diff --git a/tools/server/webui/src/lib/components/app/chat/ChatMessages/ChatMessageAgenticContent.svelte b/tools/server/webui/src/lib/components/app/chat/ChatMessages/ChatMessageAgenticContent.svelte
index f1810412ff..c0d6edc254 100644
--- a/tools/server/webui/src/lib/components/app/chat/ChatMessages/ChatMessageAgenticContent.svelte
+++ b/tools/server/webui/src/lib/components/app/chat/ChatMessages/ChatMessageAgenticContent.svelte
@@ -20,6 +20,11 @@
 		isStreaming?: boolean;
 	}
 
+	type ToolResultLine = {
+		text: string;
+		image?: DatabaseMessageExtraImageFile;
+	};
+
 	let { content, message, isStreaming = false }: Props = $props();
 
 	let expandedStates: Record<number, boolean> = $state({});
@@ -67,11 +72,6 @@
 		expandedStates[index] = !currentState;
 	}
 
-	type ToolResultLine = {
-		text: string;
-		image?: DatabaseMessageExtraImageFile;
-	};
-
 	function parseToolResultWithImages(
 		toolResult: string,
 		extras?: DatabaseMessage['extra']
diff --git a/tools/server/webui/src/lib/components/app/chat/ChatScreen/ChatScreen.svelte b/tools/server/webui/src/lib/components/app/chat/ChatScreen/ChatScreen.svelte
index f7be829a6b..c7cc1eecd9 100644
--- a/tools/server/webui/src/lib/components/app/chat/ChatScreen/ChatScreen.svelte
+++ b/tools/server/webui/src/lib/components/app/chat/ChatScreen/ChatScreen.svelte
@@ -32,6 +32,7 @@
 	import { modelsStore, modelOptions, selectedModelId } from '$lib/stores/models.svelte';
 	import { isFileTypeSupported, filterFilesByModalities } from '$lib/utils';
 	import { parseFilesToMessageExtras, processFilesToChatUploaded } from '$lib/utils/browser-only';
+	import { ErrorDialogType } from '$lib/enums';
 	import { onMount } from 'svelte';
 	import { fade, fly, slide } from 'svelte/transition';
 	import { Trash2, AlertTriangle, RefreshCw } from '@lucide/svelte';
@@ -565,7 +566,7 @@
 	contextInfo={activeErrorDialog?.contextInfo}
 	onOpenChange={handleErrorDialogOpenChange}
 	open={Boolean(activeErrorDialog)}
-	type={activeErrorDialog?.type ?? 'server'}
+	type={activeErrorDialog?.type ?? ErrorDialogType.SERVER}
 />
 
 <style>
diff --git a/tools/server/webui/src/lib/components/app/dialogs/DialogChatError.svelte b/tools/server/webui/src/lib/components/app/dialogs/DialogChatError.svelte
index b4340e83e5..4e0e11317a 100644
--- a/tools/server/webui/src/lib/components/app/dialogs/DialogChatError.svelte
+++ b/tools/server/webui/src/lib/components/app/dialogs/DialogChatError.svelte
@@ -1,10 +1,11 @@
 <script lang="ts">
 	import * as AlertDialog from '$lib/components/ui/alert-dialog';
 	import { AlertTriangle, TimerOff } from '@lucide/svelte';
+	import { ErrorDialogType } from '$lib/enums';
 
 	interface Props {
 		open: boolean;
-		type: 'timeout' | 'server';
+		type: ErrorDialogType;
 		message: string;
 		contextInfo?: { n_prompt_tokens: number; n_ctx: number };
 		onOpenChange?: (open: boolean) => void;
@@ -12,7 +13,7 @@
 
 	let { open = $bindable(), type, message, contextInfo, onOpenChange }: Props = $props();
 
-	const isTimeout = $derived(type === 'timeout');
+	const isTimeout = $derived(type === ErrorDialogType.TIMEOUT);
 	const title = $derived(isTimeout ? 'TCP Timeout' : 'Server Error');
 	const description = $derived(
 		isTimeout
diff --git a/tools/server/webui/src/lib/constants/agentic.ts b/tools/server/webui/src/lib/constants/agentic.ts
index a877c600fe..c0f412c9ab 100644
--- a/tools/server/webui/src/lib/constants/agentic.ts
+++ b/tools/server/webui/src/lib/constants/agentic.ts
@@ -21,6 +21,9 @@ export const REASONING_TAGS = {
 	END: '<<<reasoning_content_end>>>'
 } as const;
 
+// Regex for trimming leading/trailing newlines
+export const TRIM_NEWLINES_REGEX = /^\n+|\n+$/g;
+
 // Regex patterns for parsing agentic content
 export const AGENTIC_REGEX = {
 	// Matches completed tool calls (with END marker)
diff --git a/tools/server/webui/src/lib/enums/chat.ts b/tools/server/webui/src/lib/enums/chat.ts
index 298ed41281..0b6f357d9a 100644
--- a/tools/server/webui/src/lib/enums/chat.ts
+++ b/tools/server/webui/src/lib/enums/chat.ts
@@ -41,3 +41,11 @@ export enum ContentPartType {
 	IMAGE_URL = 'image_url',
 	INPUT_AUDIO = 'input_audio'
 }
+
+/**
+ * Error dialog types for displaying server/timeout errors.
+ */
+export enum ErrorDialogType {
+	TIMEOUT = 'timeout',
+	SERVER = 'server'
+}
diff --git a/tools/server/webui/src/lib/enums/index.ts b/tools/server/webui/src/lib/enums/index.ts
index cdc3962744..c35abdc27a 100644
--- a/tools/server/webui/src/lib/enums/index.ts
+++ b/tools/server/webui/src/lib/enums/index.ts
@@ -5,6 +5,7 @@ export { AgenticSectionType } from './agentic';
 export {
 	ChatMessageStatsView,
 	ContentPartType,
+	ErrorDialogType,
 	MessageRole,
 	MessageType,
 	ReasoningFormat
diff --git a/tools/server/webui/src/lib/stores/chat.svelte.ts b/tools/server/webui/src/lib/stores/chat.svelte.ts
index 1a6abaa7b5..869206aa70 100644
--- a/tools/server/webui/src/lib/stores/chat.svelte.ts
+++ b/tools/server/webui/src/lib/stores/chat.svelte.ts
@@ -44,7 +44,7 @@ import type {
 	ErrorDialogState
 } from '$lib/types/chat';
 import type { ApiProcessingState, DatabaseMessage, DatabaseMessageExtra } from '$lib/types';
-import { MessageRole, MessageType } from '$lib/enums';
+import { ErrorDialogType, MessageRole, MessageType } from '$lib/enums';
 
 interface ConversationStateEntry {
 	lastAccessed: number;
@@ -497,7 +497,9 @@ class ChatStore {
 			console.error('Failed to send message:', error);
 			this.setChatLoading(currentConv.id, false);
 			const dialogType =
-				error instanceof Error && error.name === 'TimeoutError' ? 'timeout' : 'server';
+				error instanceof Error && error.name === 'TimeoutError'
+					? ErrorDialogType.TIMEOUT
+					: ErrorDialogType.SERVER;
 			const contextInfo = (
 				error as Error & { contextInfo?: { n_prompt_tokens: number; n_ctx: number } }
 			).contextInfo;
@@ -677,7 +679,7 @@ class ChatStore {
 					error as Error & { contextInfo?: { n_prompt_tokens: number; n_ctx: number } }
 				).contextInfo;
 				this.showErrorDialog({
-					type: error.name === 'TimeoutError' ? 'timeout' : 'server',
+					type: error.name === 'TimeoutError' ? ErrorDialogType.TIMEOUT : ErrorDialogType.SERVER,
 					message: error.message,
 					contextInfo
 				});
@@ -1083,7 +1085,8 @@ class ChatStore {
 						this.clearChatStreaming(msg.convId);
 						this.setProcessingState(msg.convId, null);
 						this.showErrorDialog({
-							type: error.name === 'TimeoutError' ? 'timeout' : 'server',
+							type:
+								error.name === 'TimeoutError' ? ErrorDialogType.TIMEOUT : ErrorDialogType.SERVER,
 							message: error.message
 						});
 					}
diff --git a/tools/server/webui/src/lib/types/chat.d.ts b/tools/server/webui/src/lib/types/chat.d.ts
index 6e79e1056e..2e32b56d5b 100644
--- a/tools/server/webui/src/lib/types/chat.d.ts
+++ b/tools/server/webui/src/lib/types/chat.d.ts
@@ -1,3 +1,4 @@
+import type { ErrorDialogType } from '$lib/enums';
 import type { DatabaseMessageExtra } from './database';
 
 export interface ChatUploadedFile {
@@ -119,7 +120,7 @@ export interface ChatStreamCallbacks {
  * Error dialog state for displaying server/timeout errors
  */
 export interface ErrorDialogState {
-	type: 'timeout' | 'server';
+	type: ErrorDialogType;
 	message: string;
 	contextInfo?: { n_prompt_tokens: number; n_ctx: number };
 }
diff --git a/tools/server/webui/src/lib/utils/agentic.ts b/tools/server/webui/src/lib/utils/agentic.ts
index 1ee310e3cf..a4fd7e02ec 100644
--- a/tools/server/webui/src/lib/utils/agentic.ts
+++ b/tools/server/webui/src/lib/utils/agentic.ts
@@ -1,5 +1,10 @@
 import { AgenticSectionType } from '$lib/enums';
-import { AGENTIC_TAGS, AGENTIC_REGEX, REASONING_TAGS } from '$lib/constants/agentic';
+import {
+	AGENTIC_TAGS,
+	AGENTIC_REGEX,
+	REASONING_TAGS,
+	TRIM_NEWLINES_REGEX
+} from '$lib/constants/agentic';
 
 /**
  * Represents a parsed section of agentic content
@@ -52,12 +57,12 @@ export function parseAgenticContent(rawContent: string): AgenticSection[] {
 	const sections: AgenticSection[] = [];
 
 	for (const segment of segments) {
-		if (segment.type === 'text') {
+		if (segment.type === AgenticSectionType.TEXT) {
 			sections.push(...parseToolCallContent(segment.content));
 			continue;
 		}
 
-		if (segment.type === 'reasoning') {
+		if (segment.type === AgenticSectionType.REASONING) {
 			if (segment.content.trim()) {
 				sections.push({ type: AgenticSectionType.REASONING, content: segment.content });
 			}
@@ -105,7 +110,7 @@ function parseToolCallContent(rawContent: string): AgenticSection[] {
 
 		const toolName = match[1];
 		const toolArgs = match[2];
-		const toolResult = match[3].replace(/^\n+|\n+$/g, '');
+		const toolResult = match[3].replace(TRIM_NEWLINES_REGEX, '');
 
 		sections.push({
 			type: AgenticSectionType.TOOL_CALL,
@@ -135,7 +140,7 @@ function parseToolCallContent(rawContent: string): AgenticSection[] {
 
 		const toolName = pendingMatch[1];
 		const toolArgs = pendingMatch[2];
-		const streamingResult = (pendingMatch[3] || '').replace(/^\n+|\n+$/g, '');
+		const streamingResult = (pendingMatch[3] || '').replace(TRIM_NEWLINES_REGEX, '');
 
 		sections.push({
 			type: AgenticSectionType.TOOL_CALL_PENDING,