We have been using Quickbooks for 14 years, we understand how to set it up. Sending an Estimate, Sales Order, Purchase Order or Invoice from QB to Outlook has worked all this time until a few weeks ago. This is NOT an Outlook problem, this is a QB problem. You had a nice feature and then you broke it. Stop blaming Outlook, you sell a product that allows you to select Outlook as an "Send Form" method, it should work.