C# JIRA work-log update error "The remote server returned an error: (401) Unauthorized."
Likely reason: you are adding authorization header after sending request stream.
var request = WebRequest.Create(url) as HttpWebRequest; request.ContentType = "application/json"; request.Method = method; request.ContentLength = data.Length; // All headers MUST be added before writing to request stream request.Headers.Add("Authorization", "Basic " + GetEncodedCredentials()); using (StreamWriter writer = new StreamWriter(request.GetRequestStream())) { writer.Write(data); }