Step-by-Step: Set up ProxyCap to Work with Outlook
Add proxy server
Right click on the ProxyCap taskbar icon and choose Configuration.
Click the Proxies category.
Press the New button on the toolbar.
Fill in the proxy settings. Any working proxy will be OK.
Press the OK button.
Create rule for Outlook
Click the Rules category.
Press the New button on the toolbar.
Click Specify in the Program section, then click the Browse button.
Select OUTLOOK.EXE.
Press the Open button.
Press the OK button.
You are done. Click OK to save the configuration.