diff --git a/tools/server/public/index.html.gz b/tools/server/public/index.html.gz
index 493058aa01..98e2e49431 100644
Binary files a/tools/server/public/index.html.gz and b/tools/server/public/index.html.gz differ
diff --git a/tools/server/webui/src/lib/components/app/chat/ChatSettings/ChatSettingsImportExportTab.svelte b/tools/server/webui/src/lib/components/app/chat/ChatSettings/ChatSettingsImportExportTab.svelte
index 68839438f6..537c839f58 100644
--- a/tools/server/webui/src/lib/components/app/chat/ChatSettings/ChatSettingsImportExportTab.svelte
+++ b/tools/server/webui/src/lib/components/app/chat/ChatSettings/ChatSettingsImportExportTab.svelte
@@ -3,6 +3,7 @@
 	import { Button } from '$lib/components/ui/button';
 	import { DialogConversationSelection, DialogConfirmation } from '$lib/components/app';
 	import { createMessageCountMap } from '$lib/utils';
+	import { ISO_DATE_TIME_SEPARATOR } from '$lib/constants';
 	import { conversationsStore, conversations } from '$lib/stores/conversations.svelte';
 	import { toast } from 'svelte-sonner';
 
@@ -55,18 +56,10 @@
 				})
 			);
 
-			const blob = new Blob([JSON.stringify(allData, null, 2)], {
-				type: 'application/json'
-			});
-			const url = URL.createObjectURL(blob);
-			const a = document.createElement('a');
-
-			a.href = url;
-			a.download = `conversations_${new Date().toISOString().split('T')[0]}.json`;
-			document.body.appendChild(a);
-			a.click();
-			document.body.removeChild(a);
-			URL.revokeObjectURL(url);
+			conversationsStore.downloadConversationFile(
+				allData,
+				`${new Date().toISOString().split(ISO_DATE_TIME_SEPARATOR)[0]}_conversations.json`
+			);
 
 			exportedConversations = selectedConversations;
 			showExportSummary = true;
diff --git a/tools/server/webui/src/lib/constants/index.ts b/tools/server/webui/src/lib/constants/index.ts
index 41c117df54..f3593c03b1 100644
--- a/tools/server/webui/src/lib/constants/index.ts
+++ b/tools/server/webui/src/lib/constants/index.ts
@@ -24,6 +24,7 @@ export * from './max-bundle-size';
 export * from './mcp';
 export * from './mcp-form';
 export * from './mcp-resource';
+export * from './message-export';
 export * from './model-id';
 export * from './precision';
 export * from './processing-info';
diff --git a/tools/server/webui/src/lib/constants/message-export.ts b/tools/server/webui/src/lib/constants/message-export.ts
new file mode 100644
index 0000000000..79fa36f914
--- /dev/null
+++ b/tools/server/webui/src/lib/constants/message-export.ts
@@ -0,0 +1,20 @@
+// Conversation filename constants
+
+// Length of the trimmed conversation ID in the filename
+export const EXPORT_CONV_ID_TRIM_LENGTH = 8;
+// Maximum length of the sanitized conversation name snippet
+export const EXPORT_CONV_NAME_SUFFIX_MAX_LENGTH = 20;
+// Characters to keep in the ISO timestamp. 19 keeps 2026-01-01T00:00:00
+export const ISO_TIMESTAMP_SLICE_LENGTH = 19;
+
+// Replacements for making the conversation title filename-friendly
+export const NON_ALPHANUMERIC_REGEX = /[^a-z0-9]/gi;
+export const EXPORT_CONV_NONALNUM_REPLACEMENT = '_';
+export const MULTIPLE_UNDERSCORE_REGEX = /_+/g;
+
+// Replacements to the ISO date for use in the export filename
+export const ISO_DATE_TIME_SEPARATOR = 'T';
+export const ISO_DATE_TIME_SEPARATOR_REPLACEMENT = '_';
+
+export const ISO_TIME_SEPARATOR = ':';
+export const ISO_TIME_SEPARATOR_REPLACEMENT = '-';
diff --git a/tools/server/webui/src/lib/stores/conversations.svelte.ts b/tools/server/webui/src/lib/stores/conversations.svelte.ts
index ec1daa90d9..39f206479f 100644
--- a/tools/server/webui/src/lib/stores/conversations.svelte.ts
+++ b/tools/server/webui/src/lib/stores/conversations.svelte.ts
@@ -26,6 +26,18 @@ import { config } from '$lib/stores/settings.svelte';
 import { filterByLeafNodeId, findLeafNode } from '$lib/utils';
 import type { McpServerOverride } from '$lib/types/database';
 import { MessageRole } from '$lib/enums';
+import {
+	ISO_DATE_TIME_SEPARATOR,
+	ISO_DATE_TIME_SEPARATOR_REPLACEMENT,
+	ISO_TIMESTAMP_SLICE_LENGTH,
+	EXPORT_CONV_ID_TRIM_LENGTH,
+	EXPORT_CONV_NONALNUM_REPLACEMENT,
+	EXPORT_CONV_NAME_SUFFIX_MAX_LENGTH,
+	ISO_TIME_SEPARATOR,
+	ISO_TIME_SEPARATOR_REPLACEMENT,
+	NON_ALPHANUMERIC_REGEX,
+	MULTIPLE_UNDERSCORE_REGEX
+} from '$lib/constants';
 
 class ConversationsStore {
 	/**
@@ -619,6 +631,66 @@ class ConversationsStore {
 	 *
 	 */
 
+	/**
+	 * Generates a sanitized filename for a conversation export
+	 * @param conversation - The conversation metadata
+	 * @param msgs - Optional array of messages belonging to the conversation
+	 * @returns The generated filename string
+	 */
+	generateConversationFilename(
+		conversation: { id?: string; name?: string },
+		msgs?: DatabaseMessage[]
+	): string {
+		const conversationName = (conversation.name ?? '').trim().toLowerCase();
+
+		const sanitizedName = conversationName
+			.replace(NON_ALPHANUMERIC_REGEX, EXPORT_CONV_NONALNUM_REPLACEMENT)
+			.replace(MULTIPLE_UNDERSCORE_REGEX, '_')
+			.substring(0, EXPORT_CONV_NAME_SUFFIX_MAX_LENGTH);
+
+		// If we have messages, use the timestamp of the newest message
+		const referenceDate = msgs?.length
+			? new Date(Math.max(...msgs.map((m) => m.timestamp)))
+			: new Date();
+
+		const iso = referenceDate.toISOString().slice(0, ISO_TIMESTAMP_SLICE_LENGTH);
+		const formattedDate = iso
+			.replace(ISO_DATE_TIME_SEPARATOR, ISO_DATE_TIME_SEPARATOR_REPLACEMENT)
+			.replaceAll(ISO_TIME_SEPARATOR, ISO_TIME_SEPARATOR_REPLACEMENT);
+		const trimmedConvId = conversation.id?.slice(0, EXPORT_CONV_ID_TRIM_LENGTH) ?? '';
+		return `${formattedDate}_conv_${trimmedConvId}_${sanitizedName}.json`;
+	}
+
+	/**
+	 * Triggers a browser download of the provided exported conversation data
+	 * @param data - The exported conversation payload (either a single conversation or array of them)
+	 * @param filename - Filename; if omitted, a deterministic name is generated
+	 */
+	downloadConversationFile(data: ExportedConversations, filename?: string): void {
+		// Choose the first conversation or message
+		const conversation =
+			'conv' in data ? data.conv : Array.isArray(data) ? data[0]?.conv : undefined;
+		const msgs =
+			'messages' in data ? data.messages : Array.isArray(data) ? data[0]?.messages : undefined;
+
+		if (!conversation) {
+			console.error('Invalid data: missing conversation');
+			return;
+		}
+
+		const downloadFilename = filename ?? this.generateConversationFilename(conversation, msgs);
+
+		const blob = new Blob([JSON.stringify(data, null, 2)], { type: 'application/json' });
+		const url = URL.createObjectURL(blob);
+		const a = document.createElement('a');
+		a.href = url;
+		a.download = downloadFilename;
+		document.body.appendChild(a);
+		a.click();
+		document.body.removeChild(a);
+		URL.revokeObjectURL(url);
+	}
+
 	/**
 	 * Downloads a conversation as JSON file.
 	 * @param convId - The conversation ID to download
@@ -636,40 +708,7 @@ class ConversationsStore {
 			messages = await DatabaseService.getConversationMessages(convId);
 		}
 
-		this.triggerDownload({ conv: conversation, messages });
-	}
-
-	/**
-	 * Exports all conversations with their messages as a JSON file
-	 * @returns The list of exported conversations
-	 */
-	async exportAllConversations(): Promise<DatabaseConversation[]> {
-		const allConversations = await DatabaseService.getAllConversations();
-
-		if (allConversations.length === 0) {
-			throw new Error('No conversations to export');
-		}
-
-		const allData = await Promise.all(
-			allConversations.map(async (conv) => {
-				const messages = await DatabaseService.getConversationMessages(conv.id);
-				return { conv, messages };
-			})
-		);
-
-		const blob = new Blob([JSON.stringify(allData, null, 2)], { type: 'application/json' });
-		const url = URL.createObjectURL(blob);
-		const a = document.createElement('a');
-		a.href = url;
-		a.download = `all_conversations_${new Date().toISOString().split('T')[0]}.json`;
-		document.body.appendChild(a);
-		a.click();
-		document.body.removeChild(a);
-		URL.revokeObjectURL(url);
-
-		toast.success(`All conversations (${allConversations.length}) prepared for download`);
-
-		return allConversations;
+		this.downloadConversationFile({ conv: conversation, messages });
 	}
 
 	/**
@@ -743,37 +782,6 @@ class ConversationsStore {
 		await this.loadConversations();
 		return result;
 	}
-
-	/**
-	 * Triggers file download in browser
-	 */
-	private triggerDownload(data: ExportedConversations, filename?: string): void {
-		const conversation =
-			'conv' in data ? data.conv : Array.isArray(data) ? data[0]?.conv : undefined;
-
-		if (!conversation) {
-			console.error('Invalid data: missing conversation');
-			return;
-		}
-
-		const conversationName = conversation.name?.trim() || '';
-		const truncatedSuffix = conversationName
-			.toLowerCase()
-			.replace(/[^a-z0-9]/gi, '_')
-			.replace(/_+/g, '_')
-			.substring(0, 20);
-		const downloadFilename = filename || `conversation_${conversation.id}_${truncatedSuffix}.json`;
-
-		const blob = new Blob([JSON.stringify(data, null, 2)], { type: 'application/json' });
-		const url = URL.createObjectURL(blob);
-		const a = document.createElement('a');
-		a.href = url;
-		a.download = downloadFilename;
-		document.body.appendChild(a);
-		a.click();
-		document.body.removeChild(a);
-		URL.revokeObjectURL(url);
-	}
 }
 
 export const conversationsStore = new ConversationsStore();
diff --git a/tools/server/webui/src/lib/utils/conversation-utils.ts b/tools/server/webui/src/lib/utils/conversation-utils.ts
index aee244a080..2c3d838999 100644
--- a/tools/server/webui/src/lib/utils/conversation-utils.ts
+++ b/tools/server/webui/src/lib/utils/conversation-utils.ts
@@ -1,6 +1,7 @@
 /**
  * Utility functions for conversation data manipulation
  */
+import type { DatabaseMessage } from '$lib/types';
 
 /**
  * Creates a map of conversation IDs to their message counts from exported conversation data