diff --git a/backend/open_webui/routers/configs.py b/backend/open_webui/routers/configs.py
index 0eb88e767e..b48db49222 100644
--- a/backend/open_webui/routers/configs.py
+++ b/backend/open_webui/routers/configs.py
@@ -147,6 +147,7 @@ class ToolServerConnection(BaseModel):
     headers: Optional[dict | str] = None
     key: Optional[str]
     config: Optional[dict]
+    placeholders: Optional[list[str]] = None
 
     model_config = ConfigDict(extra="allow")
 
diff --git a/backend/open_webui/utils/middleware.py b/backend/open_webui/utils/middleware.py
index eebe41d571..0be2c8b44e 100644
--- a/backend/open_webui/utils/middleware.py
+++ b/backend/open_webui/utils/middleware.py
@@ -91,7 +91,11 @@ from open_webui.utils.misc import (
     convert_logit_bias_input_to_json,
     get_content_from_message,
 )
-from open_webui.utils.tools import get_tools, get_updated_tool_function
+from open_webui.utils.tools import (
+    get_tools,
+    get_updated_tool_function,
+    replace_placeholders_in_headers
+)
 from open_webui.utils.plugin import load_function_module_by_id
 from open_webui.utils.filter import (
     get_sorted_filter_ids,
@@ -1142,10 +1146,16 @@ async def process_chat_payload(request, form_data, user, metadata, model):
     except Exception as e:
         log.error(f"Error getting OAuth token: {e}")
 
+    __user__ = user.model_dump() if isinstance(user, UserModel) else {}
+    if isinstance(user, UserModel) and user.settings:
+        user_settings = user.settings.model_dump() if user.settings else {}
+        if "tool_server_placeholders" in user_settings:
+            __user__["tool_server_placeholders"] = user_settings["tool_server_placeholders"]
+
     extra_params = {
         "__event_emitter__": event_emitter,
         "__event_call__": event_caller,
-        "__user__": user.model_dump() if isinstance(user, UserModel) else {},
+        "__user__": __user__,
         "__metadata__": metadata,
         "__oauth_token__": oauth_token,
         "__request__": request,
@@ -1404,6 +1414,16 @@ async def process_chat_payload(request, form_data, user, metadata, model):
 
                     connection_headers = mcp_server_connection.get("headers", None)
                     if connection_headers and isinstance(connection_headers, dict):
+                        user_placeholders = (
+                            extra_params.get("__user__", {})
+                            .get("tool_server_placeholders", {})
+                            .get(server_id, {})
+                        )
+
+                        connection_headers = replace_placeholders_in_headers(
+                            connection_headers, user_placeholders
+                        )
+
                         for key, value in connection_headers.items():
                             headers[key] = value
 
@@ -1981,10 +2001,16 @@ async def process_chat_response(
     except Exception as e:
         log.error(f"Error getting OAuth token: {e}")
 
+    __user__ = user.model_dump() if isinstance(user, UserModel) else {}
+    if isinstance(user, UserModel) and user.settings:
+        user_settings = user.settings.model_dump() if user.settings else {}
+        if "tool_server_placeholders" in user_settings:
+            __user__["tool_server_placeholders"] = user_settings["tool_server_placeholders"]
+
     extra_params = {
         "__event_emitter__": event_emitter,
         "__event_call__": event_caller,
-        "__user__": user.model_dump() if isinstance(user, UserModel) else {},
+        "__user__": __user__,
         "__metadata__": metadata,
         "__oauth_token__": oauth_token,
         "__request__": request,
diff --git a/backend/open_webui/utils/tools.py b/backend/open_webui/utils/tools.py
index fb623ed332..e55e0b148b 100644
--- a/backend/open_webui/utils/tools.py
+++ b/backend/open_webui/utils/tools.py
@@ -50,6 +50,28 @@ log = logging.getLogger(__name__)
 log.setLevel(SRC_LOG_LEVELS["MODELS"])
 
 
+def replace_placeholders_in_headers(
+    headers: dict, placeholders: dict[str, str]
+) -> dict:
+    if not headers or not placeholders:
+        return headers
+
+    replaced_headers = {}
+    for key, value in headers.items():
+        if isinstance(value, str):
+            replaced_value = value
+            for placeholder_name, placeholder_value in placeholders.items():
+                placeholder_pattern = f"{{{{{placeholder_name}}}}}"
+                replaced_value = replaced_value.replace(
+                    placeholder_pattern, placeholder_value
+                )
+            replaced_headers[key] = replaced_value
+        else:
+            replaced_headers[key] = value
+
+    return replaced_headers
+
+
 def get_async_tool_function_and_apply_extra_params(
     function: Callable, extra_params: dict
 ) -> Callable[..., Awaitable]:
@@ -181,6 +203,17 @@ async def get_tools(
 
                         connection_headers = tool_server_connection.get("headers", None)
                         if connection_headers and isinstance(connection_headers, dict):
+                            user_placeholders = (
+                                extra_params.get("__user__", {})
+                                .get("tool_server_placeholders", {})
+                                .get(server_id, {})
+                            )
+
+                            # Replace placeholders in headers
+                            connection_headers = replace_placeholders_in_headers(
+                                connection_headers, user_placeholders
+                            )
+
                             for key, value in connection_headers.items():
                                 headers[key] = value
 
diff --git a/src/lib/components/AddToolServerModal.svelte b/src/lib/components/AddToolServerModal.svelte
index 5515910a18..a90d02f80e 100644
--- a/src/lib/components/AddToolServerModal.svelte
+++ b/src/lib/components/AddToolServerModal.svelte
@@ -46,6 +46,7 @@
 	let auth_type = 'bearer';
 	let key = '';
 	let headers = '';
+	let placeholders: string[] = [];
 
 	let accessControl = {};
 
@@ -196,6 +197,7 @@
 				if (data.auth_type) auth_type = data.auth_type;
 				if (data.headers) headers = JSON.stringify(data.headers, null, 2);
 				if (data.key) key = data.key;
+				if (data.placeholders) placeholders = data.placeholders;
 
 				if (data.info) {
 					id = data.info.id ?? '';
@@ -230,6 +232,7 @@
 				auth_type,
 				headers: headers ? JSON.parse(headers) : undefined,
 				key,
+				placeholders: placeholders.length > 0 ? placeholders : undefined,
 
 				info: {
 					id: id,
@@ -300,6 +303,7 @@
 			headers: headers ? JSON.parse(headers) : undefined,
 
 			key,
+			placeholders: placeholders.length > 0 ? placeholders : undefined,
 			config: {
 				enable: enable,
 
@@ -328,6 +332,7 @@
 
 		key = '';
 		auth_type = 'bearer';
+		placeholders = [];
 
 		id = '';
 		name = '';
@@ -351,6 +356,7 @@
 			headers = connection?.headers ? JSON.stringify(connection.headers, null, 2) : '';
 
 			key = connection?.key ?? '';
+			placeholders = connection?.placeholders ?? [];
 
 			id = connection.info?.id ?? '';
 			name = connection.info?.name ?? '';
@@ -721,6 +727,66 @@
 								</div>
 							</div>
 
+							<div class="flex gap-2 mt-2">
+								<div class="flex flex-col w-full">
+									<div class="flex justify-between items-center mb-0.5">
+										<label
+											for="placeholders-input"
+											class={`text-xs ${($settings?.highContrastMode ?? false) ? 'text-gray-800 dark:text-gray-100' : 'text-gray-500'}`}
+										>
+											{$i18n.t('Placeholders')}
+											<span class="text-xs text-gray-200 dark:text-gray-800 ml-0.5">
+												{$i18n.t('Optional')}
+											</span>
+										</label>
+
+										<Tooltip content={$i18n.t('Add Placeholder')}>
+											<button
+												class="px-1"
+												on:click={() => {
+													placeholders = [...placeholders, ''];
+												}}
+												type="button"
+											>
+												<Plus />
+											</button>
+										</Tooltip>
+									</div>
+
+									<div class="text-xs text-gray-500 mb-2">
+										{$i18n.t(
+											'Define placeholder names that users will need to fill in. Use them in headers as {{PLACEHOLDER_NAME}}'
+										)}
+									</div>
+
+									{#if placeholders.length > 0}
+										<div class="flex flex-col gap-2">
+											{#each placeholders as placeholder, idx}
+												<div class="flex gap-2 items-center">
+													<input
+														class={`flex-1 text-sm bg-transparent ${($settings?.highContrastMode ?? false) ? 'placeholder:text-gray-700 dark:placeholder:text-gray-100' : 'outline-hidden placeholder:text-gray-300 dark:placeholder:text-gray-700'}`}
+														type="text"
+														bind:value={placeholders[idx]}
+														placeholder={$i18n.t('e.g., API_KEY or USER_TOKEN')}
+														autocomplete="off"
+													/>
+													<button
+														class="p-1 hover:bg-gray-100 dark:hover:bg-gray-800 rounded"
+														on:click={() => {
+															placeholders = placeholders.filter((_, i) => i !== idx);
+														}}
+														type="button"
+														aria-label={$i18n.t('Remove')}
+													>
+														<Minus />
+													</button>
+												</div>
+											{/each}
+										</div>
+									{/if}
+								</div>
+							</div>
+
 							<hr class=" border-gray-100 dark:border-gray-700/10 my-2.5 w-full" />
 
 							<div class="flex gap-2">
diff --git a/src/lib/components/chat/MessageInput/IntegrationsMenu.svelte b/src/lib/components/chat/MessageInput/IntegrationsMenu.svelte
index 348d23d073..3fabb66cfd 100644
--- a/src/lib/components/chat/MessageInput/IntegrationsMenu.svelte
+++ b/src/lib/components/chat/MessageInput/IntegrationsMenu.svelte
@@ -6,7 +6,7 @@
 
 	import { config, user, tools as _tools, mobile, settings, toolServers } from '$lib/stores';
 
-	import { getOAuthClientAuthorizationUrl } from '$lib/apis/configs';
+	import { getOAuthClientAuthorizationUrl, getToolServerConnections } from '$lib/apis/configs';
 	import { getTools } from '$lib/apis/tools';
 
 	import Knobs from '$lib/components/icons/Knobs.svelte';
@@ -21,6 +21,8 @@
 	import Terminal from '$lib/components/icons/Terminal.svelte';
 	import ChevronRight from '$lib/components/icons/ChevronRight.svelte';
 	import ChevronLeft from '$lib/components/icons/ChevronLeft.svelte';
+	import PencilSolid from '$lib/components/icons/PencilSolid.svelte';
+	import PlaceholderConfigModal from './PlaceholderConfigModal.svelte';
 
 	const i18n = getContext('i18n');
 
@@ -48,6 +50,10 @@
 	let tab = '';
 
 	let tools = null;
+	let toolServerPlaceholders = {};
+
+	let showPlaceholderModal = false;
+	let selectedServerForPlaceholder = null;
 
 	$: if (show) {
 		init();
@@ -88,6 +94,25 @@
 			}
 		}
 
+		try {
+			const res = await getToolServerConnections(localStorage.token);
+			const adminServers = res.TOOL_SERVER_CONNECTIONS || [];
+
+			toolServerPlaceholders = {};
+			for (const server of adminServers) {
+				if (server.placeholders && server.placeholders.length > 0) {
+					const serverId = server.info?.id || server.url;
+					toolServerPlaceholders[serverId] = {
+						name: server.info?.name || server.url,
+						placeholders: server.placeholders,
+						serverId: serverId
+					};
+				}
+			}
+		} catch (err) {
+			console.error('Failed to fetch admin tool servers:', err);
+		}
+
 		selectedToolIds = selectedToolIds.filter((id) => Object.keys(tools).includes(id));
 	};
 </script>
@@ -392,6 +417,28 @@
 								</div>
 							{/if}
 
+							{#if Object.keys(toolServerPlaceholders).find((serverId) => toolId.includes(serverId))}
+								{@const serverData = toolServerPlaceholders[
+									Object.keys(toolServerPlaceholders).find((serverId) => toolId.includes(serverId))
+								]}
+								<div class=" shrink-0">
+									<Tooltip content={$i18n.t('Configure Placeholders')}>
+										<button
+											class="self-center w-fit text-sm text-gray-600 dark:text-gray-400 hover:text-gray-700 dark:hover:text-gray-300 transition rounded-full"
+											type="button"
+											on:click={(e) => {
+												e.stopPropagation();
+												e.preventDefault();
+												selectedServerForPlaceholder = serverData;
+												showPlaceholderModal = true;
+											}}
+										>
+											<PencilSolid />
+										</button>
+									</Tooltip>
+								</div>
+							{/if}
+
 							<div class=" shrink-0">
 								<Switch state={tools[toolId].enabled} />
 							</div>
@@ -402,3 +449,10 @@
 		</DropdownMenu.Content>
 	</div>
 </Dropdown>
+
+<PlaceholderConfigModal
+	bind:show={showPlaceholderModal}
+	serverName={selectedServerForPlaceholder?.name || ''}
+	serverId={selectedServerForPlaceholder?.serverId || ''}
+	placeholders={selectedServerForPlaceholder?.placeholders || []}
+/>
diff --git a/src/lib/components/chat/MessageInput/PlaceholderConfigModal.svelte b/src/lib/components/chat/MessageInput/PlaceholderConfigModal.svelte
new file mode 100644
index 0000000000..ac06aaa3e6
--- /dev/null
+++ b/src/lib/components/chat/MessageInput/PlaceholderConfigModal.svelte
@@ -0,0 +1,116 @@
+<script lang="ts">
+	import { getContext } from 'svelte';
+	import { toast } from 'svelte-sonner';
+	import Modal from '$lib/components/common/Modal.svelte';
+	import SensitiveInput from '$lib/components/common/SensitiveInput.svelte';
+	import { updateUserSettings } from '$lib/apis/users';
+	import { settings } from '$lib/stores';
+
+	const i18n = getContext('i18n');
+
+	export let show = false;
+	export let serverName: string = '';
+	export let serverId: string = '';
+	export let placeholders: string[] = [];
+
+	let placeholderValues: { [key: string]: string } = {};
+
+	$: if (show && placeholders) {
+		// Initialize values from settings
+		const savedValues = $settings?.tool_server_placeholders?.[serverId] || {};
+		placeholderValues = placeholders.reduce((acc, placeholder) => {
+			acc[placeholder] = savedValues[placeholder] || '';
+			return acc;
+		}, {} as { [key: string]: string });
+	}
+
+	const saveHandler = async () => {
+		try {
+			const currentPlaceholders = $settings?.tool_server_placeholders || {};
+			const updatedPlaceholders = {
+				...currentPlaceholders,
+				[serverId]: placeholderValues
+			};
+
+			await updateUserSettings(localStorage.token, {
+				tool_server_placeholders: updatedPlaceholders
+			});
+
+			// Update local settings
+			settings.set({
+				...$settings,
+				tool_server_placeholders: updatedPlaceholders
+			});
+
+			toast.success($i18n.t('Placeholder values saved'));
+			show = false;
+		} catch (error) {
+			toast.error($i18n.t('Failed to save placeholder values'));
+			console.error('Error saving placeholder values:', error);
+		}
+	};
+</script>
+
+<Modal size="sm" bind:show>
+	<div>
+		<div class="flex justify-between items-center dark:text-gray-100 px-5 pt-4 pb-2">
+			<h1 class="text-lg font-medium self-center font-primary">
+				{$i18n.t('Configure Placeholders')}
+			</h1>
+		</div>
+
+		<div class="flex flex-col px-5 pb-4">
+			<div class="mb-3">
+				<div class="text-sm font-medium mb-1">{serverName}</div>
+				<div class="text-xs text-gray-500">
+					{$i18n.t(
+						'These values will be used to replace placeholders in the server headers. Your values are private and only visible to you.'
+					)}
+				</div>
+			</div>
+
+			<form
+				on:submit|preventDefault={saveHandler}
+				class="flex flex-col gap-3"
+			>
+				{#each placeholders as placeholder}
+					<div class="flex flex-col gap-1">
+						<label
+							for={`placeholder-${placeholder}`}
+							class="text-xs font-medium text-gray-600 dark:text-gray-400"
+						>
+							{placeholder}
+						</label>
+						<SensitiveInput
+							id={`placeholder-${placeholder}`}
+							bind:value={placeholderValues[placeholder]}
+							placeholder={$i18n.t(`Enter value for {{placeholder}}`, { placeholder })}
+							required={false}
+						/>
+						<div class="text-xs text-gray-500">
+							{$i18n.t('Used in headers as')} <code class="text-xs">{'{{' + placeholder + '}}'}</code>
+						</div>
+					</div>
+				{/each}
+
+				<div class="flex justify-end pt-3 gap-2">
+					<button
+						class="px-3.5 py-1.5 text-sm font-medium dark:bg-black dark:hover:bg-gray-900 dark:text-white bg-white text-black hover:bg-gray-100 transition rounded-full"
+						type="button"
+						on:click={() => {
+							show = false;
+						}}
+					>
+						{$i18n.t('Cancel')}
+					</button>
+					<button
+						class="px-3.5 py-1.5 text-sm font-medium bg-black hover:bg-gray-900 text-white dark:bg-white dark:text-black dark:hover:bg-gray-100 transition rounded-full"
+						type="submit"
+					>
+						{$i18n.t('Save')}
+					</button>
+				</div>
+			</form>
+		</div>
+	</div>
+</Modal>
diff --git a/src/lib/components/chat/Settings/Tools/PlaceholderValues.svelte b/src/lib/components/chat/Settings/Tools/PlaceholderValues.svelte
new file mode 100644
index 0000000000..6e975d9948
--- /dev/null
+++ b/src/lib/components/chat/Settings/Tools/PlaceholderValues.svelte
@@ -0,0 +1,64 @@
+<script lang="ts">
+	import { getContext } from 'svelte';
+	import SensitiveInput from '$lib/components/common/SensitiveInput.svelte';
+	import Tooltip from '$lib/components/common/Tooltip.svelte';
+
+	const i18n = getContext('i18n');
+
+	export let serverName: string = '';
+	export let serverId: string = '';
+	export let placeholders: string[] = [];
+	export let values: { [key: string]: string } = {};
+	export let onChange: (values: { [key: string]: string }) => void = () => {};
+
+	// Initialize values if not set
+	$: if (placeholders && !Object.keys(values).length) {
+		values = placeholders.reduce((acc, placeholder) => {
+			acc[placeholder] = '';
+			return acc;
+		}, {} as { [key: string]: string });
+	}
+
+	const handleValueChange = (placeholder: string, value: string) => {
+		values[placeholder] = value;
+		onChange(values);
+	};
+</script>
+
+{#if placeholders && placeholders.length > 0}
+	<div class="flex flex-col gap-2 p-3 bg-gray-50 dark:bg-gray-900 rounded-lg">
+		<div class="flex items-center justify-between">
+			<div class="font-medium text-sm">{serverName}</div>
+			{#if serverId}
+				<div class="text-xs text-gray-500">{serverId}</div>
+			{/if}
+		</div>
+
+		<div class="flex flex-col gap-2">
+			{#each placeholders as placeholder}
+				<div class="flex flex-col gap-1">
+					<label for={`${serverId}-${placeholder}`} class="text-xs text-gray-600 dark:text-gray-400">
+						{placeholder}
+					</label>
+					<SensitiveInput
+						id={`${serverId}-${placeholder}`}
+						value={values[placeholder] || ''}
+						on:input={(e) => handleValueChange(placeholder, e.target.value)}
+						placeholder={$i18n.t(`Enter value for {{placeholder}}`, { placeholder })}
+						required={false}
+					/>
+				</div>
+			{/each}
+		</div>
+
+		<div class="text-xs text-gray-500 mt-1">
+			<Tooltip
+				content={$i18n.t(
+					'These values will be used to replace placeholders in the server headers (e.g., {{{{PLACEHOLDER_NAME}}}})'
+				)}
+			>
+				<span class="underline cursor-help">{$i18n.t('What are placeholders?')}</span>
+			</Tooltip>
+		</div>
+	</div>
+{/if}