Generate regexes from prompt"
+			btnClasses={'!font-medium ' + (genLoading ? 'z-[5000]' : '')}
+			size="xs"
+			color={genLoading ? 'red' : 'light'}
+			spacingSize="md"
+			startIcon={genLoading ? undefined : { icon: Wand2 }}
+			propagateEvent
+			on:click={genLoading ? () => abortController?.abort() : () => {}}
+			bind:element={button}
+		>
+			{#if genLoading}
+				<WindmillIcon
+					white={true}
+					class="mr-1 text-white"
+					height="16px"
+					width="20px"
+					spin="veryfast"
+				/>
+				Stop
+			{:else}
+				AI
+			{/if}
+		</Button>
+	</svelte:fragment>
+	<div class="block text-primary z-[2000]">
+		{#if $copilotInfo.exists_openai_resource_path}
+			<div class="flex flex-col gap-4">
+				<div class="flex w-96">
+					<input
+						type="text"
+						bind:this={input}
+						bind:value={funcDesc}
+						on:keypress={({ key }) => {
+							if (key === 'Enter' && funcDesc.length > 0) {
+								onGenerate(() => close(input || null))
+							}
+						}}
+						placeholder={'Describe what the regex should do'}
+					/>
+					<Button
+						size="xs"
+						color="blue"
+						buttonType="button"
+						btnClasses="!p-1 !w-[38px] !ml-2"
+						aria-label="Generate"
+						on:click={() => {
+							onGenerate(() => close(input || null))
+						}}
+						disabled={funcDesc.length <= 0}
+						iconOnly
+						startIcon={{ icon: Wand2 }}
+					/>
+				</div>
+				{#if promptHistory.length > 0}
+					<div class="w-96 flex flex-col gap-1">
+						{#each promptHistory as p}
+							<Button
+								size="xs2"
+								color="light"
+								btnClasses="justify-start overflow-x-scroll no-scrollbar"
+								startIcon={{ icon: HistoryIcon, classes: 'shrink-0' }}
+								on:click={() => {
+									funcDesc = p
+								}}>{p}</Button
+							>
+						{/each}
+						<button
+							class="underline text-xs text-start px-2 text-secondary font-normal"
+							on:click={clearPromptHistory}>clear history</button
+						>
+					</div>
+				{/if}
+			</div>
+		{:else}
+			<p class="text-sm">
+				Enable Windmill AI in the <a
+					href="/workspace_settings?tab=openai"
+					target="_blank"
+					class="inline-flex flex-row items-center gap-1"
+				>
+					workspace settings <ExternalLink size={16} />
+				</a>
+			</p>
+		{/if}
+	</div>
+</Popup>
diff --git a/frontend/src/lib/components/copilot/ScriptGen.svelte b/frontend/src/lib/components/copilot/ScriptGen.svelte
index 1d1a675efb..53a74129fd 100644
--- a/frontend/src/lib/components/copilot/ScriptGen.svelte
+++ b/frontend/src/lib/components/copilot/ScriptGen.svelte
@@ -121,7 +121,7 @@
 		diffEditor?.hide()
 	}
 
-	$: input?.focus()
+	$: input && setTimeout(() => input?.focus(), 100)
 
 	function clear() {
 		$generatedCode = ''