diff --git a/packages/cli/src/CredentialsHelper.ts b/packages/cli/src/CredentialsHelper.ts
index 4fd8295ce1fa4..2851638360576 100644
--- a/packages/cli/src/CredentialsHelper.ts
+++ b/packages/cli/src/CredentialsHelper.ts
@@ -224,7 +224,7 @@ export class CredentialsHelper extends ICredentialsHelper {
 		node: INode,
 		defaultTimezone: string,
 	): string {
-		if (parameterValue.charAt(0) !== '=') {
+		if (typeof parameterValue !== 'string' || parameterValue.charAt(0) !== '=') {
 			return parameterValue;
 		}
 
diff --git a/packages/core/src/NodeExecuteFunctions.ts b/packages/core/src/NodeExecuteFunctions.ts
index f9a32fe78f25c..ec78d8a1dc653 100644
--- a/packages/core/src/NodeExecuteFunctions.ts
+++ b/packages/core/src/NodeExecuteFunctions.ts
@@ -825,15 +825,31 @@ function convertN8nRequestToAxios(n8nRequest: IHttpRequestOptions): AxiosRequest
 async function httpRequest(
 	requestOptions: IHttpRequestOptions,
 ): Promise<IN8nHttpFullResponse | IN8nHttpResponse> {
-	const axiosRequest = convertN8nRequestToAxios(requestOptions);
+	let axiosRequest = convertN8nRequestToAxios(requestOptions);
 	if (
 		axiosRequest.data === undefined ||
 		(axiosRequest.method !== undefined && axiosRequest.method.toUpperCase() === 'GET')
 	) {
 		delete axiosRequest.data;
 	}
+	let result: AxiosResponse<any>;
+	try {
+		result = await axios(axiosRequest);
+	} catch (error) {
+		if (requestOptions.auth?.sendImmediately === false) {
+			const { response } = error;
+			if (response?.status !== 401 || !response.headers['www-authenticate']?.includes('nonce')) {
+				throw error;
+			}
+
+			const { auth } = axiosRequest;
+			delete axiosRequest.auth;
+			axiosRequest = digestAuthAxiosConfig(axiosRequest, response, auth);
+			result = await axios(axiosRequest);
+		}
+		throw error;
+	}
 
-	const result = await axios(axiosRequest);
 	if (requestOptions.returnFullResponse) {
 		return {
 			body: result.data,
@@ -842,6 +858,7 @@ async function httpRequest(
 			statusMessage: result.statusText,
 		};
 	}
+
 	return result.data;
 }
 
diff --git a/packages/workflow/src/Interfaces.ts b/packages/workflow/src/Interfaces.ts
index e18299e79f7cc..6c1b687b3f792 100644
--- a/packages/workflow/src/Interfaces.ts
+++ b/packages/workflow/src/Interfaces.ts
@@ -172,6 +172,7 @@ export interface IRequestOptionsSimplified {
 	auth?: {
 		username: string;
 		password: string;
+		sendImmediately?: boolean;
 	};
 	body: IDataObject;
 	headers: IDataObject;
@@ -182,6 +183,7 @@ export interface IRequestOptionsSimplifiedAuth {
 	auth?: {
 		username: string;
 		password: string;
+		sendImmediately?: boolean;
 	};
 	body?: IDataObject;
 	headers?: IDataObject;
@@ -501,6 +503,7 @@ export interface IHttpRequestOptions {
 	auth?: {
 		username: string;
 		password: string;
+		sendImmediately?: boolean;
 	};
 	disableFollowRedirect?: boolean;
 	encoding?: 'arraybuffer' | 'blob' | 'document' | 'json' | 'text' | 'stream';